28163-84-0

Basic information

• Product Name: (E)-hept-3-enoic acid
• Synonyms: (E)-hept-3-enoic acid;(E)-3-Heptenoic acid
• CAS NO: 28163-84-0
• Molecular Formula: C₇H₁₂O₂
• Molecular Weight: 128.16898
• EINECS: 248-876-5
• Mol File: 28163-84-0.mol
• Article Data: 19

Chemical Properties

• Boiling Point: 226.5 °C at 760 mmHg
• Flash Point: 123.8 °C
• Appearance: /
• Density: 0.968 g/cm³
• Vapor Pressure: 0.0296mmHg at 25°C
• Refractive Index: 1.457
• CAS DataBase Reference: (E)-hept-3-enoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-hept-3-enoic acid(28163-84-0)
• EPA Substance Registry System: (E)-hept-3-enoic acid(28163-84-0)

Safety Data

• Hazardous Substances Data: 28163-84-0(Hazardous Substances Data)

Usage

General Description

(E)-hept-3-enoic acid, also known as (E)-3-heptenoic acid, is a carboxylic acid with a seven-carbon chain and a double bond at the third carbon position in the cis configuration. It is a colorless to pale yellow liquid with a fruity, floral odor. (E)-hept-3-enoic acid is commonly used as a flavor and fragrance ingredient in the food and cosmetics industries due to its pleasant aroma. It is also a precursor in the production of various chemicals, including pharmaceuticals and agricultural products. Additionally, it has been studied for its potential antimicrobial and antioxidant properties, making it a versatile and valuable compound in various applications.

InChI:InChI=1/C7H12O2/c1-2-3-4-5-6-7(8)9/h4-5H,2-3,6H2,1H3,(H,8,9)/b5-4+

Upstream product

• 505-57-7 2-hexenal 
• 64-18-6 formic acid 
• 928-95-0 (E)-2-Hexen-1-ol 
• 2497-18-9 (E)-2-hexen-1-yl acetate 
• 124-38-9 carbon dioxide 
• 60053-24-9 penta-3,4-dienoic acid 
• 925-90-6 ethylmagnesium bromide 
• 30332-99-1 penta-3,4-dienoic acid ethyl ester 
• 73881-10-4 (E)-1-bromo-2-hexene 
• 82479-50-3 2-((E)-Hex-2-enyl)-2-hydroxy-indan-1,3-dione 
• 201230-82-2 carbon monoxide 
• 103896-62-4 (E)-diethyl hex-2-en-1-yl phosphate 
• 7379-74-0 β-vinyl-β-propiolactone 
• 592-41-6 1-hexene 

Downstream Products

• 54340-71-5 (E)-ethyl hept-3-enoate 
• 14369-94-9 ethyl 4-oxoheptanoate 
• 1262032-23-4 (E)-N-tosyl-3-heptenamide 
• 57681-53-5 5-propylfuran-2(5H)-one 
• 107-92-6 butyric acid 
• 2108-05-6 trans-3-hepten-1-ol 
• 21662-18-0 trans-2-hexenaldehyde 

Relevant articles and documents

Efficient Pd-Catalyzed Regio- and Stereoselective Carboxylation of Allylic Alcohols with Formic Acid

Formic acid is efficiently used as a C1 source to directly carboxylate allylic alcohols in the presence of a low loading of palladium catalyst and acetic anhydride as additive to afford β,γ-unsaturated carboxylic acids with excellent chemo-, regio-, and stereoselectivity. The reaction proceeds through a carbonylation process with in situ-generated carbon monoxide under mild conditions, avoiding the use of high-pressure gaseous CO. A bisphosphine ligand with a large bite angle (4,5-bis{diphenylphosphino}-9,9-dimethylxanthene, Xantphos) was found to be uniquely effective for this transformation. The regio- and stereoconvergence of this reaction is ascribed to the thermodynamically favored isomerization of the allylic electrophile in the presence of the palladium catalyst.

Regioselective Ni-Catalyzed Carboxylation of Allylic and Propargylic Alcohols with Carbon Dioxide

An efficient Ni-catalyzed reductive carboxylation of allylic alcohols with CO2 has been successfully developed, providing linear β,γ-unsaturated carboxylic acids as the sole regioisomer with generally high E/Z stereoselectivity. In addition, the carboxylic acids can be generated from propargylic alcohols via hydrogenation to give allylic alcohol intermediates, followed by carboxylation. A preliminary mechanistic investigation suggests that the hydrogenation step is made possible by a Ni hydride intermediate produced by a hydrogen atom transfer from water.

Taming the carboxyl group for directed carbometalation: Observations on the use of anions, dianions and ester enolates

Carboxylate anions, dianions and ester enolates provide simultaneous protection and activation for directed carbometalation reactions. Advantage can be taken of the bis-carbanionic character of the intermediate for further controlled C-C bond forming reac