556084
1-Vinyl cyclohexanol
97%
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About This Item
Linear Formula:
H2C=CHC6H10OH
CAS Number:
Molecular Weight:
126.20
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
217-718-7
MDL number:
Assay:
97%
InChI key
ZXKHOVDDJMJXQP-UHFFFAOYSA-N
InChI
1S/C8H14O/c1-2-8(9)6-4-3-5-7-8/h2,9H,1,3-7H2
SMILES string
OC1(CCCCC1)C=C
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
Quality Level
Related Categories
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
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
158.0 °F - closed cup
flash_point_c
70 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Dimerization of conjugated cyclodienes.
Suga K, et al.
Canadian Journal of Chemistry, 45(9), 933-937 (1967)
Transition-Metal-Free Borylation of Allylic and Propargylic Alcohols.
Miralles N, et al.
Angewandte Chemie (International Edition in English), 128(13), 4375-4379 (2016)
Lewis Acid Promoted Oxidative Rearrangement of Tertiary Allylic Alcohols with the PhIO/TEMPO System.
Vatele JM.
Synlett, 12, 1785-1788 (2008)
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)
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