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363537

Sigma-Aldrich

(S)-(+)-Glycidyl benzyl ether

99%

Synonym(s):

(S)-(+)-2-(Benzyloxymethyl)oxirane

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About This Item

Empirical Formula (Hill Notation):
C10H12O2
CAS Number:
16495-13-9
Molecular Weight:
164.20
Beilstein:
5246494
MDL number:
MFCD00054428
UNSPSC Code:
12352005
PubChem Substance ID:
24862202
NACRES:
NA.22

Assay

99%

form

liquid

optical activity

[α]20/D +5.1°, c = 5 in toluene

density

1.072 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

C(OCc1ccccc1)[C@@H]2CO2

InChI

1S/C10H12O2/c1-2-4-9(5-3-1)6-11-7-10-8-12-10/h1-5,10H,6-8H2/t10-/m1/s1

InChI key

QNYBOILAKBSWFG-SNVBAGLBSA-N

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Application

(S)-(+)-Glycidyl benzyl ether can be used to prepare 1-octadecyl-3-O-benzyl-sn-glycerol, which is a key intermediate for the synthesis of triglycerides containing α-eleostearic acid.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Meddy El Alaoui et al.
Chemistry and physics of lipids, 206, 43-52 (2017-06-21)
Lipases are essentially described as sn-1 and sn-3 regio-selective. Actually few methods are available to measure this lipase regio-selectivity, moreover they require chiral chromatography analysis or specific derivations which are discontinuous and time consuming. In this study we describe a

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