1-Hydroxy-3-cyclohexene

Base Information

• Chemical Name: 1-Hydroxy-3-cyclohexene
• CAS No.: 822-66-2
• Molecular Formula: C₆H₁₀O
• Molecular Weight: 98.1448
• Mol file: 822-66-2.mol

Synonyms:3-Cyclohexen-1-ol,(?à)-;1-Cyclohexen-4-ol;3-Cyclohexenol;4-Hydroxycyclohexene;

Chemical Property of 1-Hydroxy-3-cyclohexene

Chemical Property:

• Vapor Pressure: 0.662mmHg at 25°C
• Refractive Index: 1.508
• Boiling Point: 164.5 °C at 760 mmHg
• PKA: 15.00±0.20(Predicted)
• Flash Point: 53.4 °C
• PSA: 20.23000
• Density: 1.014g/cm³
• LogP: 1.08740
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

3-Cyclohexen-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Hydroxy-3-cyclohexene

There total 85 articles about 1-Hydroxy-3-cyclohexene 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: 80.0%

4-hydroxycyclohexanecarboxylic acid (3685-22-1,3685-26-5,17419-81-7) → 3-cyclohexen-1-ol (822-66-2,72137-22-5)

Guidance literature:

With 9-mesityl-2,7,10-trimethylacridinium perchlorate; [Co(dimethylglyoxime)₂(N-methyl-imidazole)Cl]; sodium tris(acetoxy)borohydride; sodium carbonate; In methanol; water; at 38 ℃; for 16h; Schlenk technique; Sealed tube; Inert atmosphere; Irradiation;

DOI:10.1002/chem.202001952

Reference yield: 49.0%

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 1,2-Cyclohexanediol (931-17-9) + 3-cyclohexen-1-ol (822-66-2,72137-22-5) + cyclohexanol (108-93-0)

Guidance literature:

With potassium hydroxide; samarium diiodide; In tetrahydrofuran; water; for 0.0833333h; Ambient temperature;

DOI:10.1016/S0040-4039(00)73141-8

Reference yield: 39.0%

cyclohexene (110-83-8) → 1,2-Cyclohexanediol (931-17-9) + cyclohexane-1,2-epoxide (286-20-4) + 3-cyclohexen-1-ol (822-66-2,72137-22-5)

Guidance literature:

With peracetic acid; [Ga(phen)2Cl₂]Cl; In acetonitrile; at 0 ℃;

DOI:10.1021/ic300159a

upstream raw materials:

methanol

cyclohexane-1,4-diol

trans-1-p-tolylsulfonyl-4-hydroxy-cyclohexane

ethanol

Downstream raw materials:

cyclohexenone

cyclohex-3-enone

(+/-)-(1R,2R,4R)-cyclohexane-1,2,4-triol

(+/-)-(1R,2R,4S)-cyclohexane-1,2,4-triol

Refernces

• 1、 Sathishkumar, Pushpanathan N.,Prabha, Padinhattath Sachind,Bhuvanesh, Nattamai S.P.,Karvembu, Ramasamy. "Tuning acylthiourea ligands in Ru(II) catalysts for altering the reactivity and chemoselectivity of transfer hydrogenation reactions, and synthesis of 3-isopropoxy-1H-indole through a new synthetic approach". . . Retrieved 2020/01/09.
• 2、 Iwakura, Masaru,Tokura, Hiroshi,Tanino, Keiji. "Construction of bicyclic systems containing an oxygen bridge by isomerization of cyclic epoxy alcohols". supporting information. p. 1223 - 1226. Retrieved 2017/03/02.