4-Chloro-3-nitrobenzyl alcohol

Base Information

• Chemical Name: 4-Chloro-3-nitrobenzyl alcohol
• CAS No.: 55912-20-4
• Molecular Formula: C7H6ClNO3
• Molecular Weight: 187.583
• Hs Code.: 29062990
• European Community (EC) Number: 259-901-4
• UNII: LXP7XTR3CA
• DSSTox Substance ID: DTXSID90204515
• Nikkaji Number: J339E
• Wikidata: Q72455806
• Mol file: 55912-20-4.mol

Synonyms:4-Chloro-3-nitrobenzyl alcohol;55912-20-4;(4-Chloro-3-nitrophenyl)methanol;4-Chloro-3-nitrobenzenemethanol;LXP7XTR3CA;3-nitro-4-chlorobenzyl alcohol;Benzenemethanol, 4-chloro-3-nitro-;EINECS 259-901-4;MFCD00007086;UNII-LXP7XTR3CA;SCHEMBL213965;DAlc2-H_000045;QLLRQJDSYJIXTN-UHFFFAOYSA-;DTXSID90204515;(4-chloro-3-nitro-phenyl)-methanol;(4-Chloro-3-nitrophenyl)methanol #;Benzyl alcohol, 4-chloro-:3-nitro-;AKOS009157597;4-Chloro-3-nitrobenzyl alcohol, 98%;AS-30431;1-chloro-4-(hydroxymethyl)-2-nitrobenzene;C1712;CS-0188367;FT-0618091;EN300-79033;A830855;Z394693250

Chemical Property of 4-Chloro-3-nitrobenzyl alcohol

Chemical Property:

• Appearance/Colour: Light yellow to light brown powder or needles
• Melting Point: 62-64 °C(lit.)
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 347.6 °C at 760 mmHg
• PKA: 13.43±0.10(Predicted)
• Flash Point: 164 °C
• PSA: 66.05000
• Density: 1.476 g/cm³
• LogP: 2.26370
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 187.0036207
• Heavy Atom Count: 12
• Complexity: 171

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Chloro-3-nitrobenzyl Alcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-51-43
• Safety Statements: 24/25-36-26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CO)[N+](=O)[O-])Cl
• Uses: (4-Chloro-3-nitrophenyl)methanol is used as a reactant in the preparation of benzimidazole sulfonamides as oral S1P1 receptor antagonists.

Technology Process of 4-Chloro-3-nitrobenzyl alcohol

There total 5 articles about 4-Chloro-3-nitrobenzyl alcohol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

4-chloro-3-nitro-benzaldehyde (16588-34-4) → 4-chloro-3-nitrobenzyl alcohol (55912-20-4)

Guidance literature:

With sodium tetrahydroborate; ethanol; at 20 ℃; for 2h;

Reference yield: 96.0%

4-chloro-3-nitrobenzoate (96-99-1) → 4-chloro-3-nitrobenzyl alcohol (55912-20-4)

Guidance literature:

With borane-THF; boron trifluoride diethyl etherate; In tetrahydrofuran; at 20 ℃; for 18h;

DOI:10.1080/00304940209355791

Reference yield: 90.0%

2-((4-chloro-3-nitrobenzyl)oxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane → 4-chloro-3-nitrobenzyl alcohol (55912-20-4)

Guidance literature:

With water; silica gel; In methanol; at 60 ℃; Inert atmosphere;

DOI:10.1021/acs.joc.8b03108

upstream raw materials:

ethyl 4-chloro-3-nitrobenzoate

4-chloro-3-nitro-benzaldehyde

4-chloro-3-nitrobenzoate

Downstream raw materials:

β-(4-Chlor-3-nitro-phenyl)-α-chlor-propionsaeure

(4-amino-3-nitrophenyl)methanol

2-[[2-chloro-5-(1-hydroxy-1-methyl-ethyl)-phenyl]-(3,4-dimethoxy-benzenesulfonyl)-amino]-N,N-diethyl-acetamide

N-[2-chloro-5-(1-hydroxy-1-methyl-ethyl)-phenyl]-3,4-dimethoxy-benzenesulfonamide

Refernces

• 1、 Bhunia, Mrinal,Sahoo, Sumeet Ranjan,Shaw, Bikash Kumar,Vaidya, Shefali,Pariyar, Anand,Vijaykumar, Gonela,Adhikari, Debashis,Mandal, Swadhin K.. "Storing redox equivalent in the phenalenyl backbone towards catalytic multi-electron reduction". . p. 7433 - 7441. Retrieved 2019/08/15.
• 2、 Zou, Yike,Melvin, Jason E.,Gonzales, Stephen S.,Spafford, Matthew J.,Smith, Amos B.. "Total Synthesis of (-)-Nodulisporic Acid D". supporting information. p. 7095 - 7098. Retrieved 2015/06/25.