Bromobenzene-2,3-dihydrodiol

Base Information

• Chemical Name: Bromobenzene-2,3-dihydrodiol
• CAS No.: 82683-92-9
• Molecular Formula: C₆H₇BrO₂
• Molecular Weight: 191.024
• Hs Code.: 2906199090
• DSSTox Substance ID: DTXSID101002844
• Nikkaji Number: J2.790.486F
• Wikidata: Q27116163
• Mol file: 82683-92-9.mol

Synonyms:2,3-DHDBB;3-bromo-3,5-cyclohexadiene-1,2-diol;bromobenzene 2,3-dihydrodiol;bromobenzene cis-1,2-dihydrodiol

Chemical Property of Bromobenzene-2,3-dihydrodiol

Chemical Property:

• Vapor Pressure: 9.66E-05mmHg at 25°C
• Boiling Point: 302.3°Cat760mmHg
• Flash Point: 136.7°C
• PSA: 40.46000
• Density: 1.922g/cm³
• LogP: 0.55680
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 189.96294
• Heavy Atom Count: 9
• Complexity: 162

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(C(C(=C1)Br)O)O

Technology Process of Bromobenzene-2,3-dihydrodiol

There total 4 articles about Bromobenzene-2,3-dihydrodiol 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: 85.0%

bromobenzene (108-86-1,52753-63-6) → cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene (67451-62-1,82683-92-9,132958-32-8,130792-45-9)

Guidance literature:

With oxygen; optical yield given as %ee; enantioselective reaction;

DOI:10.1039/c1ob06599h

Reference yield: 30.0%

(1S,2R)-3-Bromo-6-iodo-cyclohexa-3,5-diene-1,2-diol → cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohexa-3,5-diene (67451-62-1,82683-92-9,132958-32-8,130792-45-9) + (+)-cis-2,3-dihydroxy-1-bromo-cyclohexa-4,6-diene

Guidance literature:

With hydrogen; sodium acetate; palladium on activated charcoal; In methanol; under 760 Torr;

DOI:10.1039/c39950000117

Reference yield:

3-bromo-6-iodo-cyclohexa-3,5-diene-1,2-diol → 1-Bromo-2,3-dihydroxy-cyclohexa-4,6-diene (82683-92-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(99)00434-7

upstream raw materials:

bromobenzene

1,4-bromoiodobenzene

Downstream raw materials:

(1S,2R)-1,2-dihydroxy-3-vinylcyclohexa-3,5-diene

(1S,2S,3S,4S)-5-bromo-5-cyclohexene-1,2,3,4-tetraol

(1R,2R,3S,4S)-5-bromo-5-cyclohexene-1,2,3,4-tetraol

cis-(1S,2S)-1,2-dihydroxy-3-bromocyclohex-3-ene

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