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612-25-9 Usage

Uses

Different sources of media describe the Uses of 612-25-9 differently. You can refer to the following data:
1. 2-Nitrobenzyl alcohol is a useful research chemical.
2. The o-nitrobenzyl group (o-NB) is utilized frequently in polymer and materials science. It covers the use of based cross-linkers for photodegradable hydrogels, o-NB side chain functionalization in (block) copolymers, o-NB side chain functionalization for thin film patterning, o-NB for self-assembled monolayers, photo cleavable block copolymers, and photo cleavable bioconjugates.

Chemical Properties

white to light yellow crystal powde

Check Digit Verification of cas no

The CAS Registry Mumber 612-25-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,1 and 2 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 612-25:
(5*6)+(4*1)+(3*2)+(2*2)+(1*5)=49
49 % 10 = 9
So 612-25-9 is a valid CAS Registry Number.
InChI:InChI=1/C7H7NO3/c9-5-6-3-1-2-4-7(6)8(10)11/h1-4,9H,5H2

612-25-9 Well-known Company Product Price

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  • Alfa Aesar

  • (A15496)  2-Nitrobenzyl alcohol, 97%   

  • 612-25-9

  • 25g

  • 446.0CNY

  • Detail
  • Alfa Aesar

  • (A15496)  2-Nitrobenzyl alcohol, 97%   

  • 612-25-9

  • 100g

  • 1313.0CNY

  • Detail
  • Alfa Aesar

  • (A15496)  2-Nitrobenzyl alcohol, 97%   

  • 612-25-9

  • 500g

  • 6024.0CNY

  • Detail

612-25-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Nitrobenzyl alcohol

1.2 Other means of identification

Product number -
Other names Benzenemethanol, 2-nitro-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:612-25-9 SDS

612-25-9Synthetic route

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
With magnesium(II) perchlorate; polymer-bound NADH (2a) In acetonitrile; benzene at 80℃; for 120h; Further byproducts given;100%
With boron trifluoride diethyl etherate In tetrahydrofuran at 0℃;100%
With zirconium dioxide hydrate; isopropyl alcohol at 60℃; for 0.1h; Meerwein-Ponndorf-Verley Reduction;100%
methyl 2-nitrobenzoate
606-27-9

methyl 2-nitrobenzoate

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
With sodium tetrahydroborate In 1,4-dioxane; water for 2h; Ambient temperature;100%
With sodium tetrahydroborate; zinc phthalocyanine In PEG-400 at 100℃; for 10h;97%
With zinc(II) tetrahydroborate; cyclohexene In tetrahydrofuran for 3h; Heating;80%
C28H24BN4O12(1-)*Na(1+)

C28H24BN4O12(1-)*Na(1+)

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
With water100%
o-Nitrobenzyloxytrimethylsilane
62673-13-6

o-Nitrobenzyloxytrimethylsilane

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
With Oxone In methanol for 0.25h; Heating;98%
With methanol; 1,3-disulfonic acid imidazolium hydrogen sulfate at 20℃; for 0.0833333h; Green chemistry;98%
With tris[trinitratocerium(IV)] paraperiodate at 20℃; for 0.0166667h;95%
ortho-nitrobenzoic acid
552-16-9

ortho-nitrobenzoic acid

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
Stage #1: ortho-nitrobenzoic acid With 4-methyl-morpholine; 1,3,5-trichloro-2,4,6-triazine In 1,2-dimethoxyethane at 20℃; for 3h; Esterification;
Stage #2: With sodium tetrahydroborate In water at 0℃; Reduction;
97%
Stage #1: ortho-nitrobenzoic acid With sodium aminodiboranate In tetrahydrofuran at 20℃;
Stage #2: With water
92%
With pyridine; methanol; sodium tetrahydroborate; trifluoro-[1,3,5]triazine 1.) CH2Cl2, -20 to -010 deg C, 1 h, 2.) room temperature, 10-15 min; Yield given. Multistep reaction;
With lithium aluminium tetrahydride In diethyl ether at 0℃; for 2h;85 % Turnov.
Multi-step reaction with 2 steps
1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 20 °C
2: sodium tetrahydroborate / tetrahydrofuran; N,N-dimethyl-formamide / 0 - 20 °C
View Scheme
o-(NO2)C6H4CH2OTHP
18483-88-0

