4-Fluorobenzoyl chloride

Base Information

• Chemical Name: 4-Fluorobenzoyl chloride
• CAS No.: 403-43-0
• Deprecated CAS: 1350454-32-8
• Molecular Formula: C7H4ClFO
• Molecular Weight: 158.56
• Hs Code.: DERIVATION
• European Community (EC) Number: 206-961-4
• NSC Number: 88305
• UNII: WW9JD3YJ9Q
• DSSTox Substance ID: DTXSID5059953
• Nikkaji Number: J45K
• Wikidata: Q72479238
• Mol file: 403-43-0.mol

Synonyms:4-Fluorobenzoyl chloride;403-43-0;Benzoyl chloride, 4-fluoro-;p-Fluorobenzoyl chloride;Benzoyl chloride, p-fluoro-;p-Fluorobenzoic acid chloride;4-fluorobenzoylchloride;4-Fluorobenzoic acid chloride;4-fluoro-benzoyl chloride;MFCD00000684;4-Fluoro benzoyl chloride;WW9JD3YJ9Q;4-fluorobenzoyl-d4 chloride;EINECS 206-961-4;NSC 88305;NSC-88305;1071809-52-3;4-fluorbenzoylchlorid;p-fluorobenzoylchloride;p-fluorobenzoyl choride;4-flurobenzoyl chloride;4-fluoro benzoylchloride;4-fluoro-benzoylchloride;4-fluorobenzoic chloride;4-fluorobenzoyl-chloride;para-fluorobenzoylchloride;UNII-WW9JD3YJ9Q;4-Fluoro-benzoyl-chloride;para-Fluorobenzoyl chloride;4-fluoranylbenzoyl chloride;SCHEMBL1649;4-fluorophenylcarbonyl chloride;4-Fluorobenzenecarbonyl chloride;4-Fluorobenzoyl chloride, 98%;DTXSID5059953;4-fluorobenzene carbonyl chloride;CZKLEJHVLCMVQR-UHFFFAOYSA-;4-fluoro-1-benzenecarbonyl chloride;NSC88305;CK1093;AKOS000268647;PB42763;4-fluoro-phenyl carboxylic acid chloride;AMY202100080;AS-45825;F0213;FT-0618516;EN300-19251;A25256;A825063;W-106359;F2190-0060;4-fluoro-benzoylchlorid

Chemical Property of 4-Fluorobenzoyl chloride

Chemical Property:

• Appearance/Colour: clear colourless to light yellow liquid
• Vapor Pressure: 0.000277mmHg at 25°C
• Melting Point: 10-12 °C(lit.)
• Refractive Index: n20/D 1.532(lit.)
• Boiling Point: 180.6 °C at 760 mmHg
• Flash Point: 82.2 °C
• PSA: 17.07000
• Density: 1.32 g/cm³
• LogP: 2.20470
• Storage Temp.: 2-8°C
• Sensitive.: Lachrymatory
• Water Solubility.: Reacts with water.
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 157.9934706
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

4-Fluorobenzoyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-36/37-14
• Safety Statements: 26-36/37/39-45-28A-27

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: C1=CC(=CC=C1C(=O)Cl)F
• Uses: It is used in the synthesis of polyphenylene ether and thioether ketones and also in the synthesis fluorinated poly(aryl ether ketone)s containing 1,4-naphthalene moieties. It is also used as a raw material in engineering of plastics.

Technology Process of 4-Fluorobenzoyl chloride

There total 30 articles about 4-Fluorobenzoyl 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: 97.3%

4-Fluorobenzoic acid (456-22-4) + 4-fluoro-1-trichloromethylbenzene (402-42-6) → 4-fluorobenzoyl chloride (403-43-0)

Guidance literature:

With iron(III) oxide; at 140 ℃; for 2.5h; Autoclave;

Reference yield: 92.0%

N,N-dimethyl-4-fluorobenzamide (24167-56-4) → 4-fluorobenzoyl chloride (403-43-0)

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

Reference yield: 91.0%

4-fluoro-1-iodobenzene (352-34-1) + 4-nitro-benzoyl chloride (122-04-3) → p-nitrobenzene iodide (636-98-6) + 4-fluorobenzoyl chloride (403-43-0)

Guidance literature:

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

DOI:10.1021/jacs.8b06605

upstream raw materials:

4-Fluorobenzoic acid

1-(4-Fluoro-benzoyl)-3-methyl-3H-imidazol-1-ium; chloride

p-fluorotoluene

4-fluorobenzaldehyde

Downstream raw materials:

6-(4-fluoro-benzoylamino)-benzo[1,3]dioxole-5-carboxylic acid methyl ester

2-(4-fluorobenzoyl)thiophene

4-fluoro-benzoic acid-(2-piperidino-ethyl ester)

4-fluoro-N-(pyrimidin-2-yl)benzamide

Refernces

• 1、 Wang, Xiaohong,Liu, Xingli,Jiang, Yujia,Zhao, Zhigang. "Microwave-assisted synthesis and in vitro antibacterial activity of novel steroidal 1,2,4-triazole Schiff base derivatives". . p. 300 - 303. Retrieved 2014.
• 2、 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.
• 3、 Wu, Xiaofang,Zhou, Lei,Li, Fangshao,Xiao, Jing. "PCl3-mediated transesterification and aminolysis of tert-butyl esters via acid chloride formation". . p. 491 - 497. Retrieved 2021/01/20.