87953-16-0

Basic information

• Product Name: 4-Pentenoic acid, 5-chloro-2-(1-methylethyl)-, (4E)-
• Synonyms: 4-Pentenoic acid, 5-chloro-2-(1-methylethyl)-, (4E)-;(E)-5-chloro-2-isopropylpent-4-enoic acid
• CAS NO: 87953-16-0
• Molecular Formula: C8H13 Cl O2
• Molecular Weight: 176.64
• Product Categories: Drug Intermediates
• Mol File: 87953-16-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 265.6°C at 760 mmHg
• Flash Point: 114.4°C
• Appearance: /
• Density: 1.097g/cm³
• Vapor Pressure: 0.00264mmHg at 25°C
• Refractive Index: 1.477
• CAS DataBase Reference: 4-Pentenoic acid, 5-chloro-2-(1-methylethyl)-, (4E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pentenoic acid, 5-chloro-2-(1-methylethyl)-, (4E)-(87953-16-0)
• EPA Substance Registry System: 4-Pentenoic acid, 5-chloro-2-(1-methylethyl)-, (4E)-(87953-16-0)

Safety Data

• Hazardous Substances Data: 87953-16-0(Hazardous Substances Data)

Usage

General Description

4-Pentenoic acid, 5-chloro-2-(1-methylethyl)-, (4E)- is a chemical compound with the molecular formula C7H11ClO2. It is an organic compound with a linear chain of five carbon atoms and a chlorine atom attached to the second carbon. The presence of the 4E stereoisomer indicates that the double bond is in a trans configuration. 4-Pentenoic acid, 5-chloro-2-(1-methylethyl)-, (4E)- is commonly used in the pharmaceutical and agricultural industries as a building block for the synthesis of various compounds. It is also used in research and development as a reagent in organic synthesis. Additionally, it has potential applications as an intermediate in the production of flavor and fragrance compounds.

InChI:InChI=1/C8H13ClO2/c1-6(2)7(8(10)11)4-3-5-9/h3,5-7H,4H2,1-2H3,(H,10,11)/b5-3+

Upstream product

• 51122-91-9 dimethyl isopropylmalonate 
• 10061-02-6 (E)-1,3-dichloro-prop-1-ene 
• 475562-17-5 methyl (4E)-5-chloro-2-isopropyl-4-pentenoate 
• 705259-97-8 dimethyl 2-[(2E)-3-chloro-2-propenyl]-2-isopropyl malonate 
• 324519-65-5 C₁₀H₁₇ClO₂ 

Downstream Products

• 387353-77-7 methyl (S)-(4E)-5-chloro-2-isopropyl-4-pentenoate 
• 475562-17-5 methyl (4E)-5-chloro-2-isopropyl-4-pentenoate 

Relevant articles and documents

Process for Preparing Racemic Alkyl-5-Halopent-4-Enecarboxylic Acids or Carboxylic Esters

A process for preparing racemic alkyl-5-halopent-4-enecarboxylic acids and esters thereof of the formula (I), in which R is a C1-C6-alkyl radical, R1 is H or C1-4-alkyl and X is chlorine, bromine or iodine, which comprises a) reacting a dialkyl alkylmalonate of the formula (II),in which R is as defined above and R2 is a C1-C4-alkyl radical, in the presence of a metal alkoxide of the formula MOR3, in which M may be Na, K or Li, and R3 is a C1-C4-alkyl radical, and in an organic solvent, with 1,3-dihalopropene to give the corresponding allylated malonate, then b) after full conversion, adding an inorganic salt and a C1-C6 alcohol to the reaction mixture, heating the reaction mixture to reflux temperature, then c) isolating the desired racemic ester of the formula (I) from the reaction mixture by extraction or direct distillation and d) if the racemic acid is the desired end product, hydrolyzing the ester function.

2-ALKYL-5-HALOGEN-PENT-4-ENE CARBOXYLIC ACIDS AND THEIR PRODUCTION

From compounds of formula II wherein R1 and R2 are independently of one another H, C1-C6alkyl, C1-C6halogenalkyl, C1-C6alkoxy, C1-C6alkoxy-C