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Benzyl methyl ether

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Name

Benzyl methyl ether

EINECS 208-705-7
CAS No. 538-86-3 Density 0.949 g/cm3
PSA 9.23000 LogP 1.83300
Solubility practically insoluble in water Melting Point -52.6 °C
Formula C8H10O Boiling Point 174 °C at 760 mmHg
Molecular Weight 122.167 Flash Point 36.4 °C
Transport Information UN 3271 3/PG 3 Appearance Clear colourless to slightly yellowish liquid
Safety 16 Risk Codes 10
Molecular Structure Molecular Structure of 538-86-3 (Benzyl methyl ether) Hazard Symbols R10:;
Synonyms

Ether,benzyl methyl (6CI,8CI);Methyl benzyl ether;NSC 8058;Benzyl methyl ether;1-(Methoxymethyl)benzene;(Methoxymethyl)benzene;

Article Data 249

Benzyl methyl ether Synthetic route

38222-83-2

2,6-di-tert-butyl-4-methylpyridine

278172-59-1

methyltriphenylbismuthonium tetrafluoroborate

100-51-6

benzyl alcohol

A

538-86-3

benzyl methyl ether

B

160142-36-9

2,6-di-tert-butyl-4-methylpyridinium tetrafluoroborate

C

603-33-8

triphenylbismuthane

Conditions
ConditionsYield
In chloroform-d1 Kinetics; alcohol was added to mixt. (Ph3BiMe)(BF4) and 2,6-di-tert-butyl-4-methylpyridine in CDCl3 and allowed to react at 23°C for 4-7 h; detn. by NMR;A 95%
B 100%
C 100%
1125-88-8

benzaldehyde dimethyl acetal

538-86-3

benzyl methyl ether

Conditions
ConditionsYield
With 1,1,3,3-Tetramethyldisiloxane; copper(II) bis(trifluoromethanesulfonate) In dichloromethane at 20℃;99%
With trimethylsilan; trimethylsilyl trifluoromethanesulfonate In dichloromethane 0 deg C, 30 min. then 28 deg C, 13 h.;96%
With triethylsilane; Nafion-H (perfluororesinsulfonic acid) In dichloromethane for 2h; Heating;96%
140-11-4

Benzyl acetate

74-88-4

methyl iodide

538-86-3

benzyl methyl ether

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide 1.) 0 deg C, 1 h, 2.) 25 deg C, 24 h;99%
77-78-1

dimethyl sulfate

100-51-6

benzyl alcohol

538-86-3

benzyl methyl ether

Conditions
ConditionsYield
Stage #1: benzyl alcohol With potassium carbonate In acetone for 0.25h;
Stage #2: dimethyl sulfate In acetone for 15h; Reflux;
97%
With sodium hydroxide; zirconium (benzyldiethylammoniomethylphosphonate chloride) phosphate In ethanol; water; Petroleum ether at 42℃; for 8h;80.1%
With sodium hydroxide at 40℃;
67-56-1

methanol

201230-82-2

carbon monoxide

100-44-7

benzyl chloride

A

538-86-3

benzyl methyl ether

B

114-70-5

sodium phenylacetate

Conditions
ConditionsYield
With sodium hydroxide; dicobalt octacarbonyl at 60 - 65℃; under 760.051 - 2280.15 Torr;A n/a
B 97%
67-56-1

methanol

100-52-7

benzaldehyde

538-86-3

benzyl methyl ether

Conditions
ConditionsYield
With Decaborane at 20℃; for 22h; reductive etherification;96%
With phenyltellurotrimethylsilane; zinc(II) iodide In benzene for 3h; Ambient temperature;89 % Chromat.
67-56-1

methanol

28493-54-1

benzyltributyltin

538-86-3

benzyl methyl ether

Conditions
ConditionsYield
With copper(II) bis(tetrafluoroborate) In acetonitrile for 1.5h; Irradiation;94%
28493-54-1

benzyltributyltin

538-86-3

benzyl methyl ether

Conditions
ConditionsYield
With methanol; copper(II) bis(tetrafluoroborate) In acetonitrile Irradiation (UV/VIS); 1.5 h, λ > 200 nm;94%
67-56-1

methanol

100-51-6

benzyl alcohol

A

538-86-3

benzyl methyl ether

B

103-50-4

dibenzyl ether

Conditions
ConditionsYield
With copper(ll) bromide at 175℃; for 10h; Inert atmosphere; Sealed tube;A 93%
B 7%
With phosphoric acid at 350℃; under 36775.4 Torr;
With Cp*Ir(Cl)2(nBu2Im); silver trifluoromethanesulfonate at 110℃; for 12h;A 88 %Spectr.
B 6 %Spectr.
67-56-1

methanol

100-39-0

benzyl bromide

538-86-3

benzyl methyl ether

Conditions
ConditionsYield
With iron(II) sulfate at 75℃; for 12h;92%
Stage #1: methanol With potassium hydride In tetrahydrofuran at 25℃; for 8h; Metallation;
Stage #2: benzyl bromide In tetrahydrofuran Alkylation;
85%
With silver(II) oxide at 0℃;82%

Benzyl methyl ether Specification

The Benzene,(methoxymethyl)-, with the CAS registry number 538-86-3, is also known as Benzyl methyl ether. It belongs to the product categories of Ethers; Organic Building Blocks; Oxygen Compounds. Its EINECS registry number is 208-705-7. This chemical's molecular formula is C8H10O and molecular weight is 122.16. What's more, both its IUPAC name and systematic name are the same which is called Methoxymethylbenzene. It is clear colourless to slightly yellowish liquid and it is used as solvent and intermediater.

Physical properties about Benzene,(methoxymethyl)- are: (1) ACD/LogP: 1.96; (2) # of Rule of 5 Violations: 0; (3) ACD/LogD (pH 5.5): 1.96; (4) ACD/LogD (pH 7.4): 1.96; (5) #H bond acceptors: 1; (6) #H bond donors: 0; (7) #Freely Rotating Bonds: 2; (8) Polar Surface Area: Å2; (9) Index of Refraction: 1.495; (10) Molar Refractivity: 37.54 cm3; (11) Molar Volume: 128.6 cm3; (12) Surface Tension: 31 dyne/cm; (13) Density: 0.949 g/cm3; (14)Flash Point: 36.4 °C; (15) Enthalpy of Vaporization: 39.35 kJ/mol; (16) Boiling Point: 174 °C at 760 mmHg; (17) Vapour Pressure: 1.65 mmHg at 25 °C (18) Melting Point: -52.6 °C.

Preparation of Benzene,(methoxymethyl)-: this chemical can be prepared by Bromomethyl-benzene with Methanol. This reaction needs reagent AgO at temperature of 0 °C. The yield is 82 %.

Uses of Benzene,(methoxymethyl)-: it is used to produce other chemicals. For example, it is used to produce Benzaldehyde. The reaction occurs with reagent HNO3 and solvent CH2Cl2 at temperature of 20 °C for 1 hour. The yield is 83 %.

When you are dealing with this chemical, you should be very careful. This chemical is flammable. Therefore, you should keep away from sources of ignition.

You can still convert the following datas into molecular structure:
(1) SMILES: COCc1ccccc1
(2) InChI: InChI=1/C8H10O/c1-9-7-8-5-3-2-4-6-8/h2-6H,7H2,1H3
(3) InChIKey: GQKZBCPTCWJTAS-UHFFFAOYAD

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