cis-1,2-Acenaphthenediol

Base Information

• Chemical Name: cis-1,2-Acenaphthenediol
• CAS No.: 17976-92-0
• Molecular Formula: C12H10O2
• Molecular Weight: 186.21
• NSC Number: 171434,243678
• DSSTox Substance ID: DTXSID50939255
• Nikkaji Number: J82.701K
• Mol file: 17976-92-0.mol

Synonyms:(1,2)-acenaphthenediol

Chemical Property of cis-1,2-Acenaphthenediol

Chemical Property:

• Vapor Pressure: 2.23E-07mmHg at 25°C
• Boiling Point: 407.7°Cat760mmHg
• Flash Point: 207.9°C
• Density: 1.444g/cm³
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 186.068079557
• Heavy Atom Count: 14
• Complexity: 206

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)C(C(C3=CC=C2)O)O

Technology Process of cis-1,2-Acenaphthenediol

There total 13 articles about cis-1,2-Acenaphthenediol 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: 92.0%

acenaphthene quinone (82-86-0) → 1,2-dihydroacenaphthylene-1,2-diol (17976-92-0)

Guidance literature:

With (1,4-diazabicyclo{2.2.2}-octane)zinc(II) tetrahydoborate; In tetrahydrofuran; for 0.333333h; Heating;

Reference yield: 74.0%

acenaphthene quinone (82-86-0) → cis-acenaphthene-1,2-diol + trans-(1S,2S)-acenaphthene-1,2-diol (2963-86-2,2963-87-3,17976-92-0,95846-94-9,97590-27-7,139629-11-1)

Guidance literature:

With Sucrose; In water; dimethyl sulfoxide; at 30 ℃; for 48h; optical yield given as %ee; enantioselective reaction; Microbiological reaction;

DOI:10.1016/j.tetasy.2010.04.048

Reference yield: 65.0%

1,2-bis-(diphenylphosphino)ethane (1663-45-2) + acenaphthene quinone (82-86-0) → 2,2'-[1,2-bis(diphenylphosphoryl)ethane-1,2-diylidene]diacenaphthylenone (1445314-48-6) + 1,2-dihydroacenaphthylene-1,2-diol (17976-92-0) + 1,2-bis(diphenylphosphinoyl)ethane (4141-50-8)

Guidance literature:

In toluene; for 7h; Reflux;

DOI:10.1080/10426507.2012.702822

upstream raw materials:

Acenaphthylene glycol monoacetate

1,2-dichloro-acenaphthene

acenaphthene quinone

1,2-dibromoacenaphthene

Downstream raw materials:

1(2H)-acenaphthylenone

Naphthalene-1,8-dicarboxylic acid

naphthalene-1,8-dicarbaldehyde

9-methyl-acenaphtho[1,2-b]quinoxaline