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474789

Sigma-Aldrich

(S)-(−)-Glycidol

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

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C3H6O2
Número de CAS:
60456-23-7
Peso molecular:
74.08
Beilstein/REAXYS Number:
79783
MDL number:
MFCD00074874
UNSPSC Code:
12352005
PubChem Substance ID:
24871051
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

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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
GHS06,GHS08

signalword

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

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

wgk_germany

WGK 3

flash_point_f

161.6 °F

flash_point_c

72 °C

ppe

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

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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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