4-Cyanobenzoyl chloride

Base Information

• Chemical Name: 4-Cyanobenzoyl chloride
• CAS No.: 6068-72-0
• Molecular Formula: C8H4ClNO
• Molecular Weight: 165.579
• Hs Code.: 29269090
• European Community (EC) Number: 228-005-5
• UNII: 2577FDE7A8
• DSSTox Substance ID: DTXSID80209493
• Nikkaji Number: J32.734D
• Wikidata: Q27253923
• Mol file: 6068-72-0.mol

Synonyms:4-Cyanobenzoyl chloride;6068-72-0;4-Cyanobenzoylchloride;4-Cyano-benzoyl chloride;p-CYANOBENZOYL CHLORIDE;Benzoyl chloride, 4-cyano-;4-cyanobenzoic acid chloride;Para-cyanobenzoyl chloride;UNII-2577FDE7A8;2577FDE7A8;EINECS 228-005-5;4-(Chlorocarbonyl)benzonitrile;4cyanobenzoyl chloride;4-cyano-benzoylchloride;4-cyanobenzoyl-chloride;Benzoyl chloride, p-cyano-;SCHEMBL1950;4-Cyanobenzoyl chloride, 98%;DTXSID80209493;CHEBI:184302;CS-M3566;STR02292;MFCD00001822;AKOS008901131;FT-0618300;F16199;EN300-1262985;A832843;Q27253923;F2146-0388

Chemical Property of 4-Cyanobenzoyl chloride

Chemical Property:

• Appearance/Colour: almost white to beige crystalline powder
• Vapor Pressure: 0.00219mmHg at 25°C
• Melting Point: 68-70 °C(lit.)
• Refractive Index: 1.567
• Boiling Point: 289.5 °C at 760 mmHg
• Flash Point: 128.9 °C
• PSA: 40.86000
• Density: 1.32 g/cm³
• LogP: 1.93728
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water.
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 164.9981414
• Heavy Atom Count: 11
• Complexity: 197

Purity/Quality:

99% ^*data from raw suppliers

4-Cyanobenzoyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#N)C(=O)Cl
• Uses: 4-Cyanobenzoyl chloride has been used in the synthesis of new liquid crystalline heteroaromatic compounds containing the five-membered isoxazole, tetrazole and 1,2,4-oxadiazole rings. It has been used in the synthesis of substituted benzoate esters and to study their excited-state behavior.

Technology Process of 4-Cyanobenzoyl chloride

There total 15 articles about 4-Cyanobenzoyl 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: 98.0%

phosgene (75-44-5) + 4-cyanobenzoic Acid (619-65-8,333406-09-0) → 4-cyanobenzoyl chlorIde (6068-72-0)

Guidance literature:

With pyridine; In dichloromethane;

Reference yield: 98.0%

4-cyanobenzoic Acid (619-65-8,333406-09-0) → 4-cyanobenzoyl chlorIde (6068-72-0)

Guidance literature:

Reference yield: 96.0%

4-cyanobenzoic Acid (619-65-8,333406-09-0) + p-cyanobenzo trichloride (2179-45-5) → 4-cyanobenzoyl chlorIde (6068-72-0)

Guidance literature:

With iron(III) oxide; at 137 ℃; for 2h; Autoclave;

upstream raw materials:

4-cyanobenzoic Acid

4-Cyanobenzyl alcohol

4-cyanobenzaldehyde

4-cyanobenzyl chloride

Downstream raw materials:

2-diazo-1-(4-cyanophenyl)ethanone

4-cyano-benzoic acid furfuryl ester

4-(6-Chloro-[1,2,4]triazolo[3,4-a]phthalazin-3-yl)-benzonitrile

N-(4,6-dimethyl-2-pyridinyl)-4-cyanobenzamide

Refernces

• 1、 He, Yuan,Liao, Xian-Zhang,Dong, Lin,Chen, Fen-Er. "Rh(iii)-Catalyzed three-component cascade annulation to produce theN-oxopropyl chain of isoquinolone derivatives". supporting information. p. 561 - 567. Retrieved 2021/02/06.
• 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.