C86006
Crotyl alcohol, mixture of cis and trans
96%
Synonym(s):
2-Buten-1-ol
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About This Item
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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
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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.
Signal Word
Warning
Hazard Statements
Precautionary 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
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Synthesis of 14-azacamptothecin, a water-soluble topoisomerase I poison.
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Synthesis of optically active β-alkyl aspartate via [3, 3] sigmatropic rearrangement of α-acyloxytrialkylsilane.
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Evaluation of the role of acetaldehyde in the actions of ethanol on gluconeogenesis by comparison with the effects of crotonol and crotonaldehyde.
Alcoholism, clinical and experimental research, 6(1), 100-109 (1982-01-01)
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Angewandte Chemie (International ed. in English), 46(45), 8593-8596 (2007-10-06)
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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
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