2,6-Dichlorobenzoyl chloride

Base Information

• Chemical Name: 2,6-Dichlorobenzoyl chloride
• CAS No.: 4659-45-4
• Molecular Formula: C7H3Cl3O
• Molecular Weight: 209.459
• Hs Code.: 29163900
• European Community (EC) Number: 225-102-4
• UNII: 394F6S81WY
• DSSTox Substance ID: DTXSID2032891
• Nikkaji Number: J152.930G
• Wikidata: Q27256855
• ChEMBL ID: CHEMBL1524654
• Mol file: 4659-45-4.mol

Synonyms:2,6-dichlorobenzoyl chloride;DCBO

Chemical Property of 2,6-Dichlorobenzoyl chloride

Chemical Property:

• Appearance/Colour: Clear, slightly yellow liquid
• Vapor Pressure: 0.0123mmHg at 25°C
• Melting Point: 15-17 °C
• Refractive Index: n20/D 1.560(lit.)
• Boiling Point: 260.4 °C at 760 mmHg
• Flash Point: 107.4 °C
• PSA: 17.07000
• Density: 1.498 g/cm³
• LogP: 3.37240
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Miscible with alcohol, ether and acetone. Slightly miscible with heptane. Immiscible with water.
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 207.924948
• Heavy Atom Count: 11
• Complexity: 150

Purity/Quality:

99% ^*data from raw suppliers

2,6-Dichlorobenzoyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Cl)C(=O)Cl)Cl
• Uses: 2,6-Dichlorobenzoyl chloride acts as an important intermediate in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs. It is employed in the substrate activity screening method for the rapid development of novel substrates and their conversion into non-peptidic inhibitors of Cys and Ser proteases. It is also used in the preparation of 1-acyliridoles and (-)-aspicilin. In addition to this, it undergoes esterification of (fluoren-9-ylmethoxy)carbonyl (Fmoc)-amino acids to 4-alkoxybenzyl alcohol polystyrene. 2,6-Dichlorobenzoyl chloride was used:in substrate activity screening method for the rapid development of novel substrates and their conversion into non-peptidic inhibitors of Cys and Ser proteasesin the synthesis of 1-acyliridolesin enantiocontrolled total synthesis of (-)-aspicilin

Technology Process of 2,6-Dichlorobenzoyl chloride

There total 4 articles about 2,6-Dichlorobenzoyl 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: 70.0%

2,6-dichlorobenzoic acid (50-30-6) → 2,6-Dichlorobenzoyl chloride (4659-45-4)

Guidance literature:

With oxalyl dichloride; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃; for 2h; Inert atmosphere;

Reference yield:

2,6-dichlorobenzaldehyde (83-38-5) → 2,6-Dichlorobenzoyl chloride (4659-45-4)

Guidance literature:

Irradiation_.Einleiten von Chlorwasserstoff mit Gluehlampenlicht;

Reference yield:

→ 2,6-Dichlorobenzoyl chloride (4659-45-4)

Guidance literature:

DOI:10.1021/jo00884a018

upstream raw materials:

2,6-dichlorobenzaldehyde

2,6-dichlorobenzoic acid

Downstream raw materials:

3-acetyl-1-(2,6-dichlorobenzoyl)-2,4-dimethylpyrrole

1,6-anhydro-2-O-(2,6-dichlorobenzoyl)-3,4-dideoxy-β-D-erythro-hex-3-enopyranose

2-(2',6'-dichlorobenzyl)toluene

2,6-dichloro-benzoic acid cyclohex-2-enyl ester

Refernces

• 1、 Dawalamu,Fang, Hai-Lian,Fu, Zi-Juan,Li, Fang,Li, Ke,Li, Wei-Yi,Liu, Li,Ni, Wei-Wei,Ouyang, Hui,Xiao, Zhu-Ping,Ye, Ya-Xi,Zhu, Hai-Liang,Zhu, Wen-Yan,Zou, Xia. "Synthesis and structure-activity relationship studies of n-monosubstituted aroylthioureas as urease inhibitors". . p. 1046 - 1059. Retrieved 2021/11/30.
• 2、 Wang, Xuesong,Tang, Xiaorong. "Design, synthesis and evaluate in vitroantifungal activity of novel benzamide derivatives". . p. 549 - 554. Retrieved 2019/09/18.