Skip to Content
Merck
All Photos(1)

Documents

474789

Sigma-Aldrich

(S)-(−)-Glycidol

97%, optical purity ee: 98% (GLC)

Synonym(s):

(S)-(−)-2,3-Epoxy-1-propanol, (S)-(−)-Oxirane-2-methanol

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C3H6O2
CAS Number:
Molecular Weight:
74.08
Beilstein:
79783
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

optical activity

[α]20/D −15°, neat

optical purity

ee: 98% (GLC)

refractive index

n20/D 1.433 (lit.)

bp

66-67 °C/19 mmHg (lit.)

density

1.116 g/mL at 20 °C (lit.)

storage temp.

−20°C

SMILES string

OC[C@H]1CO1

InChI

1S/C3H6O2/c4-1-3-2-5-3/h3-4H,1-2H2/t3-/m0/s1

InChI key

CTKINSOISVBQLD-VKHMYHEASA-N

Looking for similar products? Visit Product Comparison Guide

General description

Glycidol or 2,3-epoxy-1-propanol is a highly reactive epoxy derivative, which is generally used as a monomer in the preparation of many polymers like polyesters, polycarbonates, polyurethanes, and polyamides. It is also used in the preparation of detergents, rubbers, perfumes, fabric dyes, varnishes, cosmetics, and paints.

Application

Employed in the synthesis of chiral (E)-allylic alcohol side-chains for introduction into prostacyclin and prostaglandin frameworks by cross-metathesis.

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Carc. 1B - Eye Irrit. 2 - Muta. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

161.6 °F

Flash Point(C)

72 °C

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

One-pot synthesis of glycidol from glycerol and dimethyl carbonate over KF/sepiolite catalyst
Algoufi YT, et al.
Applied Catalysis A: General, 487, 181-188 (2014)
A simplified early stage assessment of process intensification: glycidol as a value-added product from epichlorohydrin industry wastes
Cespi D, et al.
Green Chemistry, 18(16), 4559-4570 (2016)
Neil A Sheddan et al.
Organic letters, 8(14), 3101-3104 (2006-06-30)
[reaction: see text] A cross metathesis (CM) approach has been successfully applied to introduce fully functionalized omega-side chain appendages of various prostacyclin and prostaglandin analogues, resulting in high (E)-selectivities for the C13-C14 double bond and leading to the total syntheses
Nicolas M B Brancucci et al.
Cell, 171(7), 1532-1544 (2017-11-14)
Transmission represents a population bottleneck in the Plasmodium life cycle and a key intervention target of ongoing efforts to eradicate malaria. Sexual differentiation is essential for this process, as only sexual parasites, called gametocytes, are infective to the mosquito vector. Gametocyte production
Troy D Haines et al.
Journal of the American Oil Chemists' Society, 88(1), 1-14 (2011-02-26)
Analysis of MCPD esters and glycidyl esters in vegetable oils using the indirect method proposed by the DGF gave inconsistent results when salting out conditions were varied. Subsequent investigation showed that the method was destroying and reforming MCPD during the

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