4-Chlorobenzoyl chloride

Base Information

• Chemical Name: 4-Chlorobenzoyl chloride
• CAS No.: 122-01-0
• Deprecated CAS: 1350454-33-9
• Molecular Formula: C7H4Cl2O
• Molecular Weight: 175.014
• Hs Code.: 29163900
• European Community (EC) Number: 204-515-3
• UNII: 8UQ7JCV2YP
• DSSTox Substance ID: DTXSID4051619
• Nikkaji Number: J95.365B
• Wikidata: Q17521019
• Metabolomics Workbench ID: 61241
• Mol file: 122-01-0.mol

Synonyms:4-CHLOROBENZOYL CHLORIDE;122-01-0;Benzoyl chloride, 4-chloro-;p-Chlorobenzoyl chloride;para-Chlorobenzoyl chloride;4-Chlorobenzoic acid chloride;4-Chlorobenzoyl vhloride;EINECS 204-515-3;4-chloro benzoyl chloride;4-chloro-benzoyl chloride;8UQ7JCV2YP;Benzoyl chloride, p-chloro-;AI3-14889;CCRIS 8935;DTXSID4051619;EC 204-515-3;4-Chlorobenzoylchloride;MFCD00000686;PCBOC;p-chlorobenzoylchloride;4chlorobenzoyl chloride;p-Chlorobenzoyl cloride;p-chloro benzoylchloride;p-chloro-benzoylchloride;p-chlorobenzoyl chlorine;4-chloro benzoylchloride;4-chlorobenzoyl-chloride;p-chloro-benzoyl chloride;rho-chlorobenzoyl chloride;UNII-8UQ7JCV2YP;SCHEMBL1854;P-CHLORBENZOYLCHLORIDE;p-chlorobenzoic acid chloride;4-chlorophenylcarbonyl chloride;Cloruro de benzoilo, 4-cloro-;4-Chlorobenzoyl chloride, 95%;4-Chlorobenzoyl chloride, 99%;DTXCID9030171;CHEBI:60716;BCP28337;CS-M3728;STR00125;Tox21_303719;BBL011385;STL146486;AKOS005721048;NCGC00357032-01;CAS-122-01-0;LS-42595;FT-0618190;EN300-21335;W-108441;Q17521019;F2190-0063

Chemical Property of 4-Chlorobenzoyl chloride

Chemical Property:

• Appearance/Colour: clear, colorless liquid
• Vapor Pressure: 0.00229mmHg at 25°C
• Melting Point: 12 °C
• Refractive Index: n20/D 1.578(lit.)
• Boiling Point: 222 °C at 760 mmHg
• Flash Point: 105 °C
• PSA: 17.07000
• Density: 1.377 g/cm³
• LogP: 2.71900
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water. Reacts with alcohol.
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 173.9639201
• Heavy Atom Count: 10
• Complexity: 128

Purity/Quality:

95+% ^*data from raw suppliers

4-Chlorobenzoyl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 26-36/37/39-45-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: C1=CC(=CC=C1C(=O)Cl)Cl
• Uses: 4-Chlorobenzoyl Chloride is used as a promoter in the synthesis of α-aminonitriles. It is also used as a derivatization agent and self-assembling dipole molecule to improve hole injection in conjugated polymers. In addition. It is an important organic intermediate to synthetize substituted 4-chlorobenzoyl products. 4-Chlorobenzoyl chloride was used to synthesize 4-chlorobenzoyl CoA by reacting it with CoA in KHCO3 buffer. 4-Chlorobenzoyl chloride may be used in the following studies Acylation of benzene using different solid acid catalysts such as dodecatungstophosphoric acid (DTPA), DTPA/K-10 clay, K-10, Amberlite, Amberlyst-15, Indion-130, Filtrol-24 clay and sulfated zirconia, Preparation of 1-(4-chlorobenzoyl)-2, 7-dimethoxynaphthalene, Preparation of 4-chlorobenzoyl CoA, via reaction with CoA in KHCO3 buffer, Preparation of 1-aryloxyacetyl-4-(4-chlorobenzoyl)-semicarbazides. 4-Chlorobenzoyl chloride was used to synthesize 4-chlorobenzoyl CoA by reacting it with CoA in KHCO3 buffer.

Technology Process of 4-Chlorobenzoyl chloride

There total 38 articles about 4-Chlorobenzoyl 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: 93.0%

1-Chloro-4-iodobenzene (637-87-6) + 4-nitro-benzoyl chloride (122-04-3) → p-nitrobenzene iodide (636-98-6) + 4-chloro-benzoyl chloride (122-01-0)

Guidance literature:

With (Xantphos)Pd(4-C₆H₄NO₂)(I); In benzene; at 90 ℃; for 20h; Sealed tube; Inert atmosphere;

DOI:10.1021/jacs.8b06605

Reference yield: 89.0%

tert-butyl 4-chlorobenzoate (712-95-8) → 4-chloro-benzoyl chloride (122-01-0)

Guidance literature:

With phosphorus trichloride; In acetonitrile; at 80 ℃; for 3h; Schlenk technique;

DOI:10.1177/1747519819898142

Reference yield: 87.0%

N,N-dimethyl-4-chlorobenzamide (14062-80-7) → 4-chloro-benzoyl chloride (122-01-0)

Guidance literature:

With iodine; N,N-dimethyl-formamide; phosphorus trichloride; In 1,2-dichloro-ethane; at 100 ℃; for 12h; Schlenk technique; Sealed tube;

DOI:10.1002/ejoc.202100630

upstream raw materials:

benzoyl chloride

acetic acid

chlorobenzene

p-toluenesulfonyl chloride

Downstream raw materials:

1-(4-chlorobenzoyl)aziridine

1-(4-chlorophenyl)-2-diazoethanone

1-(4-chlorophenyl)-2-diazo-propan-1-one

piperazine-1,4-diylbis((4-chlorophenyl)methanone)

Refernces

• 1、 Gaspa, Silvia,Porcheddu, Andrea,De Luca, Lidia. "Metal-free oxidative self-coupling of aldehydes or alcohols to symmetric carboxylic anhydrides". . p. 2533 - 2536. Retrieved 2017.
• 2、 Semenok, Dmitrii,Medvedev, Jury,Giassafaki, Lefki-P.,Lavdas, Iason,Vizirianakis, Ioannis S.,Eleftheriou, Phaedra,Gavalas, Antonis,Petrou, Anthi,Geronikaki, Athina. "4,5-Diaryl 3(2H)Furanones: Anti-inflammatory activity and influence on cancer growth". . . Retrieved 2019.
• 3、 Nikitas, Nikolaos F.,Apostolopoulou, Mary K.,Skolia, Elpida,Tsoukaki, Anna,Kokotos, Christoforos G.. "Photochemical Activation of Aromatic Aldehydes: Synthesis of Amides, Hydroxamic Acids and Esters". supporting information. p. 7915 - 7922. Retrieved 2021/05/03.
• 4、 Li, Fangshao,Wu, Xiaofang,Guo, Fengzhe,Tang, Zi-Long,Xiao, Jing. "One-step Conversion of Amides and Esters to Acid Chlorides with PCl3". supporting information. p. 4314 - 4317. Retrieved 2021/07/16.