2,5-Difluorobenzoyl chloride

Base Information

• Chemical Name: 2,5-Difluorobenzoyl chloride
• CAS No.: 35730-09-7
• Molecular Formula: C7H3ClF2O
• Molecular Weight: 176.55
• Hs Code.: 29163990
• European Community (EC) Number: 252-701-8
• UNII: 7NDW4XJ5SK
• DSSTox Substance ID: DTXSID10189274
• Nikkaji Number: J236.447F
• Wikidata: Q72462600
• Mol file: 35730-09-7.mol

Synonyms:2,5-Difluorobenzoyl chloride;35730-09-7;2,5-difluorobenzoylchloride;Benzoyl chloride, 2,5-difluoro-;7NDW4XJ5SK;EINECS 252-701-8;MFCD00009929;UNII-7NDW4XJ5SK;SCHEMBL343535;2,5-difluoro benzoyl chloride;2,5-difluoro-benzoyl chloride;DTXSID10189274;2,5-Difluorobenzoyl chloride, 98%;AKOS009156908;AM61486;JS-4111;2-(chloromethyl)-1,4-difluoro-benzene;D3406;FT-0601425;A822960;J-507338

Chemical Property of 2,5-Difluorobenzoyl chloride

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 3.34mmHg at 25°C
• Melting Point: 73-74 °C
• Refractive Index: 1.514-1.516
• Boiling Point: 183.8 °C at 760 mmHg
• Flash Point: 64.9 °C
• PSA: 17.07000
• Density: 1.42 g/cm³
• LogP: 2.34380
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Moisture Sensitive
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 175.9840487
• Heavy Atom Count: 11
• Complexity: 163

Purity/Quality:

98% ^*data from raw suppliers

2,5-Difluorobenzoyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 45-36/37/39-25-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)C(=O)Cl)F
• Uses: 2,5-Difluorobenzoyl chloride has been used in the synthesis of:ethyl 4-(2′,5′-difluorobenzoyl)-3,5-dimethyl-1H-pyrrole-2-carboxylate (JJ78:1)thiohydrazide

Technology Process of 2,5-Difluorobenzoyl chloride

There total 3 articles about 2,5-Difluorobenzoyl 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: 100.0%

2,5-difluorobenzoic acid (2991-28-8,255875-51-5) → 2,5-difluorobenzoyl chloride (35730-09-7)

Guidance literature:

2,5-difluorobenzoic acid; With N,N-dimethyl-formamide; In dichloromethane; at 0 ℃; for 0.0833333h;

With oxalyl dichloride; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/jacs.0c13415

Reference yield:

para-difluorobenzene (540-36-3) → 2,5-difluorobenzoyl chloride (35730-09-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sec-BuLi / 1.) THF, -78 deg C, 0.5 h, 2.) THF, a) -78 deg C, 15 min, b) from -78 deg C to RT

2: 73 percent / SO₂Cl / 4 h / Heating

With sulfuryl dichloride; sec.-butyllithium;

DOI:10.1021/jo00381a001

Reference yield:

→ 2,5-difluorobenzoyl chloride (35730-09-7)

Guidance literature:

upstream raw materials:

2,5-difluorobenzoic acid

para-difluorobenzene

Downstream raw materials:

dimethyl 2,3-dihydro-5-(2,5-difluorophenyl)-1H-pyrrolizine-6,7-dicarboxylate

N-(4,6-diethoxy-pyridazin-3-ylmethyl)-2,5-difluoro-N-(3-methyl-butyl)-benzamide

N-(6-chloro-4-propyl-pyrimidin-3-ylmethyl)-2,5-difluoro-N-isobutyl-benzamide

N₁-[3-(2-{[(Ethylamino)carbonyl]amino}-1,3-benzothiazol-6-yl)-3-oxopropyl]-2,5-difluorobenzamide

Refernces

• 1、 Zhu, Xiang,Zhang, Min,Yu, Linhua,Xu, Zhihong,Yang, Dan,Du, Xiaoying,Wu, Qinglai,Li, Junkai. "Synthesis and bioactivities of diamide derivatives containing a phenazine-1-carboxamide scaffold". supporting information. p. 2453 - 2460. Retrieved 2018/03/29.
• 2、 Rotta, Mariane,Pissinate, Kenia,Villela, Anne Drumond,Back, Davi Fernando,Timmers, Luis Fernando Saraiva MacEdo,Bachega, Jos Fernando Ruggiero,De Souza, Osmar Norberto,Santos, Digenes Santiago,Basso, Luiz Augusto,MacHado, Pablo. "Piperazine derivatives: Synthesis, inhibition of the Mycobacterium tuberculosis enoyl-acyl carrier protein reductase and SAR studies". . p. 436 - 447. Retrieved 2015/08/19.