Isovaleryl chloride

Base Information

• Chemical Name: Isovaleryl chloride
• CAS No.: 108-12-3
• Deprecated CAS: 2137901-53-0
• Molecular Formula: C5H9ClO
• Molecular Weight: 120.579
• Hs Code.: 29159080
• European Community (EC) Number: 203-552-2
• UNII: J2ML32M57V
• DSSTox Substance ID: DTXSID7059359
• Nikkaji Number: J134.568K
• Wikidata: Q27281067
• Mol file: 108-12-3.mol

Synonyms:Isovaleryl chloride;108-12-3;3-Methylbutanoyl chloride;Butanoyl chloride, 3-methyl-;Isopentanoyl chloride;3-Methylbutyryl chloride;Isovaleric acid chloride;3-methyl-butyryl chloride;Isovaleroyl chloride;Isovaleric chloride;UNII-J2ML32M57V;J2ML32M57V;EINECS 203-552-2;EC 203-552-2;1219803-46-9;Isovalerylchloride;3-Methyl-Butanoyl Chloride;isovalerylchlorid;isovalerylchlorid-;iso-valerylchloride;iso-valeryl chloride;MFCD00000738;3-methylbutyrylchloride;3-methyl-butyroyl chloride;Dimethyl-propionyl chloride;Isovaleryl chloride, 98%;SCHEMBL12073;3-methylbutyric acid chloride;DTXSID7059359;ISOVALERYL CHLORIDE [MI];ISULZYQDGYXDFW-UHFFFAOYSA-;BBL027310;STL264223;AKOS000121229;VS-08523;FT-0627537;I0200;EN300-21314;Isovaleryl chloride, purum, >=98.0% (AT);A801810;J-002062;J-521606;Q27281067;F2190-0015

Chemical Property of Isovaleryl chloride

Chemical Property:

• Appearance/Colour: clear colourless to slightly yellow or pink liquid
• Vapor Pressure: 18.2mmHg at 25°C
• Refractive Index: n20/D 1.416(lit.)
• Boiling Point: 116.4 °C at 760 mmHg
• Flash Point: 25.5 °C
• PSA: 17.07000
• Density: 1.005 g/cm³
• LogP: 1.79790
• Storage Temp.: Flammables area
• Sensitive.: Moisture Sensitive
• Water Solubility.: decomposes
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 120.0341926
• Heavy Atom Count: 7
• Complexity: 68.5

Purity/Quality:

99% ^*data from raw suppliers

Isovaleryl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, F
• Hazard Codes: C,F
• Statements: 10-34-37-11-20
• Safety Statements: 26-36/37/39-45-9-23-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)CC(=O)Cl
• Uses: Isovaleryl chloride was used in the synthesis of:furanodictines A and Btetrapeptide amide, S-benzyl-L-cysteinyl-L-prolyl-L-leucylglycinamide(+)-blastmycinone(R)- and (S)-2-methyl-4-octanol, aggregation pheromone of some sugarcane weevils

Technology Process of Isovaleryl chloride

There total 8 articles about Isovaleryl 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: 62.0%

3-methylbutyric acid (503-74-2) → isopentanoyl chloride (108-12-3)

Guidance literature:

With thionyl chloride; for 3h; Reflux;

DOI:10.1039/c4ob02079k

Reference yield:

tetrachloromethane (56-23-5) + isovaleraldehyde (590-86-3) → chloroform (67-66-3,8013-54-5) + isopentanoyl chloride (108-12-3)

Guidance literature:

With dibenzoyl peroxide;

DOI:10.1021/ja01203a514

Reference yield:

tetrachloromethane (56-23-5) + isovaleraldehyde (590-86-3) + dibenzoyl peroxide (94-36-0) → chloroform (67-66-3,8013-54-5) + isopentanoyl chloride (108-12-3)

Guidance literature:

DOI:10.1021/ja01203a514

upstream raw materials:

3-methylbutyric acid

trichloro-isovaleryloxy-silane

benzoyl chloride

tetrachloromethane

Downstream raw materials:

N-methyl-isovaleranilide

N-(4-amino-2-methyl-[6]quinolyl)-isovaleramide

1,2-bis-isovalerylamino-propane

4-isovaleryl-1,5-dimethyl-2-phenyl-1,2-dihydro-pyrazol-3-one

Refernces

• 1、 Daunes, Sylvie,Yardley, Vanessa,Croft, Simon L.,D'Silva, Claudius. "Antiprotozoal glutathione derivatives with flagellar membrane binding activity against T. brucei rhodesiense". . p. 1329 - 1340. Retrieved 2017.
• 2、 Winstein,Seubold. "-". . p. 2917. Retrieved 1947.
• 3、 Mascal, Mark,Moody, Christopher J.,Slawin, Alexandra M. Z.,Williams, David J.. "Synthesis of (-)-Indolactam V". . p. 823 - 830. Retrieved 1992.
• 4、 Nam, Donggeon,Steck, Viktoria,Potenzino, Robert J.,Fasan, Rudi. "A Diverse Library of Chiral Cyclopropane Scaffolds via Chemoenzymatic Assembly and Diversification of Cyclopropyl Ketones". . p. 2221 - 2231. Retrieved 2021/02/16.
• 5、 Zhao, Wei,Wurz, Ryan P.,Peters, Jonas C.,Fu, Gregory C.. "Photoinduced, Copper-Catalyzed Decarboxylative C-N Coupling to Generate Protected Amines: An Alternative to the Curtius Rearrangement". supporting information. p. 12153 - 12156. Retrieved 2017/09/12.