3,5-Cyclohexadiene-1,2-diol, 3-[(1E)-2-bromoethenyl]-, (1S,2R)- (9CI)

Base Information

• Chemical Name: 3,5-Cyclohexadiene-1,2-diol, 3-[(1E)-2-bromoethenyl]-, (1S,2R)- (9CI)
• CAS No.: 246048-76-0
• Molecular Formula: C₈H₉BrO₂
• Molecular Weight: 217.062
• Mol file: 246048-76-0.mol

Synonyms:3,5-Cyclohexadiene-1,2-diol, 3-[(1E)-2-bromoethenyl]-, (1S,2R)- (9CI)

Chemical Property of 3,5-Cyclohexadiene-1,2-diol, 3-[(1E)-2-bromoethenyl]-, (1S,2R)- (9CI)

Chemical Property:

• Boiling Point: 342.2±42.0 °C(Predicted)
• PKA: 12.86±0.60(Predicted)
• PSA: 40.46000
• Density: 1.846±0.06 g/cm3(Predicted)
• LogP: 1.11300

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3,5-Cyclohexadiene-1,2-diol, 3-[(1E)-2-bromoethenyl]-, (1S,2R)- (9CI)

There total 1 articles about 3,5-Cyclohexadiene-1,2-diol, 3-[(1E)-2-bromoethenyl]-, (1S,2R)- (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:

[(E)-2-bromoethenyl]benzene (588-72-7,1340-14-3) → (1S,2R)-3-((E)-2-Bromo-vinyl)-cyclohexa-3,5-diene-1,2-diol (246048-76-0)

Guidance literature:

With toluene dioxygenase from Escherichia coli (JM₁₀₉,pDTG₆₀₁);

DOI:10.1016/S0957-4166(99)00237-2

Reference yield: 50.0%

(1S,2R)-3-((E)-2-Bromo-vinyl)-cyclohexa-3,5-diene-1,2-diol (246048-76-0) → (1S,2R)-3-((E)-2-Bromo-vinyl)-cyclohex-3-ene-1,2-diol (246048-80-6)

Guidance literature:

With methanol; potassium diazodicarboxylate; acetic acid;

DOI:10.1016/S0957-4166(99)00237-2

Reference yield:

(1S,2R)-3-((E)-2-Bromo-vinyl)-cyclohexa-3,5-diene-1,2-diol (246048-76-0) → (1S,2R)-3-Ethyl-cyclohex-3-ene-1,2-diol

Guidance literature:

Multi-step reaction with 5 steps

1: 50 percent / potassoium azodicarboxylate; acetic acid; methanol

2: DMP; p-TsOH

3: t-BuLi / tetrahydrofuran

4: potassium azodicarboxylate; acetic acid; methanol

5: HCl / methanol

With hydrogenchloride; methanol; phthalic acid dimethyl ester; tert.-butyl lithium; potassium diazodicarboxylate; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; methanol;

DOI:10.1016/S0957-4166(99)00237-2

upstream raw materials:

[(E)-2-bromoethenyl]benzene

Downstream raw materials:

(1S,2R)-3-((E)-2-Bromo-vinyl)-cyclohex-3-ene-1,2-diol

Refernces