Skip to Content
Merck
All Photos(1)

Key Documents

C86006

Sigma-Aldrich

Crotyl alcohol, mixture of cis and trans

96%

Synonym(s):

2-Buten-1-ol

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
CH3CH=CHCH2OH
CAS Number:
Molecular Weight:
72.11
Beilstein:
1361395
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

96%

form

liquid

refractive index

n20/D 1.427 (lit.)

bp

121-122 °C (lit.)

density

0.845 g/mL at 25 °C (lit.)

SMILES string

C\C=C\CO

InChI

1S/C4H8O/c1-2-3-4-5/h2-3,5H,4H2,1H3/b3-2+

InChI key

WCASXYBKJHWFMY-NSCUHMNNSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Crotyl alcohol can be used as a starting material in the synthesis of antitumor agents such as 14-azacamptothecin and 10, 11-methylenedioxy-14-azacamptothecin. It can also be used as a precursor in the total synthesis of discodermolide.

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

93.2 °F - closed cup

Flash Point(C)

34 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

Synthesis of 14-azacamptothecin, a water-soluble topoisomerase I poison.
Rahier N J, et al.
Organic Letters, 7(5), 835-837 (2005)
Synthesis of optically active β-alkyl aspartate via [3, 3] sigmatropic rearrangement of α-acyloxytrialkylsilane.
Sakaguchi K, et al.
Tetrahedron Letters, 45(30), 5869-5872 (2004)
Evaluation of the role of acetaldehyde in the actions of ethanol on gluconeogenesis by comparison with the effects of crotonol and crotonaldehyde.
A I Cederbaum et al.
Alcoholism, clinical and experimental research, 6(1), 100-109 (1982-01-01)
High-activity, single-site mesoporous Pd/Al2O3 catalysts for selective aerobic oxidation of allylic alcohols.
Simon F J Hackett et al.
Angewandte Chemie (International ed. in English), 46(45), 8593-8596 (2007-10-06)
Michael J Gattner et al.
Chemical communications (Cambridge, England), 49(4), 379-381 (2012-11-30)
Recently new lysine modifications were detected in histones and other proteins. Using the pyrrolysine amber suppression system we genetically inserted three of the new amino acids ε-N-propionyl-, ε-N-butyryl-, and ε-N-crotonyl-lysine site specifically into histone H3. The lysine at position 9

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