o-(NO2)C6H4CH2OTHP

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate In methanol for 0.0833333h; Heating;97%
With tetra-N-butylammonium tribromide In methanol at 20℃; for 0.5h;95%
With Oxone In methanol for 1h; Heating;94%
With silica triflate In methanol for 0.166667h; Heating;90%
With dihydrogen peroxide; vanadia In water; acetonitrile for 0.25h; Heating;97 % Chromat.
C13H4NO4F5

C13H4NO4F5

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
With sodium tetrahydroborate In tetrahydrofuran at 20℃; for 2.5h;95%
2-nitro-1-[(ethoxymethoxy)methyl]benzene
1058649-36-7

2-nitro-1-[(ethoxymethoxy)methyl]benzene

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
phosphotungstic acid In ethanol for 2h; Heating;89%
C9H11NO4
1058649-34-5

C9H11NO4

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
With niobium pentachloride In acetonitrile at 0 - 20℃; for 1h;88%
phosphotungstic acid In ethanol for 2h; Heating;86%
2-nitrobenzyl chloride
610-14-0

2-nitrobenzyl chloride

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
With (1,4-diazabicyclo{2.2.2}-octane)zinc(II) tetrahydoborate In tetrahydrofuran for 0.08h; Ambient temperature;87%
With sodium tetrahydroborate In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 20℃;
2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
With oxygen; eosin y In dimethyl sulfoxide at 25℃; for 12h; Irradiation;85%
Multi-step reaction with 2 steps
1: 96 percent / CHCl3 / 24 h / 50 °C
2: 77 percent / H2O / 24 h / Heating; 0.01 mol sulfonium salt - 150 ml water
View Scheme
Stage #1: 2-nitrophenylmethyl bromide With dihydrogen peroxide In chlorobenzene for 2.5h; Reflux;
Stage #2: With potassium carbonate In chlorobenzene for 16h; Reflux;
With di(pyridin-2-yl)amine; sodium hydroxide In N,N-dimethyl-formamide
With tetrabutylammomium bromide; sodium carbonate at 75℃; for 7h;18 g
2-nitrobenzyl chloride
612-23-7

2-nitrobenzyl chloride

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
With sodium hydroxide; 2,2-dimethyl-5-hydroxymethyl-5-nitro-1,3-dioxane In methanol for 24h; Irradiation;82%
With water; potassium carbonate
With water; calcium carbonate
2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

A

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

B

2,2'-(oxybis(methylene))bis(nitrobenzene)
42467-41-4

2,2'-(oxybis(methylene))bis(nitrobenzene)

Conditions
ConditionsYield
With triethylsilane; trifluorormethanesulfonic acid In nitromethane at 20℃; for 0.0333333h;A 22%
B 78%
o-nitrobenzyldimethylsulfonium bromide
99366-72-0

o-nitrobenzyldimethylsulfonium bromide

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
With water for 24h; Heating; 0.01 mol sulfonium salt - 150 ml water;77%
1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

A

ortho-nitrobenzoic acid
552-16-9

ortho-nitrobenzoic acid

B

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

C

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

Conditions
ConditionsYield
With ozone; cobalt(II) acetate In acetic acid at 100℃; Kinetics; Product distribution; Further Variations:; Catalysts; Temperatures;A 75.4%
B n/a
C n/a
With Coprinus sp. peroxidase; tartaric acid buffer; dihydrogen peroxide In water; acetone at 20℃; pH=5;
Stage #1: 1-methyl-2-nitrobenzene With oxygen; cobalt(II) acetate; 2-hydroxy-4,5,6,7-tetraphenylisoindoline-1,3-dione at 110℃; under 2250.23 Torr;
Stage #2: With water; oxygen at 61℃; under 1500.15 Torr;
tert-Butyl-dimethyl-(2-nitro-benzyloxy)-silane
73961-59-8

tert-Butyl-dimethyl-(2-nitro-benzyloxy)-silane

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
With N-Bromosuccinimide In water; dimethyl sulfoxide for 17h; Ambient temperature;74%
C28H25N3O6S

