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474789

Sigma-Aldrich

(S)-(−)-Glycidol

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

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C3H6O2
CAS Number:
60456-23-7
Molecular Weight:
74.08
Beilstein:
79783
MDL number:
MFCD00074874
UNSPSC Code:
12352005
PubChem Substance ID:
24871051
NACRES:
NA.22

$44.30

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Quality Level

100

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.)

functional group

ether
hydroxyl

storage temp.

−20°C

SMILES string

OC[C@H]1CO1

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4-Bromo-3-nitroanisole 97%

338737

4-Bromo-3-nitroanisole

5-Nitro-2-furoic acid 98%

155713

5-Nitro-2-furoic acid

4-Chloro-2-(trifluoromethyl)aniline 97%

217727

4-Chloro-2-(trifluoromethyl)aniline

2-Amino-5-nitrobenzophenone ≥98%

211737

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Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

100

form

solid

form

powder

form

liquid

form

powder

bp

153-154 °C/13 mmHg (lit.)

bp

-

bp

66-67 °C/3 mmHg (lit.)

bp

-

mp

32-34 °C (lit.)

mp

185-189 °C (lit.)

mp

-

mp

166-168 °C (lit.)

functional group

bromo

functional group

carboxylic acid, nitro

functional group

chloro, fluoro

functional group

ketone, nitro, phenyl

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.[1][2]

Application

Employed in the synthesis of chiral (E)-allylic alcohol side-chains for introduction into prostacyclin and prostaglandin frameworks by cross-metathesis.[3]

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

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
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    Certificates of Analysis (COA)

    Lot/Batch Number
    MKCG2320
    MKBW8204V
    MKBQ5568V
    MKBJ1055V

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    [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
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