Merck
CN
All Photos(1)

Documents

Safety Information

480819

Sigma-Aldrich

(R)-(+)-Glycidol

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

Sign Into View Organizational & Contract Pricing
All Photos(1)
Synonym(s):
(R)-(+)-Oxirane-2-methanol
Empirical Formula (Hill Notation):
C3H6O2
CAS Number:
57044-25-4
Molecular Weight:
74.08
Beilstein:
79782
EC Number:
404-660-4
MDL number:
MFCD00074873
PubChem Substance ID:
24871720
NACRES:
NA.22

Quality Level

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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

Signal Word

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 Code

5.2 - Organic peroxides and self-reacting 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

Regulatory Information

监管及禁止进口产品

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?

Documents related to the products that you have purchased in the past have been gathered in the Document Library for your convenience.

Visit the Document Library

Difficulty Finding Your Product Or Lot/Batch Number?

Product numbers are combined with Pack Sizes/Quantity when displayed on the website (example: T1503-25G). Please make sure you enter ONLY the product number in the Product Number field (example: T1503).

Example:

T1503
Product Number
-
25G
Pack Size/Quantity

Additional examples:

705578-5MG-PW

PL860-CGA/SHF-1EA

MMYOMAG-74K-13

1000309185

enter as 1.000309185)

Having trouble? Feel free to contact Technical Service for assistance.

Lot and Batch Numbers can be found on a product's label following the words 'Lot' or 'Batch'.

Aldrich Products

  • For a lot number such as TO09019TO, enter it as 09019TO (without the first two letters 'TO').

  • For a lot number with a filling-code such as 05427ES-021, enter it as 05427ES (without the filling-code '-021').

  • For a lot number with a filling-code such as STBB0728K9, enter it as STBB0728 without the filling-code 'K9'.

Not Finding What You Are Looking For?

In some cases, a COA may not be available online. If your search was unable to find the COA you can request one.

Request COA

Tetrahedron Letters, 47, 6401-6401 (2006)
A New Route for Protected Amino Alcohols from (R)-Glycidol. Copper (I) Mediated Alkylation of 4-Tosyloxymethyl-2-oxazolidinone.
Iwama S and Katsumura S.
Bulletin of the Chemical Society of Japan, 67(12), 3363-3365 (1994)
Synthesis of amino-1, 4-anhydro-d-pentitols and amino-1, 5-anhydro-d-hexitols with the arabino configuration from (R)-glycidol.
Aragones S, et al.
Tetrahedron Asymmetry, 14(13), 1847-1856 (2003)
Diastereoselective synthesis of ?-hydroxy-?-amino alcohols,(2S, 3S)-and (2S, 3R)-threoninol and-hydroxyphenylalaninol, from (R)-glycidol via the derived 4-hydroxymethyloxazolidinone.
Katsumura S, et al.
Tetrahedron Asymmetry, 5(2), 161-164 (1994)
A practical synthesis of (S)-HPMPC.
Brodfuehrer PR, et al.
Tetrahedron Letters, 35(20), 3243-3246 (1994)
View All Related Papers

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