C28H25N3O6S

A

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

B

C21H22N2O3S

C21H22N2O3S

Conditions
ConditionsYield
With sodium tetrahydroborate In methanolA n/a
B 62%
3,3-dimethyl-2-butanone lithium enolate
134361-00-5

3,3-dimethyl-2-butanone lithium enolate

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

A

ortho-nitrobenzoic acid
552-16-9

ortho-nitrobenzoic acid

B

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

C

1-hydroxy-4,4-dimethyl-1-(2-nitrophenyl)pentan-3-one

1-hydroxy-4,4-dimethyl-1-(2-nitrophenyl)pentan-3-one

D

(E)-4,4-dimethyl-1-(2-nitrophenyl)pent-1-en-3-one
103457-25-6

(E)-4,4-dimethyl-1-(2-nitrophenyl)pent-1-en-3-one

Conditions
ConditionsYield
In neat (no solvent, solid phase) at 20℃; for 0.5h;A n/a
B n/a
C 51%
D 9%
2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

A

1,2-bis(2-nitrophenyl)ethane-1,2-diol
62635-27-2

1,2-bis(2-nitrophenyl)ethane-1,2-diol

B

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
With trimethylphosphine-d9 In tetrahydrofuran at 20℃; for 12h; Inert atmosphere;A 39%
B 17%
tert-Butyl-dimethyl-(2-nitro-benzyloxy)-silane
73961-59-8

tert-Butyl-dimethyl-(2-nitro-benzyloxy)-silane

A

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

B

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

Conditions
ConditionsYield
With tetra-N-butylammonium tribromide In acetonitrile at 20℃; for 20h; Irradiation;A 12%
B 23%
1-methyl-2-nitrobenzene
88-72-2

1-methyl-2-nitrobenzene

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
durch elektrolytische Oxydation;
Multi-step reaction with 2 steps
1.1: 2,2'-azobis(2,4-dimethylvaleronitrile); bromine / chlorobenzene / 0.5 h / 45 °C
2.1: dihydrogen peroxide / chlorobenzene / 2.5 h / Reflux
2.2: 16 h / Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: 2,2'-azobis(isobutyronitrile) / 1,2-dichloro-ethane; water / 0.25 h / 65 °C
1.2: 3.5 h
1.3: 3 h
2.1: sodium carbonate; tetrabutylammomium bromide / 7 h / 75 °C
View Scheme
Stage #1: 1-methyl-2-nitrobenzene With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 20 - 80℃; for 3h;
Stage #2: With potassium carbonate In methanol; water at 80℃;
aluminum isopropoxide
555-31-7

aluminum isopropoxide

isopropyl alcohol
67-63-0

isopropyl alcohol

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

methanol
67-56-1

methanol

tetrachloromethane
56-23-5

tetrachloromethane

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

A

ortho-nitrobenzoic acid
552-16-9

ortho-nitrobenzoic acid

B

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
Disproportionierung;
formaldehyd
50-00-0

formaldehyd

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
With sodium hydroxide at 50 - 60℃;
ethanol
64-17-5

ethanol

aluminum ethoxide
555-75-9

aluminum ethoxide

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
at 30℃;
aluminum ethoxide
555-75-9

aluminum ethoxide

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
With ethanol at 30℃;
With benzene bei Siedetemperatur;
aluminum isopropoxide
555-31-7

aluminum isopropoxide

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
With isopropyl alcohol
aluminum tri-sec-butoxide
2269-22-9

aluminum tri-sec-butoxide

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
With iso-butanol
aluminum tri-sec-butoxide
2269-22-9

aluminum tri-sec-butoxide

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

aluminum ethoxide
555-75-9

aluminum ethoxide

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

benzene
71-43-2

benzene

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

Conditions
ConditionsYield
bei Siedetemperatur;
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

