C86006
Crotyl alcohol, mixture of cis and trans
96%
Synonym(s):
2-Buten-1-ol
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About This Item
Linear Formula:
CH3CH=CHCH2OH
CAS Number:
Molecular Weight:
72.11
NACRES:
NA.22
UNSPSC Code:
12352100
PubChem Substance ID:
EC Number:
228-086-7
Beilstein/REAXYS Number:
1361395
MDL number:
Assay:
96%
Form:
liquid
InChI key
WCASXYBKJHWFMY-NSCUHMNNSA-N
InChI
1S/C4H8O/c1-2-3-4-5/h2-3,5H,4H2,1H3/b3-2+
SMILES string
C\C=C\CO
assay
96%
form
liquid
Quality Level
bp
121-122 °C (lit.)
density
0.845 g/mL at 25 °C (lit.)
Related Categories
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.
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Oral - Flam. Liq. 3
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
93.2 °F - closed cup
flash_point_c
34 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Regulatory Information
危险化学品
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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)
Synthesis of 14-azacamptothecin, a water-soluble topoisomerase I poison.
Rahier N J, et al.
Organic Letters, 7(5), 835-837 (2005)
Darby R Schmidt et al.
Organic letters, 5(19), 3535-3537 (2003-09-12)
[structure: see text] A synthesis of the C(15)-C(30) fragment of Dolabelides A and B has been achieved. The recently developed asymmetric silane alcoholysis and tandem silylformylation-crotylsilylation reactions were used as the key steps to establish the C(23)-C(27) 1,5-syn-diol. In addition
Frank R Fontaine et al.
Chemical research in toxicology, 15(8), 1051-1058 (2002-08-20)
Recent confirmation that the toxic unsaturated aldehyde crotonaldehyde (CA) contributes to protein damage during lipid peroxidation confers interest on the molecular actions of this substance. However, since a plethora of structurally related aldehydes form during membrane oxidation, clarifying the toxicological
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)
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