3-Chlorocatechol

Base Information

• Chemical Name: 3-Chlorocatechol
• CAS No.: 4018-65-9
• Molecular Formula: C6H5ClO2
• Molecular Weight: 144.558
• Hs Code.: 2908190090
• European Community (EC) Number: 679-626-7
• UNII: 0Z3E1G971E
• DSSTox Substance ID: DTXSID80193181
• Nikkaji Number: J254.943C
• Wikidata: Q27103278
• Metabolomics Workbench ID: 51428
• Mol file: 4018-65-9.mol

Synonyms:3-chlorocatechol;3-chloropyrocatechol

Chemical Property of 3-Chlorocatechol

Chemical Property:

• Vapor Pressure: 0.0299mmHg at 25°C
• Melting Point: 49oC
• Refractive Index: 1.4620 (estimate)
• Boiling Point: 138 °C / 20mmHg
• PKA: 8.33±0.10(Predicted)
• Flash Point: 97℃
• PSA: 40.46000
• Density: 1.471
• LogP: 1.75120
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 143.9978071
• Heavy Atom Count: 9
• Complexity: 97.1

Purity/Quality:

97% ^*data from raw suppliers

3-Chlorocatechol ^*data from reagent suppliers

Safty Information:

• Statements: 23/24/25-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Cl)O)O
• Uses: 3-Chlorocatechol is a useful reagent for synthesizing novel benzotropolones as Atg4B inhibiting autophagy blockers.

Technology Process of 3-Chlorocatechol

There total 16 articles about 3-Chlorocatechol 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%

3-chlorosalicylaldehyde (1927-94-2) → 3-Chlorocatechol (4018-65-9)

Guidance literature:

With dihydrogen peroxide; In water; at 20 ℃; for 2h; Green chemistry;

DOI:10.1039/c5ra20133k

Reference yield: 60.0%

(1S,2S)-3-Chloro-cyclohexa-3,5-diene-1,2-diol (86992-79-2,98575-77-0,65986-73-4) → 3-Chlorocatechol (4018-65-9)

Guidance literature:

palladium on activated charcoal; In methanol; at 30 ℃; for 0.333333h; atmospheric pressure;

DOI:10.1002/adsc.200600437

Reference yield: 4.0%

3-monochlorophenol (108-43-0) → 3-Chlorocatechol (4018-65-9) + (4S,5S)-3-chloro-4,5-dihydroxycyclohex-2-enone (1392229-29-6)

Guidance literature:

With toluene dioxygenase; oxygen; stereoselective reaction; Enzymatic reaction;

DOI:10.1039/c2ob25079a

upstream raw materials:

ortoquinone

3-chloro-1,2-dimethoxybenzene

benzene-1,2-diol

3-monochlorophenol

Downstream raw materials:

3-Chlor-o-benzochinon

benzene-1,2-diol

cyclohexanone-2-ol

(R)-8-chloro-1,4-benzodioxan-2-ylmethyl 4-toluenesulphonate