2-Aminobenzyl alcohol
5344-90-1

2-Aminobenzyl alcohol

Conditions
ConditionsYield
With hydrogen; palladium In methanol at 25℃; under 2327.2 Torr; for 4.5h;100%
With hydrogen; triethylamine In ethanol; water at 110℃; under 30003 Torr; for 24h; Autoclave;99%
With sodium tetrahydroborate In water at 20℃; for 0.416667h; Green chemistry;99%
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

2-nitro-benzaldehyde
552-89-6

2-nitro-benzaldehyde

Conditions
ConditionsYield
With oxygen; perruthenate modified mesoporous silicate MCM-41 In toluene at 80℃; for 3h; Oxidation;100%
With butyltriphenylphosphonium chlorochromate In acetonitrile for 2.5h; Heating;100%
With 1H-imidazole; [bis(acetoxy)iodo]benzene In dichloromethane at 20℃; for 2h;100%
phosgene
75-44-5

phosgene

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

o-nitrobenzyl chloroformate
42854-99-9

o-nitrobenzyl chloroformate

Conditions
ConditionsYield
In tetrahydrofuran; toluene at 20℃; for 18h;100%
In tetrahydrofuran; toluene for 21h; Esterification;99%
In 1,4-dioxane for 24h; Ambient temperature;
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

polymer, ring-opening metathesis polymerization, degree of polymerization 60; monomer(s): 2-chlorosulfonyl-5-norbornene; ethyl vinyl ether

polymer, ring-opening metathesis polymerization, degree of polymerization 60; monomer(s): 2-chlorosulfonyl-5-norbornene; ethyl vinyl ether

polymer, degree of polymerization 60; monomer(s): 2-chlorosulfonyl-5-norbornene; ethyl vinyl ether; 2-nitrobenzyl alcohol

polymer, degree of polymerization 60; monomer(s): 2-chlorosulfonyl-5-norbornene; ethyl vinyl ether; 2-nitrobenzyl alcohol

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃;100%
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide
572-09-8

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

2-nitrobenzyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside
34546-55-9

2-nitrobenzyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside

Conditions
ConditionsYield
With iodine; silver carbonate In dichloromethane at 20℃; for 16h; Molecular sieve; Inert atmosphere;100%
With iodine; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile for 4h; Molecular sieve; Inert atmosphere;91%
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

tert-Butyl-dimethyl-(2-nitro-benzyloxy)-silane
73961-59-8

tert-Butyl-dimethyl-(2-nitro-benzyloxy)-silane

Conditions
ConditionsYield
With ferric hydrogen sulphate; triethylamine In acetonitrile at 20℃; for 30h; Inert atmosphere; chemoselective reaction;100%
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

(2-(hydroxyamino)phenyl)methanol
41882-63-7

(2-(hydroxyamino)phenyl)methanol

Conditions
ConditionsYield
With hydrazine hydrate at 60℃; for 1.16667h; Green chemistry; chemoselective reaction;99%
With ethanol; ammonium chloride; zinc
With ammonium chloride; water; zinc weiteres Reagens: Alkohol;
(electrochemical reduction);
With ammonium chloride; zinc In 2-methoxy-ethanol; water at 20℃; for 0.25h;
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

(2-nitrophenyl)methyl methanesulfonate
163915-96-6

(2-nitrophenyl)methyl methanesulfonate

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 2h;99%
With triethylamine In 1,4-dioxane at 15 - 25℃; for 1.5h;
With triethylamine In tetrahydrofuran at 20℃;
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

aniline
62-53-3

aniline

isopropyl alcohol
67-63-0

isopropyl alcohol

3-isopropoxy-2-phenyl-2H-indazole

3-isopropoxy-2-phenyl-2H-indazole

Conditions
ConditionsYield
With sulfuric acid at 25℃; for 4h; Catalytic behavior; Time; Solvent; UV-irradiation;99%
Cyclopentanol
96-41-3

