1-Cyclohexyl-2-propen-1-ol

Base Information

• Chemical Name: 1-Cyclohexyl-2-propen-1-ol
• CAS No.: 4352-44-7
• Molecular Formula: C9H16O
• Molecular Weight: 140.225
• Hs Code.: 2906199090
• DSSTox Substance ID: DTXSID90963019
• Nikkaji Number: J432.482J
• Mol file: 4352-44-7.mol

Synonyms:1-cyclohexylprop-2-en-1-ol;1-Cyclohexyl-2-propen-1-ol;4352-44-7;Cyclohexanemethanol, a-ethenyl-;1-cyclohexylprop-2-enol;Vinyl-cyclohexyl-carbinol;1-cyclohexyl-prop-2-enol;SCHEMBL2511775;DTXSID90963019;AKOS006272957;BEA3_000117;CS-0267155;FT-0750312;EN300-393399

Chemical Property of 1-Cyclohexyl-2-propen-1-ol

Chemical Property:

• Vapor Pressure: 0.0872mmHg at 25°C
• Boiling Point: 199.1°Cat760mmHg
• PKA: 14.43±0.20(Predicted)
• Flash Point: 76.4°C
• PSA: 20.23000
• Density: 0.927g/cm³
• LogP: 2.11360
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 140.120115130
• Heavy Atom Count: 10
• Complexity: 103

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(C1CCCCC1)O

Technology Process of 1-Cyclohexyl-2-propen-1-ol

There total 39 articles about 1-Cyclohexyl-2-propen-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: 99.0%

vinyl magnesium bromide (1826-67-1) + cyclohexanecarbaldehyde (2043-61-0) → 1-cyclohexylprop-2-en-1-ol (4352-44-7)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1016/j.tetlet.2005.06.160

Reference yield: 90.0%

Isopropenyl acetate (108-22-5) + 1-cyclohexylprop-2-en-1-ol (4352-44-7) → (-)-(1R)-1-Hydroxy-1-cyclohexyl-2-propene (123001-07-0) + (R)-1-cyclohexyl-prop-2-enol (4352-44-7,99511-86-1,123001-07-0,99570-52-2) + (R)-1-cyclohexylprop-2-en-1-yl acetate

Guidance literature:

With Novozym 435; potassium tert-butylate; sodium carbonate; [2,3,4,5-Ph4(η⁵-C4CNH(i-Pr))]Ru(CO)2Cl; In toluene; at 25 ℃; for 96h;

DOI:10.1021/jo0355799

Reference yield: 87.0%

(E)-(3-chloroprop-1-en-1-yl)cyclohexane (58649-21-1) → (R)-1-cyclohexyl-prop-2-enol (4352-44-7,99511-86-1,123001-07-0,99570-52-2)

Guidance literature:

With C₃₃H₄₂N₂O₂PRu⁽¹⁺⁾*F₆P^(1-); water; sodium hydrogencarbonate; In tetrahydrofuran; at 25 ℃; for 18h; optical yield given as %ee; enantioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201101078

upstream raw materials:

acrolein

cyclohexylmagnesium bromide

cyclohexylmagnesiumchloride

2-(1-chloro-2-propenyl)-1,3,2-dioxaborinane

Downstream raw materials:

1-cyclohexylprop-2-en-1-one

(R)-4-(3-cyclohexyl-2-oxa-4-pentenyl)benzoic acid

cyclohexyl ethyl ketone

(E)-(3-chloroprop-1-en-1-yl)cyclohexane

Refernces

• 1、 Bera, Nabakumar,Samanta, Shantanu,Sarkar, Debayan. "Stereoselective Synthesis of Oxacycles via Ruthenium-Catalyzed Atom-Economic Coupling of Propargyl Alcohols and Michael Acceptors". . p. 16369 - 16395. Retrieved 2021/11/18.
• 2、 Ramdular, Amanda,Woerpel, K. A.. "Using Neighboring-Group Participation for Acyclic Stereocontrol in Diastereoselective Substitution Reactions of Acetals". supporting information. . Retrieved 2020/06/08.