3-Cyclohexene-1,2-diol, cis-

Base Information

• Chemical Name: 3-Cyclohexene-1,2-diol, cis-
• CAS No.: 28981-66-0
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• DSSTox Substance ID: DTXSID80445910
• Nikkaji Number: J791.365F
• Wikidata: Q82264459
• Mol file: 28981-66-0.mol

Synonyms:3-Cyclohexene-1,2-diol, cis-;28981-66-0;3-Cyclohexene-1beta,2beta-diol;SCHEMBL14011832;DTXSID80445910

Chemical Property of 3-Cyclohexene-1,2-diol, cis-

Chemical Property:

• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 98.7

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(C=C1)O)O
• Isomeric SMILES: C1C[C@H]([C@H](C=C1)O)O

Technology Process of 3-Cyclohexene-1,2-diol, cis-

There total 13 articles about 3-Cyclohexene-1,2-diol, cis- 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: 100.0%

(+/-)-cis-3.4-diacetoxy-cyclohexene-(1) (20117-76-4,78796-69-7,78796-70-0,88230-04-0) → (+/-)-3,4-dideoxyconduritol D (28981-66-0)

Guidance literature:

With Amberlyst A-26 (OH^(1-)); In tetrahydrofuran; methanol; for 1h; Ambient temperature;

DOI:10.1002/hlca.19920750408

Reference yield: 69.0%

4-pentenal (2100-17-6) + 1,1-diacetoxy-2-propene (869-29-4) → (+/-)-3,4-dideoxyconduritol D (28981-66-0)

Guidance literature:

1,1-diacetoxy-2-propene; With tetrahydroxydiboron; BF₄^(1-)*C₁₂H₁₆NPdS₂⁽¹⁺⁾; In dimethyl sulfoxide; at 40 ℃; for 36h; Molecular sieve;

4-pentenal; In dimethyl sulfoxide; for 24h; Further stages;

DOI:10.1002/adsc.200800324

Reference yield: 60.0%

cyclohexa-1,3-diene (1165952-91-9) → (+/-)-3,4-dideoxyconduritol D (28981-66-0)

Guidance literature:

With potassium permanganate; dihydrogen peroxide; In water; acetone; at 0 ℃; for 2h; Temperature; Inert atmosphere; Green chemistry;

DOI:10.1039/c5ra01646k

upstream raw materials:

(+/-)-cis-3.4-diacetoxy-cyclohexene-⁽¹⁾

3,4-epoxycyclohexene

cyclohexa-1,3-diene

trans-3,6-dibromocyclohexene

Downstream raw materials:

cis-1,2-cyclohexane

(+/-)-cis-3.4-bis-(4-nitro-benzoyloxy)-cyclohexene-⁽¹⁾

cis-2,2-dimethyl-3a,4,5,7a-tetrahydro-1,3-benzodioxole

(1R,2R,3S,4S)-3,4-Dibromo-cyclohexane-1,2-diol