Cyclopentanol

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

aniline
62-53-3

aniline

3-(cyclopentyloxy)-2-phenyl-2H-indazole

3-(cyclopentyloxy)-2-phenyl-2H-indazole

Conditions
ConditionsYield
With sulfuric acid at 25℃; for 4h; UV-irradiation;99%
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

dimethyl sulfate
77-78-1

dimethyl sulfate

1-(methoxymethyl)-2-nitrobenzene
38177-30-9

1-(methoxymethyl)-2-nitrobenzene

Conditions
ConditionsYield
With potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water98%
Stage #1: 2-Nitrobenzyl alcohol With sodium carbonate In ethyl acetate; acetonitrile at 20℃; for 0.166667h;
Stage #2: dimethyl sulfate In ethyl acetate; acetonitrile at 20 - 60℃; Solvent; Temperature;
97.8%
phase transfer catalysis;
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

tert-butylchlorodiphenylsilane
58479-61-1

tert-butylchlorodiphenylsilane

tert-butyl-(2-nitrobenzyloxy)diphenylsilane

tert-butyl-(2-nitrobenzyloxy)diphenylsilane

Conditions
ConditionsYield
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 2h;98%
1,2-Epoxyhexane
1436-34-6

1,2-Epoxyhexane

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

(S)-1-(2-nitrobenzyloxy)-2-hexanol

(S)-1-(2-nitrobenzyloxy)-2-hexanol

Conditions
ConditionsYield
With chiral oligo-(salen)Co(OTs) complexes; lutidinium p-toluene sulfonate In acetonitrile at 4℃; for 24h;98%
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

acetic anhydride
108-24-7

acetic anhydride

acetic acid 2-nitro-benzyl ester
77376-01-3

acetic acid 2-nitro-benzyl ester

Conditions
ConditionsYield
K5 In acetonitrile at 20℃; for 0.333333h;98%
With bismuth(lll) trifluoromethanesulfonate In acetonitrile at 20℃; for 0.0833333h;97%
(NH4)8[CeW10O36]*20H2O for 1.5h; Heating;97%
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

benzoic acid anhydride
93-97-0

benzoic acid anhydride

2-nitrobenzyl benzoate
110786-18-0

2-nitrobenzyl benzoate

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate In acetonitrile for 0.5h; Heating;98%
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

acetic acid
64-19-7

acetic acid

acetic acid 2-nitro-benzyl ester
77376-01-3

acetic acid 2-nitro-benzyl ester

Conditions
ConditionsYield
With K5 for 1.5h; Heating;98%
With bismuth(lll) trifluoromethanesulfonate at 20℃; for 1h;98%
With yttrium iron garnet In neat (no solvent) at 80℃; for 0.333333h; Green chemistry;87%
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

2-nitrobenzyl iodide
29872-21-7

2-nitrobenzyl iodide

Conditions
ConditionsYield
With 4-aminophenyl diphenylphosphinite; iodine In dichloromethane at 20℃; for 2h;98%
With aluminum(III) hydrogen sulfate; potassium iodide In hexane for 2h; Heating;90%
With toluene-4-sulfonic acid; potassium iodide for 0.0222222h; microwave irradiation;82%
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

2-nitrobenzyl p-toluenesulfonate
20444-09-1

2-nitrobenzyl p-toluenesulfonate

Conditions
ConditionsYield
With aluminum dodecatungstophosphate at 20℃; for 0.25h;98%
With sodium carbonate In water at 20℃; for 3h;89%
With triethylamine In dichloromethane for 2h;79%
51%
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

3-amino-5-methylpyrazole
31230-17-8

3-amino-5-methylpyrazole

malononitrile
109-77-3

malononitrile

6-amino-3-methyl-4-(2-nitrophenyl)-1H-pyrazolo[3,4-b]pyridine-5-carbonitrile
1313199-48-2

6-amino-3-methyl-4-(2-nitrophenyl)-1H-pyrazolo[3,4-b]pyridine-5-carbonitrile

Conditions
ConditionsYield
With aluminum(III) hydrogen sulfate at 20℃; for 0.05h; Green chemistry;98%
1H-indene-1,3(2H)-dione
606-23-5

