Skip to Content
Merck
All Photos(1)

Documents

338125

Sigma-Aldrich

(R)-(−)-Glycidyl butyrate

96%

Synonym(s):

(R)-(−)-Oxirane-2-methanol butyrate

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C7H12O3
CAS Number:
Molecular Weight:
144.17
Beilstein:
5246881
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

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

Looking for similar products? Visit Product Comparison Guide

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

183.2 °F - closed cup

Flash Point(C)

84 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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

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)
Arnaldo Glogauer et al.
Microbial cell factories, 10, 54-54 (2011-07-19)
Metagenomics, the application of molecular genomics to consortia of non-cultivated microbes, has the potential to have a substantial impact on the search for novel industrial enzymes such as esterases (carboxyl ester hydrolases, EC 3.1.1.1) and lipases (triacylglycerol lipases, EC 3.1.1.3).

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