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About This Item
Linear Formula:
H2C=CHC6H10OH
CAS Number:
Molecular Weight:
126.20
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
97%
refractive index
n20/D 1.478 (lit.)
bp
74 °C/19 mmHg (lit.)
density
0.942 g/mL at 25 °C (lit.)
functional group
hydroxyl
SMILES string
OC1(CCCCC1)C=C
InChI
1S/C8H14O/c1-2-8(9)6-4-3-5-7-8/h2,9H,1,3-7H2
InChI key
ZXKHOVDDJMJXQP-UHFFFAOYSA-N
General description
1-Vinyl cyclohexanol, also known as 1-vinyl-1-cyclohexanol, is a tertiary allylic alcohol. It can be synthesized from cyclohexanone and vinyl chloride. It can undergo transition-metal-free tandem allylic borylation in the presence of B2pin [bis(pinacolato)diboron], Cs2CO3, THF and MeOH to yield triborated product. Pd-fullerite catalysts have been prepared which effectively catalyzes the hydrogenation of 1-ethynyl-1-cyclohexanol to 1-vinyl-1-cyclohexanol.
Application
1-Vinyl cyclohexanol may be used to synthesize:
- 1-vinyl-1-cyclohexene
- 1-vinyl-1-cyclohexylacrylate
- cyclohexylideneacetaldehyde
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
10 - Combustible liquids
WGK
WGK 3
Flash Point(F)
158.0 °F - closed cup
Flash Point(C)
70 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Synthesis of spirocyclic butenolides by ring closing metathesis.
Albrecht U and Langer P.
Tetrahedron, 63(22), 4648-4654 (2007)
One-pot rapid low-cost synthesis of Pd-fullerite catalysts.
Chong LC, et al.
Journal of Materials Chemistry, 18(40), 4808-4813 (2008)
Lewis Acid Promoted Oxidative Rearrangement of Tertiary Allylic Alcohols with the PhIO/TEMPO System.
Vatele JM.
Synlett, 12, 1785-1788 (2008)
Transition-Metal-Free Borylation of Allylic and Propargylic Alcohols.
Miralles N, et al.
Angewandte Chemie (International Edition in English), 128(13), 4375-4379 (2016)
Dimerization of conjugated cyclodienes.
Suga K, et al.
Canadian Journal of Chemistry, 45(9), 933-937 (1967)
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