1H-indene-1,3(2H)-dione

2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

3-amino-5-methylpyrazole
31230-17-8

3-amino-5-methylpyrazole

3-methyl-4-(2-nitrophenyl)indeno[1,2-b]pyrazolo-[4,3-e]pyridin-5(1H)-one

3-methyl-4-(2-nitrophenyl)indeno[1,2-b]pyrazolo-[4,3-e]pyridin-5(1H)-one

Conditions
ConditionsYield
With aluminum(III) hydrogen sulfate at 20℃; for 0.0666667h; Green chemistry;98%
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

1-bromo-4-methoxy-10-methyl-6H-benzo[c]chromen-6-one

1-bromo-4-methoxy-10-methyl-6H-benzo[c]chromen-6-one

2-nitrobenzyl (R)-6'-bromo-2'-hydroxy-3'-methoxy-6-methyl-[1,1'-biphenyl]-2-carboxylate

2-nitrobenzyl (R)-6'-bromo-2'-hydroxy-3'-methoxy-6-methyl-[1,1'-biphenyl]-2-carboxylate

Conditions
ConditionsYield
With C29H28F6N4OS at 20℃; for 2h; enantioselective reaction;98%
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

nitrobenzene
98-95-3

nitrobenzene

Conditions
ConditionsYield
With 1,10-Phenanthroline; oxygen; copper diacetate; silver nitrate; sodium hydroxide In dimethyl sulfoxide at 140℃; under 3750.38 Torr; for 12h; Autoclave; Green chemistry;98%
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

2-nitrophenylmethyl bromide
3958-60-9

2-nitrophenylmethyl bromide

Conditions
ConditionsYield
With 4-aminophenyl diphenylphosphinite; bromine In dichloromethane at 20℃; for 0.416667h;97%
With carbon tetrabromide; triphenylphosphine In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;94%
With phosphorus tribromide In dichloromethane at 0 - 20℃; for 1h; Inert atmosphere;76%
2-Nitrobenzyl alcohol
612-25-9

2-Nitrobenzyl alcohol

1,2-diamino-benzene
95-54-5

1,2-diamino-benzene

2-(2-nitrophenyl)-1H-benzimidazole
2208-58-4

2-(2-nitrophenyl)-1H-benzimidazole

Conditions
ConditionsYield
With air; Fe3O4 fabricated ZnO doped WO3 nanoparticle In ethanol at 20℃; for 2.5h; Irradiation; Green chemistry;97%
With coomassie brilliant blue (CBB) coated on n-propylamine functionalized W-ZnO nanoparticles In ethanol at 25℃; for 2h; UV-irradiation; Green chemistry;97%
With Ni0.5Co0.5Fe2O4 supported on arginine-grafted graphene oxide nanocomposite; air In acetonitrile at 80℃;90%
Stage #1: 2-Nitrobenzyl alcohol With iodine; potassium carbonate In tert-butyl alcohol at 50℃; for 2h;
Stage #2: 1,2-diamino-benzene In tert-butyl alcohol at 70℃; for 3h; Further stages.;
86%
With copper(II)-manganese(II) bimetallic complex immobilized on magnetite nanoparticles; air In neat (no solvent) at 70℃; for 4h; Green chemistry;80%

612-25-9Relevant articles and documents

Switching the recognition ability of a photoswitchable receptor towards phosphorylated anions

Bandyopadhyay, Subhajit,Hatai, Joydev,Hossain, Munshi Sahid,Rahaman, Sk. Atiur,Saha, Monochura

, p. 4172 - 4175 (2020)

An azobenzene based photoswitchable macrocyclic receptor displays different binding affinities in its E and Z forms towards various phosphorylated coenzymes under physiological conditions with remarkable selectivity for ATP in the E-form and selectivity towards GTP in the photoisomerized Z-form. Linear discriminant analysis clearly separated the analytes using the E-form. An application of this method enabled monitoring the progress of enzymatic phosphorylation using a tyrosine kinase enzyme.

Reduction of carbonyl compounds to alcohols using Ferric Chloride - Zinc-Dimethylformamide-water system

Sadavarte,Swami,Desai

, p. 1139 - 1142 (1998)

Carbonyl Compounds have been reduced into the corresponding alcohols in moderate to good yields at room temperature using Ferric Chloride-Zinc- Dimethyl-Formamide-Water System.

