Benzyl glycidyl ether

HCID 94247

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Basic information

CAS: 2930-05-4
Standard SMILES: c1ccc(COCC2CO2)cc1
InChIKey: QNYBOILAKBSWFG-UHFFFAOYSA-N
Molecular formula: C10H12O2
Average molar mass: 164.2 g/mol
Monoisotopic mass: 164.08372962

Names & identifiers

Preferred name: Benzyl glycidyl ether
IUPAC: 2-(phenylmethoxymethyl)oxirane
English name: Benzyl glycidyl ether
Molecular formula: C10H12O2
Molecular weight: 164.2

Names & synonyms

Benzyl glycidyl etherRefChem:5667542930-05-42-((Benzyloxy)methyl)oxirane2-[(benzyloxy)methyl]oxirane89616-40-02-(Benzyloxymethyl)oxirane(Benzyloxymethyl)oxiraneOxirane, 2-[(phenylmethoxy)methyl]-Oxirane, [(phenylmethoxy)methyl]-2-(phenylmethoxymethyl)oxiranePropane, 1-(benzyloxy)-2,3-epoxy-

Show more names

JX 011VITAS-BB TBB000194(Benzyloxy)methyl]benzolBenzyl glycidyl ether 99%Benzyl-2,3-epoxypropylether1-(benzyloxy)-2,3-epoxy-propan

(S)-(+)-Benzyl glycidyl ether1-(Benzyloxy)-2,3-epoxypropaneMFCD00068664Oxirane, ((phenylmethoxy)methyl)-[(Phenylmethoxy)methyl]oxirane (Benzyl Glycidyl Ether)benzyloxymethyloxiraneglycidyl benzyl ether1-Benzyloxy-2,3-epoxypropane

Database identifiers

CAS: 2930-05-4
PubChem CID: 94247
DTXSID: DTXSID001019317
EC Number: 920-007-0
Nikkaji: J64.257F

Properties

Computed structural properties

XLogP: 1.3
Topological polar surface area: 21.8 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 4
Heavy atoms: 12
Formal charge: 0
Complexity: 130

Physicochemical properties

Melting point: 89.5 · 89.5-90.1 °C
Boiling point: 70 · 70-73 °C/11 mmHg (lit.)
Density: 1.077 g/mL · 1.077 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.5170(lit.)
Flash point: 230 °F · >230 °F
storage temp.: 2 · 2-8°C
form: clear liquid
color: Colorless to Light yellow
optical activity: -0.045 ° · -0.0450°(C=1g/100ml CHCL3)
InChIKey: QNYBOILAKBSWFG-UHFFFAOYSA-N
CAS DataBase Reference: 2930 · 2930-05-4(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 302 · P302+P352-P305+P351+P338
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-37/39
WGK Germany: 3 · 3
RTECS: 2860000 · TX2860000
HS Code: 29329990 · 29329990
REACH Registrations: Active

Safety & regulation

Safety data

wgk: 3
rtecs: TX2860000
hs_code: 29329990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-37/39
Hazard statements: H315-H319-H335
REACH Registrations: Active
Precautionary statements: P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

Uses[(Phenylmethoxy)methyl]oxirane, is a Glycidol (G615700) derivative. It is also shown that analougues of Phenyl Glycidyl Ether has in Vivo skin sensitizing potency, and is able to induce Nrf2-Dependent Luciferase Activity in the KeratinoSens.

General DescriptionBenzyl glycidyl ether is a glycidyl derivative. Rac-/(R)-benzyl glycidyl ether participates in the synthesis of atactic and isotactic linear poly(benzyl 1,2-glycerol carbonate)s. Biocatalytic resolution of racemic benzyl glycidyl ether by Talaromyces flavus has been described. Resolution of benzyl glycidyl ether to (S)-benzyl glycidyl ether with 30% ee and (R)-3-benzyloxypropane-1,2-diol with 40% ee by whole Bacillus alcalophilus cells has been reported. It reacts with K-, K+(15-crown-5)2 to afford potassium glycidoxide and bibenzyl.