1-CYCLOHEXYL-2-BUTEN-1-OL

Base Information

• Chemical Name: 1-CYCLOHEXYL-2-BUTEN-1-OL
• CAS No.: 18736-82-8
• Molecular Formula: C10H18 O
• Molecular Weight: 154.252
• Hs Code.: 2906199090
• Mol file: 18736-82-8.mol

Synonyms:Cyclohexanemethanol,a-1-propenyl- (9CI);Cyclohexanemethanol, a-propenyl- (8CI); 1-Cyclohexyl-1-hydroxy-2-butene; 1-Cyclohexyl-2-buten-1-ol;Cyclohexylpropenylcarbinol

Chemical Property of 1-CYCLOHEXYL-2-BUTEN-1-OL

Chemical Property:

• Vapor Pressure: 0.0228mmHg at 25°C
• Refractive Index: 1.4800 to 1.4820
• Boiling Point: 220.9°Cat760mmHg
• PKA: 14.70±0.20(Predicted)
• Flash Point: 91.3°C
• PSA: 20.23000
• Density: 0.928g/cm³
• LogP: 2.50370
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Cyclohexyl-2-buten-1-ol ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-CYCLOHEXYL-2-BUTEN-1-OL

There total 27 articles about 1-CYCLOHEXYL-2-BUTEN-1-OL which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

trans-2-propenyl bromide (590-15-8) + cyclohexanecarbaldehyde (2043-61-0) → (2E,1S)-1-cyclohexyl-2-buten-1-ol (18736-82-8,79605-62-2,79646-42-7,120849-47-0,130930-52-8,137764-95-5,106499-63-2)

Guidance literature:

trans-2-propenyl bromide; With lithium; In diethyl ether; at -35 ℃; for 2h; Inert atmosphere;

With zinc dibromide; In diethyl ether; at -35 - 0 ℃; Inert atmosphere;

cyclohexanecarbaldehyde; optical yield given as %ee; Further stages;

DOI:10.1021/ol702989g

Reference yield: 71.0%

trans-(+/-)-threo-α-Cyclohexyl-3-methyloxiranemethanol acetate → (E)-1-cyclohexyl-2-buten-1-ol (79646-42-7,106499-63-2,120849-47-0,130930-52-8,18736-82-8,137764-95-5,79605-62-2)

Guidance literature:

With tellurium; lithium triethylborohydride; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1021/jo00084a016

Reference yield: 67.0%

trans-Crotonaldehyde (123-73-9,4170-30-3) + cyclohexylmagnesium bromide (931-50-0) → (E)-1-cyclohexyl-2-buten-1-ol (79646-42-7,106499-63-2,120849-47-0,130930-52-8,18736-82-8,137764-95-5,79605-62-2)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ja303023n

upstream raw materials:

cyclohexylmagnesium bromide

crotonaldehyde

diethyl ether

cyclohexylmagnesiumchloride

Downstream raw materials:

(2E,1R)-1-cyclohexyl-2-buten-1-ol

(2E,1S)-1-cyclohexyl-2-buten-1-ol

(S)-Cyclohexyl-((2S,3S)-3-methyl-oxiranyl)-methanol

(S)-Cyclohexyl-((2R,3R)-3-methyl-oxiranyl)-methanol

Refernces

• 1、 Goncalves-Contal, Sylvie,Gremaud, Ludovic,Palais, La?titia,Babel, Lucille,Alexakis, Alexandre. "Copper-Catalyzed Enantioselective Conjugate Addition to α,β-Unsaturated Aldehydes with Various Organometallic Reagents". . p. 3301 - 3308. Retrieved 2016/09/12.
• 2、 Barker, Graeme,Johnson, David G.,Young, Paul C.,Macgregor, Stuart A.,Lee, Ai-Lan. "Chirality Transfer in Gold(I)-Catalysed Direct Allylic Etherifications of Unactivated Alcohols: Experimental and Computational Study". supporting information. p. 13748 - 13757. Retrieved 2015/09/22.