40391-19-3

Basic information

• Product Name: 2-Cyclohexene-1-methanol, a-methyl-
• CAS NO: 40391-19-3
• Molecular Formula: C8H14O
• Molecular Weight: 126.199
• Mol File: 40391-19-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2-Cyclohexene-1-methanol, a-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Cyclohexene-1-methanol, a-methyl-(40391-19-3)
• EPA Substance Registry System: 2-Cyclohexene-1-methanol, a-methyl-(40391-19-3)

Safety Data

• Hazardous Substances Data: 40391-19-3(Hazardous Substances Data)

Upstream product

• 75-07-0 acetaldehyde 
• 110-83-8 cyclohexene 
• 1165952-91-9 cyclohexa-1,3-diene 
• 17314-43-1 cyclohex-2-enyltrimethylstannane 
• 112520-99-7 tributyl(cyclohex-2-en-1-yl)stannane 
• 534-15-6 1,1-dimethoxyethane 
• 103216-77-9 2-cyclohexenyldiethylborane 
• 1521-51-3 rac-3-bromocyclohexene 
• 5614-35-7 3-phenoxycyclohexene 

Downstream Products

• 57825-29-3 1-(bromomethyl)-2-ethylbenzene 
• 50418-52-5 acide ethyl-2 cyclohexene carboxylique 
• 57825-30-6 4-ethylbenzyl bromide 
• 5723-91-1 2-cyclohex-2-enylpropan-2-ol 
• 29372-98-3 1-acetyl-2-cyclohexene 

Relevant articles and documents

The formation of 7-oxabicyclo[4.2.0]octanes and 6-oxabicyclo[3.2.1]octanes via cationic iodocyclization

Several 2-cyclohexenemethanol derivatives were subjected to cationic iodocyclization. Two product types were formed: the fused 7-oxabicyclo[4.2.0]octane, and the bridged 6-oxabicyclo[3.2.1]octane. The degree of substitution in the alkenol determined the ratio of the products, with aromatic substituents leading to the formation of the fused system as the major product.

Hydrated ?-bonded organometallic cations in organic synthesis. I. Allyl-, crotyl-, 1-methylallyl-, cyclohex-2-enyl-, and cinnamyl-stannation of carbonyl compounds in water

Homoallylic alcohols can be prepared in water by allyl-, crotyl-, 1-methylallyl-, cyclohex-2-enyl-, or cinnamyl-stannation of such carbonyl compounds as aldehydes, dialdehydes, and ketones, as well as acetals.The procedure is based on: Bu2RSnCl + R'COR" + (1/2)H2O -> R(HO)CR'R" + (1/2)(Bu2SnCl)2O where R = allyl, crotyl, 1-methylallyl, cyclohex-2-enyl, or cinnamyl group, R' = H or alkyl group, R" R'= alkyl group.In most cases, the reaction products are obtained rapidly in high yields (80-100percent).Hydrated organometallic cations Bu2RSn+(aq) are partly involved.These results, together with those already published on 2-propynyl-and allenyl-stannation, indicate the value of this procedure.

Hydroboration. 76. Hydroboration of Cyclic Dienes with Representative Hydroborating Agents

A detailed study was made of the hydroboration of cyclic dienes with representative hydroborating agents: borane-methyl sulfide (BMS), 9-borabicyclononane (9-BBN), disiamylborane (Sia2BH), dibromo-borane-methyl sulfide (Br2BH*SMe2), and dibromoborane (Br2BH). 1,4-Cyclohexadiene essentially undergoes monohydroboration with a stoichiometric amount of the representative hydroborating agents, whereas 1,5-cyclooctadiene gives the dihydroboration product predominantly.The rapid dimerization of 1,3-cyclopentadiene introduces a complication into its hydroboration.However, monomeric cyclopentadiene undergoes hydroboration primarily to the homoallylic derivative with little of the desired allylic product.Hydroboration of 1,3-cyclohexadiene with a stoichiometric amount of the hydroborating agent furnishes mainly the allylboranes, which upon treatment with acetaldehyde followed by oxidation, furnishes 1-(2-cyclohexenyl)-1-ethanol in good yield.Similary, hydroboration of 1,3-cycloheptadiene and 1,3-cyclooctadiene furnished dihydroborated products preferentially, with lower yields of the corresponding allylboranes, characterized as 1-(2-cycloheptenyl)-1-ethanol and 1-(2-cyclooctenyl)-1-ethanol, respectively, following reaction with acetaldehyde.