5-Chlorovaleryl chloride

Base Information

• Chemical Name: 5-Chlorovaleryl chloride
• CAS No.: 1575-61-7
• Molecular Formula: C5H8Cl2O
• Molecular Weight: 155.024
• Hs Code.: 29159000
• European Community (EC) Number: 216-403-1
• NSC Number: 84182
• DSSTox Substance ID: DTXSID60166272
• Nikkaji Number: J40.784D
• Wikidata: Q72460635
• Mol file: 1575-61-7.mol

Synonyms:5-chlorovaleryl chloride;5-CVC cpd

Chemical Property of 5-Chlorovaleryl chloride

Chemical Property:

• Appearance/Colour: clear colourless to slightly yellow liquid
• Vapor Pressure: 0.586mmHg at 25°C
• Refractive Index: n20/D 1.464(lit.)
• Boiling Point: 188.9 °C at 760 mmHg
• Flash Point: 76.3 °C
• PSA: 17.07000
• Density: 1.183 g/cm³
• LogP: 2.16090
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Water Solubility.: reacts
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 153.9952203
• Heavy Atom Count: 8
• Complexity: 72.8

Purity/Quality:

99% ^*data from raw suppliers

5-Chlorovaleryl Chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,T
• Hazard Codes: C,T
• Statements: 22-34-23-23/34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(CCCl)CC(=O)Cl
• Description: 5-Chlorovaleryl chloride is an important synthetic intermediate of pyrazole herbicides. 5-Chloropentanoyl chloride is used as the raw material of 1,1,7-trichloro-1-hepten-3-one, and then the third-generation pyrazole herbicides can be synthesized. Pyrazole herbicides have the characteristics of ultra-efficient herbicidal activity, high selectivity, extremely low mammalian toxicity and good environmental characteristics, and have become a hot spot in the research and development of herbicides in the world in recent years.
• Uses: 5-Chlorovaleroyl chloride (5-CVC) has been used in the development and validation of a GC-FID method for the analysis of low level impurities present in 5-CVC. It has been used in the synthesis of anion-exchange resins by acylation of polystyrene/divinylbenzene and subsequent amination with trimethylamine. It is commonly used as alkylating agent in the synthesis of pharmaceutical intermediates and other specialty chemicals. 5-Chlorovaleroyl chloride (5-CVC) has been used in the development and validation of a GC-FID method for the analysis of low level impurities present in 5-CVC. It has been used in the synthesis of anion-exchange resins by acylation of polystyrene/divinylbenzene and subsequent amination with trimethylamine.

Technology Process of 5-Chlorovaleryl chloride

There total 13 articles about 5-Chlorovaleryl 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: 97.0%

5-chloro-valeric acid (1119-46-6) → 5-Chlorovaleroyl chloride (1575-61-7)

Guidance literature:

With thionyl chloride; for 3h; Heating / reflux;

Reference yield: 81.0%

3,4,5,6-tetrahydro-2H-pyran-2-one (542-28-9,26354-94-9) + phosgene (75-44-5) + 3-Methylpyridine (108-99-6) → 5-Chlorovaleroyl chloride (1575-61-7)

Guidance literature:

With hydrogenchloride;

Reference yield:

sodium cyanide (773837-37-9) + 1,4-dichlorobutane (110-56-5) → 5-Chlorovaleroyl chloride (1575-61-7) + Adipic acid dichloride (111-50-2)

Guidance literature:

sodium cyanide; 1,4-dichlorobutane; With tetrabutylammomium bromide; In water; at 80 - 85 ℃; for 6h; Large scale;

With hydrogenchloride; In water; at 55 - 70 ℃; for 5h; Large scale;

With thionyl chloride; at 20 - 30 ℃; for 18h; Large scale;

upstream raw materials:

5-chloro-valeric acid

n-valeryl chloride

chlorine

benzene

Downstream raw materials:

5-Chloro-1-phenyl-1-pentanone

5-chloro-4'-fluoro-2'-hydroxyvalerophenone

5-Chloro-pentanoic acid 2,3,4,5,6-pentakis-(5-chloro-pentanoyloxy)-cyclohexyl ester

5-Chloro-pentanoic acid (2-cyanomethyl-4-methoxy-phenyl)-amide

Refernces

• 1、 Podunavac, Ma?a,Mailyan, Artur K.,Jackson, Jeffrey J.,Lovy, Alenka,Farias, Paula,Huerta, Hernan,Molgó, Jordi,Cardenas, Cesar,Zakarian, Armen. "Scalable Total Synthesis, IP3R Inhibitory Activity of Desmethylxestospongin B, and Effect on Mitochondrial Function and Cancer Cell Survival". supporting information. p. 11278 - 11282. Retrieved 2021/04/19.
• 2、 Wei, Dian,Liu, Tu-Ming,Zhou, Bo,Han, Bing. "Decarboxylative Borylation of mCPBA-Activated Aliphatic Acids". supporting information. p. 234 - 238. Retrieved 2020/01/02.