1,2-Cyclohexanediol,3-methyl-6-(1-methylethyl)-,(1S,2S,3R,6S)-(9CI)

Base Information

• Chemical Name: 1,2-Cyclohexanediol,3-methyl-6-(1-methylethyl)-,(1S,2S,3R,6S)-(9CI)
• CAS No.: 140924-67-0
• Molecular Formula: C10H20 O2
• Molecular Weight: 172.268
• Mol file: 140924-67-0.mol

Synonyms:1,2-Cyclohexanediol,3-methyl-6-(1-methylethyl)-, [1S-(1a,2b,3a,6b)]-

Chemical Property of 1,2-Cyclohexanediol,3-methyl-6-(1-methylethyl)-,(1S,2S,3R,6S)-(9CI)

Chemical Property:

• Melting Point: 85 °C
• Boiling Point: 270.3±8.0 °C(Predicted)
• PKA: 14.79±0.70(Predicted)
• PSA: 40.46000
• Density: 0.998±0.06 g/cm3(Predicted)
• LogP: 1.41030

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2-Cyclohexanediol,3-methyl-6-(1-methylethyl)-,(1S,2S,3R,6S)-(9CI)

There total 29 articles about 1,2-Cyclohexanediol,3-methyl-6-(1-methylethyl)-,(1S,2S,3R,6S)-(9CI) 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%

(1S,2S,3S,6R)-3-isopropyl-6-methyl-2-triethylsilyloxy-cyclohexanol → (1S,2S,3R,6S)-3-methyl-6-(methylethyl)cyclohexane-1,2-diol (140924-67-0,155419-08-2)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1021/acs.orglett.6b01222

Reference yield: 82.0%

(1R,2S,3S,6R)-2-hydroxy-6-methyl-3-(methylethyl)cyclohexyl methylsulfonate (308239-17-0) → (1S,2S,3R,6S)-3-methyl-6-(methylethyl)cyclohexane-1,2-diol (140924-67-0,155419-08-2)

Guidance literature:

(1R,2S,3S,6R)-2-hydroxy-6-methyl-3-(methylethyl)cyclohexyl methylsulfonate; With cesium acetate; In N,N-dimethyl-formamide; at 100 ℃; for 5h;

With potassium carbonate; In methanol; at 20 ℃; for 7h;

DOI:10.1248/cpb.48.1536

Reference yield:

(+/-)-(3R,6R)-3-isopropyl-6-methyl-1-cyclohexene (1124-26-1,2230-85-5,5056-00-8,5113-93-9,5256-65-5,31658-04-5) → (1RS,2SR,3SR,4RS)-p-menthane-2,3-diol (3804-01-1,19700-15-3,19700-16-4,20786-89-4,23477-93-2,42962-86-7,42962-87-8,42962-90-3,42962-91-4,42962-93-6,51745-19-8,51745-21-2,64839-29-8,64839-30-1,140924-67-0,155419-08-2) + (1RS,2RS,3RS,4RS)-p-menthane-2,3-diol (3804-01-1,19700-15-3,19700-16-4,20786-89-4,23477-93-2,42962-86-7,42962-87-8,42962-90-3,42962-91-4,42962-93-6,51745-19-8,51745-21-2,64839-29-8,64839-30-1,140924-67-0,155419-08-2)

Guidance literature:

With peracetic acid; Erwaermen des Reaktionsprodukts mit wss. KOH;

DOI:10.1039/jr9530000895

upstream raw materials:

(1R,2R,6S)-3-methyl-6-(1-methylethenyl)cyclohex-3-ene-1,2-diol

Perbenzoic acid

(1R)-trans-p-menth-2-ene

(1R,2S,3S,6R)-2-hydroxy-6-methyl-3-(methylethyl)cyclohexyl methylsulfonate

Downstream raw materials:

(1R,2S,3S,4S)-2,3-bis-(3,5-dinitro-benzoyloxy)-p-menthane

(1RS,2RS,3SR,4RS)-2,3-bis-(3,5-dinitro-benzoyloxy)-p-menthane

(1RS,2SR,3SR,4RS)-2,3-bis-(3,5-dinitro-benzoyloxy)-p-menthane

(1RS,2RS,3RS,4SR)-2,3-bis-(3,5-dinitro-benzoyloxy)-p-menthane