Isobutyryl chloride

Base Information

• Chemical Name: Isobutyryl chloride
• CAS No.: 79-30-1
• Deprecated CAS: 120126-85-4,2137049-07-9
• Molecular Formula: C4H7ClO
• Molecular Weight: 106.552
• Hs Code.: 2915.90
• European Community (EC) Number: 201-194-1
• UN Number: 2395
• UNII: 6617F0VJZC
• DSSTox Substance ID: DTXSID0052542
• Nikkaji Number: J3.839C
• Wikipedia: Isobutyryl_chloride
• Wikidata: Q27263931
• Mol file: 79-30-1.mol

Synonyms:Isobutyryl chloride;79-30-1;2-Methylpropanoyl chloride;Isobutanoyl chloride;Isobutyroyl chloride;Isobutyric acid chloride;PROPANOYL CHLORIDE, 2-METHYL-;2-Methylpropionyl chloride;isobutyrylchloride;Dimethylacetyl chloride;Chloro isopropyl ketone;alpha-Methylpropionyl chloride;EINECS 201-194-1;isopropanecarbonyl chloride;UN2395;6617F0VJZC;DTXSID0052542;EC 201-194-1;MFCD00000717;isobutyrylchoride;isobutyryl choride;Isobutryl chloride;isobutyroylchloride;i-butyryl chloride;isobutyric chloride;iso-Butyrylchloride;i-PrCOCl;iso-butryl chloride;iso butyryl chloride;iso-butyryl chloride;iso-butyryl-chloride;2-methylpropionylchloride;2-Methylpropanoylchloride;isopropylcarbonyl chloride;SCHEMBL928;Isobutyryl chloride, 98%;2-methyl propanoyl chloride;2-methyl-propanoyl chloride;2-methyl-propionyl chloride;2,2-dimethylacetyl chloride;UNII-6617F0VJZC;2-methyl -propanoyl chloride;2-methylpropanoic acid chloride;Cloruro de propanoil, 2-metil-;DTXCID7031115;2-methyl-propionic acid chloride;2-PROPYLCARBONYL CHLORIDE;STR00509;Tox21_303786;NA2395;STL264222;AKOS000121210;JC10135;UN 2395;.ALPHA.-METHYLPROPIONYL CHLORIDE;CAS-79-30-1;NCGC00357076-01;LS-123213;I0115;EN300-19270;E78921;Isobutyryl chloride [UN2395] [Flammable liquid];Isobutyryl chloride [UN2395] [Flammable liquid];Q27263931;F2190-0012;2-METHYLPROPANOYL CHLORIDE;2-METHYLPROPIONYL CHLORIDE;ISOBUTANOYL CHLORIDE;ISOBUTYROYL CHLORIDE;ISOBUTYRYL CHLORIDE

Chemical Property of Isobutyryl chloride

Chemical Property:

• Appearance/Colour: Colorless liquid
• Vapor Pressure: 0.07 mm Hg ( 20 °C)
• Melting Point: -90 °C
• Refractive Index: 1.4073
• Boiling Point: 90.9 °C at 760 mmHg
• Flash Point: 1.1 °C
• PSA: 17.07000
• Density: 1.03 g/cm³
• LogP: 1.40780
• Storage Temp.: Store at RT.
• Sensitive.: Moisture Sensitive
• Solubility.: Miscible with chloroform, glacial acetic acid, ether, toluene, m
• Water Solubility.: Reacts
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 106.0185425
• Heavy Atom Count: 6
• Complexity: 58.6
• Transport DOT Label: Flammable Liquid Corrosive

Purity/Quality:

99% ^*data from raw suppliers

Isobutyryl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C,T
• Hazard Codes: F,C,T
• Statements: 11-35-23
• Safety Statements: 16-23-26-36-45-36/37/39-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Acid Halides
• Canonical SMILES: CC(C)C(=O)Cl
• Description: Isobutyryl chloride is the simplest branched-chain acyl chloride, appearing as a colorless to yellowish liquid with a pungent odor. Its molecular structure consists of a carbonyl group attached to an isobutyl group. It can irritate the skin, eyes, and mucous membranes and is toxic by ingestion, inhalation, and skin absorption. It hydrolyzes in the presence of water.^[2]
• Uses and Mechanism of Action: Chemical Synthesis: ; Isobutyryl chloride is used to synthesize other chemicals and is involved in various acylation reactions, such as the acylation of toluene.^[1]; ; Plant Growth Regulation: ; Isobutyryl chloride functions as a plant growth regulator, affecting the germination, growth, and morphology of plants.
• Production Methods: Isobutyryl chloride is typically prepared by the chlorination of isobutyric acid.
• References: [1] LEWIS ACIDITY OF MESOPOROUS MOLECULAR SIEVES FOR ACYLATION REACTIONS; DOI 10.1142/9789812779168_0049; [2] Acylation of toluene with isobutyryl chloride; DOI 10.1016/S0167-2991(04)80545-7

Technology Process of Isobutyryl chloride

There total 16 articles about Isobutyryl 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: 99.76%

isobutyric Acid (79-31-2) → isobutyryl chloride (79-30-1)

Guidance literature:

With phosphorus trichloride; at 45 - 55 ℃; for 6h;

Reference yield: 80.0%

2-(5-amino-2-ethoxyphenyl)-pyrido[3,2-d]pyrimidin-4(3H)-one (155879-72-4) → 2-(5-Isobutyrylamino-2-ethoxyphenyl)pyrido[3,2-d]pyrimidin-4(3H)-one + isobutyryl chloride (79-30-1)

Guidance literature:

Reference yield: 61.0%

trimethylsilyl isobutyrate (16883-61-7) + chlorosulfonate de trimethylsilyle (4353-77-9) → 2-Methyl-2-(trimethylsiloxysulfonyl)-propansaeure-trimethylsilylester (89056-04-2) + isobutyryl chloride (79-30-1)

Guidance literature:

In 1,2-dichloro-ethane; for 12h; Heating;

upstream raw materials:

benzoyl chloride

isobutyric Acid

isobutyric acid hydrazide

trimethylsilyl isobutyrate

Downstream raw materials:

2-methyl-1-(2-furyl)-1-propanone

2-methyl-1-thiophen-2-yl-propan-1-one

2-methyl-N-cyclohexylpropanamide

2-isobutyramidobenzoic acid

Refernces

• 1、 Zhang, Fang,Lin, Yiyu,Min, Wenjian,Hou, Yi,Yuan, Kai,Wang, Jin,Yang, Peng. "Computational discovery, structural optimization and biological evaluation of novel inhibitors targeting transient receptor potential vanilloid type 3 (TRPV3)". . . Retrieved 2021/06/30.
• 2、 Pulikottil, Feba Thomas,Pilli, Ramadevi,Suku, Rohith Valavil,Rasappan, Ramesh. "Nickel-Catalyzed Cross-Coupling of Alkyl Carboxylic Acid Derivatives with Pyridinium Salts via C-N Bond Cleavage". supporting information. p. 2902 - 2907. Retrieved 2020/04/09.