3,4-Dihydroxybenzoyl chloride

Base Information

• Chemical Name: 3,4-Dihydroxybenzoyl chloride
• CAS No.: 83759-00-6
• Molecular Formula: C7H5 Cl O3
• Molecular Weight: 172.568
• Hs Code.: 2918290000
• DSSTox Substance ID: DTXSID70530288
• Wikidata: Q82401327
• Mol file: 83759-00-6.mol

Synonyms:3,4-Dihydroxybenzoyl chloride;83759-00-6;SCHEMBL8484882;DTXSID70530288;AKOS006318199

Chemical Property of 3,4-Dihydroxybenzoyl chloride

Chemical Property:

• Boiling Point: 352.5±32.0 °C(Predicted)
• PKA: 7.17±0.18(Predicted)
• PSA: 57.53000
• Density: 1.531±0.06 g/cm3(Predicted)
• LogP: 1.47680
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 171.9927217
• Heavy Atom Count: 11
• Complexity: 160

Purity/Quality:

3,4-DIHYDROXY BENZOYL CHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)Cl)O)O

Technology Process of 3,4-Dihydroxybenzoyl chloride

There total 1 articles about 3,4-Dihydroxybenzoyl chloride 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:

3,4-Dihydroxybenzoic acid (99-50-3) → 3,4-dihydroxybenzoyl chloride (83759-00-6)

Guidance literature:

With thionyl chloride; In dichloromethane; for 1h; Heating;

DOI:10.1248/cpb.35.2437

Reference yield: 95.0%

ethanol (64-17-5) + 3,4-dihydroxybenzoyl chloride (83759-00-6) → Ethyl protocatechuate (3943-89-3)

Guidance literature:

at 0 ℃; for 0.5h;

DOI:10.1016/j.molliq.2021.116911

Reference yield: 56.0%

n-Octylamine (111-86-4) + 3,4-dihydroxybenzoyl chloride (83759-00-6) → 3,4-dihydroxy-N-octyl-benzamide (98116-88-2)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1016/j.ejps.2021.106114

upstream raw materials:

3,4-Dihydroxybenzoic acid

Downstream raw materials:

N-(3,5-dicarboxy)phenyl-3,4-di-hydroxybenzamide

3,4-Dihydroxy-N-isobutyl-benzamide

4-(5-phenyl-1,3,4-oxadiazole-2yl)benzene-1,2-diol

Refernces

• 1、 Amaral, Maiara,Romanelli, Maiara M.,Tempone, Andre G.,Varela, Marina T.,de Castro Levatti, Erica V.,Fernandes, Jo?o Paulo S.. "Optimization of physicochemical properties is a strategy to improve drug-likeness associated with activity: Novel active and selective compounds against Trypanosoma cruzi". . . Retrieved 2022/01/31.
• 2、 Jakovljevi?, Katarina,Joksovi?, Milan D.,Botta, Bruno,Jovanovi?, Ljiljana S.,Avdovi?, Edina,Markovi?, Zoran,Mihailovi?, Vladimir,Andri?, Marijana,Trifunovi?, Sne?ana,Markovi?, Violeta. "Novel 1,3,4-thiadiazole conjugates derived from protocatechuic acid: Synthesis, antioxidant activity, and computational and electrochemical studies". . p. 585 - 598. Retrieved 2019/07/05.