Skip to Content
MilliporeSigma
All Photos(1)

Documents

469785

Sigma-Aldrich

Benzyl glycidyl ether

99%

Synonym(s):

(Benzyloxymethyl)oxirane, (±)-O-Benzylglycidol, 1-(Benzyloxy)-2,3-epoxypropane, 2-[(Phenylmethoxy)methyl]oxirane, 2-[[(Benzyloxy)methyl]oxy]oxirane, 3-(Benzyloxy)-1,2-epoxypropane, Glycidyl benzyl ether, [(Phenylmethoxy)methyl]oxirane

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C10H12O2
CAS Number:
2930-05-4
Molecular Weight:
164.20
EC Number:
220-899-5
MDL number:
MFCD00068664
UNSPSC Code:
12352100
PubChem Substance ID:
24870484
NACRES:
NA.22

assay

99%

refractive index

n20/D 1.5170 (lit.)

bp

70-73 °C/11 mmHg (lit.)

density

1.077 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

C(OCc1ccccc1)C2CO2

InChI

1S/C10H12O2/c1-2-4-9(5-3-1)6-11-7-10-8-12-10/h1-5,10H,6-8H2

InChI key

QNYBOILAKBSWFG-UHFFFAOYSA-N

General description

Benzyl 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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Youlin Pan et al.
Chemistry, an Asian journal, 12(11), 1198-1203 (2017-03-21)
Cyclic azasilanes have been synthesized for the purpose of developing coupling agents appropriate for a variety of nanotechnologies including surface modification of nanoparticles, nanocrystals, mesoporous materials and substrates. N-Methyl-aza-2,2,4-trimethylsilacyclopentane is representative of this class of compounds. Preliminary data for the
Selective cleavage of the linear ether bond in benzyl glycidyl ether and triphenylmethyl glycidyl ether by potassium alkalide as two-electron-transfer reagent.
Grobelny Z, et al.
Journal of Organometallic Chemistry, 660(1), 6-13 (2002)
Chun Wei et al.
Biotechnology letters, 34(8), 1499-1503 (2012-04-25)
Talaromyces flavus containing a constitutive epoxide hydrolase (EH) resolved racemic benzyl glycidyl ether and nine derivatives into their (R)-enantiomers. After optimization of the fermentation conditions, the specific EH activity and biomass concentration were improved from 13.5 U/g DCW and 14.8
Heng Zhang et al.
Journal of the American Chemical Society, 135(18), 6806-6809 (2013-04-25)
The synthesis and characterization of atactic and isotactic linear poly(benzyl 1,2-glycerol carbonate)s are reported. The poly(benzyl 1,2-glycerol carbonate)s were obtained via the ring-opening copolymerization of rac-/(R)-benzyl glycidyl ether with CO2 using [SalcyCo(III)X] complexes with high carbonate linkage selectivity and polymer/cyclic
Feng Xue et al.
International journal of biological macromolecules, 146, 80-88 (2020-01-01)
A gene encoding a halohydrin dehalogenase from Pseudomonas pohangensis (PpHHDH) was identified, synthesized and expressed in Escherichia coli. Subsequently, we used protein engineering to enhance the enzyme's enantioselectivity. We created two enantiocomplementary HHDH mutants, N160L and Q159L, which exhibited higher
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service