Skip to Content
Merck
CN

Key Documents

View All Documentation

480819

(R)-(+)-Glycidol

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

Synonym(s):

(R)-(+)-Oxirane-2-methanol

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Empirical Formula (Hill Notation):
C3H6O2
CAS Number:
57044-25-4
Molecular Weight:
74.08
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
24871720
EC Number:
404-660-4
Beilstein/REAXYS Number:
79782
MDL number:
MFCD00074873
Assay:
97%
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Quality Segment

100

assay

97%

optical activity

[α]23/D +15°, neat

optical purity

ee: 98% (GLC)

impurities

<3% dichloromethane

refractive index

n20/D 1.43 (lit.)

bp

56-57 °C/11 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-/m1/s1

InChI key

CTKINSOISVBQLD-GSVOUGTGSA-N

General description

Enantioselective esterification of (R)-(+)-glycidol with n-butyric acid in organic media using hybrid gel-entrapped lipase on Celite has been reported.

Application

(R)-(+)-Glycidol may be used in the following synthesis:
  • heteroarylpropane-2,3-diols, useful for combinatorial oligomer synthesis
  • enantiomerically pure (2S,3S)- and (2S,3R)-threoninol and -hydroxyphenylalaninol
  • 2-amino-1,4-anhydro-pentitol and 3-amino-1,5-anhydro-4-deoxy-hexitol with the arabino configuration
  • (S)-4-tosyloxymethyl-2-oxazolidinone, required for the synthesis of protected amino alcohol derivatives
  • 1-(S)-[3-hydroxy-2-(phosphonomethoxy)propyl]cytosine [(S)-HPMPC]
  • chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product

signalword

Danger

Hazard Classifications

Acute Tox. 2 Inhalation - Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Carc. 1B - Eye Dam. 1 - Muta. 2 - Repr. 1B - Self-react. C - Skin Corr. 1B - STOT SE 3

target_organs

Respiratory system

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk

WGK 3

flash_point_f

161.6 °F

flash_point_c

72 °C

ppe

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

It looks like we've run into a problem, but you can still download Certificates of Analysis from our Documents section.

If you need assistance, please contact Customer Support

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library