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Merck

469785

Sigma-Aldrich

Benzyl glycidyl ether

99%

Sinónimos:

(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

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About This Item

Fórmula empírica (notación de Hill):
C10H12O2
Número de CAS:
Peso molecular:
164.20
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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


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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
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
Qingjie Zhang et al.
Nanomaterials (Basel, Switzerland), 8(9) (2018-09-12)
A surface-sizing technique was offered to take full advantage of multi-walled carbon nanotubes (MWCNTs) and epoxy resins. Two surface-sizing treated MWCNTs were obtained through a ball-milling treatment of amino-functionalized MWCNTs (MWCNT-NH₂) with n-butyl glycidylether (BuGE) and benzyl glycidylether (BeGE). These

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