Cyclohexanecarbonyl chloride

Base Information

• Chemical Name: Cyclohexanecarbonyl chloride
• CAS No.: 2719-27-9
• Deprecated CAS: 1245720-18-6
• Molecular Formula: C7H11ClO
• Molecular Weight: 146.617
• Hs Code.: 29162000
• European Community (EC) Number: 220-322-7
• NSC Number: 85181
• DSSTox Substance ID: DTXSID8062608
• Nikkaji Number: J68.544E
• Wikidata: Q72459575
• Mol file: 2719-27-9.mol

Synonyms:Cyclohexanecarbonyl chloride;2719-27-9;Hexahydrobenzoyl chloride;Cyclohexanecarboxylic acid chloride;Chlorocarbonylcyclohexane;Cyclohexanoyl chloride;Cyclohexylcarbonyl chloride;cyclohexanecarbonylchloride;MFCD00001456;(Chlorocarbonyl)cyclohexane;EINECS 220-322-7;NSC 85181;EC 220-322-7;Cyclohexanoic acid chloride;cyclohexane carbonyl chloride;cyclohexylcarboxylic acid chloride;cyclohexoyl chloride;cyclohexancarbonylchlorid;hexahydrobenzoyl-chloride;cyclohexancarbonyl chloride;cyclohexanoic acid chloride;cyclohexyl carbonyl chloride;cyclohexylcarboxylic chloride;SCHEMBL1420;1-cyclohexanecarbonyl chloride;Cloruro de Ciclohexanocarbonil;DTXSID8062608;cyclohexancarboxylic acid chloride;Cyclohexanecarbonyl chloride, 98%;BCP24458;cyclohexane carboxylic acid chloride;NSC85181;STR00564;CCG-40557;NSC-85181;3-cyclohexane carboxylic acid chloride;AKOS000268645;FT-0624181;EN300-19835;A818949;W-107125;F2190-0021

Chemical Property of Cyclohexanecarbonyl chloride

Chemical Property:

• Appearance/Colour: clear colourless to straw coloured liquid
• Vapor Pressure: 0.915mmHg at 25°C
• Melting Point: 29oC
• Refractive Index: 1.468 - 1.470
• Boiling Point: 180 °C at 760 mmHg
• Flash Point: 81.3 °C
• PSA: 17.07000
• Density: 1.105 g/cm³
• LogP: 2.33210
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Water Solubility.: HYDROLYSES
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 146.0498427
• Heavy Atom Count: 9
• Complexity: 106

Purity/Quality:

99% ^*data from raw suppliers

Cyclohexanecarbonyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-37-22
• Safety Statements: 26-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC(CC1)C(=O)Cl
• Uses: Cyclohexanecarbonyl chloride is used in the preparation of five thiourea derivative ligands having anti-bacterial and anti-yeast activity, (N-(diethylcarbamothioyl)cyclohexanecarboxamide, N-(di-n-propylcarbamothioyl)cyclohexanecarboxamide, di-n-butylcarbamothioyl)cyclohexanecarboxamide, N-(diphenylcarbamothioyl)cyclohexanecarboxamide, N-(morpholine-4-carbonothioyl)cyclohexanecarboxamide.

Technology Process of Cyclohexanecarbonyl chloride

There total 14 articles about Cyclohexanecarbonyl 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: 99.83%

Cyclohexanecarboxylic acid (98-89-5) → cyclohexanylcarbonyl chloride (2719-27-9)

Guidance literature:

With thionyl chloride; In dodecane; benzene; at 20 ℃; for 1h; Heating / reflux;

Reference yield: 99.0%

→ cyclohexanylcarbonyl chloride (2719-27-9)

Guidance literature:

Product distribution / selectivity;

Reference yield: 96.0%

N,N-dimethylcyclohexanecarboxamide (17566-51-7) → cyclohexanylcarbonyl chloride (2719-27-9)

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:

phosgene

cyclohexane

oxalyl dichloride

Cyclohexanecarboxylic acid

Downstream raw materials:

N-hydroxy-N-phenylcyclohexanecarboxamide

cyclohexanecarboxylic acid phenethylamide

N,N-dimethylcyclohexanecarboxamide

N,N-diethylcyclohexanecarboxamide

Refernces

• 1、 Aziz, Hamid,Saeed, Aamer,Khan, Muhammad Aslam,Afridi, Shakeeb,Jabeen, Farukh. "Synthesis, characterization, antimicrobial, antioxidant and computational evaluation of N-acyl-morpholine-4-carbothioamides". . p. 763 - 776. Retrieved 2020/03/04.
• 2、 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.