A Water/Toluene Biphasic Medium Improves Yields and Deuterium Incorporation into Alcohols in the Transfer Hydrogenation of Aldehydes

Ruiz-Casta?eda, Margarita,Santos, Lucía,Manzano, Blanca R.,Espino, Gustavo,Jalón, Félix A.

supporting information, p. 1358 - 1372 (2021/03/16)

Deuterium labeling is an interesting process that leads to compounds of use in different fields. We describe the transfer hydrogenation of aldehydes and the selective C1 deuteration of the obtained alcohols in D2O, as the only deuterium source. Different aromatic, alkylic and α,β-unsaturated aldehydes were reduced in the presence of [RuCl(p-cymene)(dmbpy)]BF4, (dmbpy=4,4′-dimethyl-2,2′-bipyridine) as the pre-catalyst and HCO2Na/HCO2H as the hydrogen source. Moreover, furfural and glucose, were selectively reduced to the valuable alcohols, furfuryl alcohol and sorbitol. The processes were carried out in neat water or in a biphasic water/toluene system. The biphasic system allowed easy recycling, higher yields, and higher selective D incorporation (using D2O/toluene). The deuteration took place due to an efficient effective M–H/D+ exchange from D2O that allows the inversion of polarity of D+ (umpolung). DFT calculations that explain the catalytic behavior in water are also included.

Chemoselective reduction of nitroarenes, N-acetylation of arylamines, and one-pot reductive acetylation of nitroarenes using carbon-supported palladium catalytic system in water

Zeynizadeh, Behzad,Mohammad Aminzadeh, Farkhondeh,Mousavi, Hossein

, p. 3289 - 3312 (2021/05/11)

Developing and/or modifying fundamental chemical reactions using chemical industry-favorite heterogeneous recoverable catalytic systems in the water solvent is very important. In this paper, we developed convenient, green, and efficient approaches for the chemoselective reduction of nitroarenes, N-acetylation of arylamines, and one-pot reductive acetylation of nitroarenes in the presence of the recoverable heterogeneous carbon-supported palladium (Pd/C) catalytic system in water. The utilize of the simple, effective, and recoverable catalyst and also using of water as an entirely green solvent along with relatively short reaction times and good-to-excellent yields of the desired products are some of the noticeable features of the presented synthetic protocols. Graphic abstract: [Figure not available: see fulltext.].

Metal–Organic Framework-Encapsulated CoCu Nanoparticles for the Selective Transfer Hydrogenation of Nitrobenzaldehydes: Engineering Active Armor by the Half-Way Injection Method

Li, Yang,Li, Yu-Nong,Zheng, Jian-wei,Dong, Xiao-yun,Guo, Rong-xiu,Wang, Yi-ming,Hu, Ze-nan,Ai, Yongjian,Liang, Qionglin,Sun, Hong-bin

supporting information, p. 1080 - 1087 (2020/12/18)

A novel armor-type composite of metal–organic framework (MOF)-encapsulated CoCu nanoparticles with a Fe3O4 core (Fe3O4@SiO2-NH2-CoCu@UiO-66) has been designed and synthesized by the half-way injection method, which successfully serves as an efficient and recyclable catalyst for the selective transfer hydrogenation. In this half-way injection approach, the pre-synthetic Fe3O4@SiO2-NH2-CoCu was injected into the UiO-66 precursor solution halfway through the MOF budding period. The formed MOF armor could play a role of providing significant additional catalytic sites besides CoCu nanoparticles, protecting CoCu nanoparticles, and improving the catalyst stability, thus facilitating the selective transfer hydrogenation of nitrobenzaldehydes into corresponding nitrobenzyl alcohols in high selectivity (99 %) and conversion (99 %) rather than nitro group reduction products. Notably, this method achieves the precise assembly of a MOF-encapsulated composite, and the ingenious combination of MOF and nanoparticles exhibits excellent catalytic performance in the selective hydrogen transfer reaction, implementing a “1+1>2” strategy in catalysis.

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