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Merck
CN

338125

(R)-(−)-Glycidyl butyrate

96%

Synonym(s):

(R)-(−)-Oxirane-2-methanol butyrate

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About This Item

Empirical Formula (Hill Notation):
C7H12O3
CAS Number:
Molecular Weight:
144.17
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
5246881
Assay:
96%
Form:
liquid
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Quality Level

assay

96%

form

liquid

optical activity

[α]25/D −31°, neat

refractive index

n20/D 1.428 (lit.)

bp

197 °C (lit.)

density

1.032 g/mL at 20 °C (lit.)

SMILES string

CCCC(=O)OC[C@H]1CO1

InChI

1S/C7H12O3/c1-2-3-7(8)10-5-6-4-9-6/h6H,2-5H2,1H3/t6-/m1/s1

InChI key

YLNSNVGRSIOCEU-ZCFIWIBFSA-N

Application

(R)-(-)-glycidyl butyrate undergoes hydrolysis in the presence of lipase enzyme to form (S)-(-)-glycidol. It may also be used to synthesize 1-butyroyl 2-oleoyl-3-bromo-sn-glycerol and (R)-3-(dibenzo[b,e][1,4]dioxin-7-yl)-5-(hydroxymethyl)oxazolidin-2-one.


pictograms

Health hazardExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

183.2 °F - closed cup

flash_point_c

84 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter



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Synthesis of enantiomerically pure glycidol via a fully enantioselective lipase-catalyzed resolution.
Palomo JM, et al.
Tetrahedron Asymmetry, 16(4), 869-874 (2005)
Chiral synthesis of a triglyceride: example of 1-butyroyl 2-oleoyl 3-palmitoyl sn glycerol.
Villeneuve P, et al.
Chemistry and Physics of Lipids, 72(2), 135-141 (1994)
Synthesis of novel oxazolidinone antimicrobial agents.
Ebner DC, et al.
Bioorganic & Medicinal Chemistry, 16(5), 2651-2656 (2008)



Global Trade Item Number

SKUGTIN
338125-5G04061837640094