80336-66-9

Basic information

• Product Name: 2-CHLORO-1-(4-ISOBUTYLPHENYL)PROPAN-1-ONE
• Synonyms: 2-CHLORO-1-(4-ISOBUTYLPHENYL)PROPAN-1-ONE;1-Propanone, 2-chloro-1-[4-(2-methylpropyl)phenyl]- (9CI);2-Chloro-1-(4-isobutyl)propan-1-one;Ibuprofen Impurity 58
• CAS NO: 80336-66-9
• Molecular Formula: C₁₃H₁₇ClO
• Molecular Weight: 224.73
• Product Categories: ACETYLHALIDE
• Mol File: 80336-66-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 52 °C
• Boiling Point: 319.1 °C at 760 mmHg
• Flash Point: 187.2 °C
• Appearance: /
• Density: 1.043g/cm³
• Vapor Pressure: 0.000346mmHg at 25°C
• Refractive Index: 1.51
• CAS DataBase Reference: 2-CHLORO-1-(4-ISOBUTYLPHENYL)PROPAN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-1-(4-ISOBUTYLPHENYL)PROPAN-1-ONE(80336-66-9)
• EPA Substance Registry System: 2-CHLORO-1-(4-ISOBUTYLPHENYL)PROPAN-1-ONE(80336-66-9)

Safety Data

• Hazardous Substances Data: 80336-66-9(Hazardous Substances Data)

Usage

General Description

2-CHLORO-1-(4-ISOBUTYLPHENYL)PROPAN-1-ONE is a chemical compound with the molecular formula C12H15ClO. It is a derivative of propionylphenone and is classified as a ketone. 2-CHLORO-1-(4-ISOBUTYLPHENYL)PROPAN-1-ONE is used in the production of pharmaceuticals and other organic compounds. It is a white, crystalline solid with a melting point of 35-37°C and a boiling point of 313-315°C. The chemical structure of 2-CHLORO-1-(4-ISOBUTYLPHENYL)PROPAN-1-ONE contains a chlorine atom and an isobutyl group attached to a phenyl ring, making it an important building block in the synthesis of various molecules in the pharmaceutical and chemical industries.

InChI:InChI=1/C13H17ClO/c1-9(2)8-11-4-6-12(7-5-11)13(15)10(3)14/h4-7,9-10H,8H2,1-3H3

Upstream product

• 7623-09-8 2-chloropropionyl chloride 
• 538-93-2 1-phenyl-2-methylpropane 
• 59771-24-3 4-isobutylpropiophenone 

Downstream Products

• 438219-37-5 4-(4'-isobutylphenyl)-5-methyl-2-aminothiazole 
• 89878-72-8 2-(1-chloroethyl)-2-(4'-isobutylphenyl)-5,5-dimethyl-1,3-dioxane 
• 154320-56-6 methyl 4-iso-butylbenzoate 
• 80336-64-7 2-bromo-1-(4'-isobutyl-phenyl)-propan-1-one 
• 38861-88-0 4-isobutylbenzoic acid 
• 84508-64-5 2-Chloro-1,1-dimethoxy-1-(4-isobutylphenyl)propane 
• 115943-62-9 α-iodo-4-(2-methylpropyl)propiophenone 
• 15687-27-1 ibuprofen 
• 59771-24-3 4-isobutylpropiophenone 

Relevant articles and documents

A 4 - isobutyl phenyl ketone compounds (by machine translation)

The invention discloses a 4 - isobutyl phenyl ketone compounds, the compound structure is as follows: said compound 4 - isobutyl-benzene as the starting material, substituted sulfonic acid and substituted sulfonate as the catalyst, the reaction with the acyl chloride, the following reaction: the application of this method to synthesize 4 - isobutyl phenyl ketone compound, simple and convenient operation, mild reaction conditions, environment-friendly, and has excellent industrial prospect. (by machine translation)

Photochemical Rearrangement of α-Chloro-Propiophenones to α-Arylpropanoic Acids: Studies on Chirality Transfer and Synthesis of (S)-(+)-Ibuprofen and (S)-(+)-Ketoprofen

A new single-step efficient photochemical approach for α-arylpropanoic acids (4) from α-chloro-propiophenones (5) is described.It involves carbonyl triplet excited state directed 1,2-aryl migration of the aryl group which has been found to be highly dependent upon the nature of the aryl substituent.The mode of the rearrangement is probed by the study of the photobehaviour of a set of optically active α-chloro-propiophenones.The results suggest that the nature of the carbonyl triplets (n, ?*/ ?, ?*) plays an important role in the chirality transfer.This method finds application in the synthesis of optically active ibuprofen (4e) and ketoprofen (26), though in moderate optical yields.

Esters of α-Arylalkanoic Acids from 'Masked' α-Halogenoalkyl Aryl Ketones and Silver Salts: Synthetic, Kinetic, and Mechanistic Aspects

A method for the synthesis of alkyl esters of α-arylalkanoic acids is given based on silver-ion-assisted (AgBF4, AgOSO2CF3, AgSbF6, AgNO3) solvolysis of alkyl acetals of primary and secondary α-halogenoalkyl aryl ketones (Hal = I, Br, Cl) in an alcoholic medium (methanol, ethanol).The reaction is quite selective and alkyl esters are the only reaction products; ethers, which are possible substitution products, are not found.The importance of masking the carbonyl as the acetal is emphasised.The reaction is found to be first-order in AgBF4 and in the primary α-halogeno acetal.A three-point Hammett correlation (ρ = -3.29) between ?+ and the rate constants suggests a large cationic contribution as well as strong aryl participation in the transition state.The role payed by the oxygen of the acetal group in the specificity of the reaction is discussed in comparison with the reactivity of analogous compounds with saturated skeletons and of α-halogenoalkyl aryl ketones.