1577-96-4

Basic information

• Product Name: (Z)-2-Octenoic acid
• Synonyms: 2-Octenoic acid, (2Z)-
• CAS NO: 1577-96-4
• Molecular Formula: C₈H₁₄O₂
• Molecular Weight: 142.2
• Mol File: 1577-96-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: -6 °C
• Boiling Point: 89 °C(Press: 0.9 Torr)
• Appearance: /
• Density: 0.9234 g/cm3
• PKA: 4.61±0.25(Predicted)
• CAS DataBase Reference: (Z)-2-Octenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-2-Octenoic acid(1577-96-4)
• EPA Substance Registry System: (Z)-2-Octenoic acid(1577-96-4)

Safety Data

• Hazardous Substances Data: 1577-96-4(Hazardous Substances Data)

Usage

General Description

(Z)-2-Octenoic acid is a chemical compound with the molecular formula C8H14O2. It is also known as (E)-2-Octenoic acid and is classified as a fatty acid due to its structure. (Z)-2-Octenoic acid is a colorless liquid with a fruity and sour odor, and it is commonly used as a flavoring agent in the food and beverage industry. It is also used in the production of various fragrances and perfumes. Additionally, (Z)-2-Octenoic acid has potential applications in the pharmaceutical and cosmetic industries due to its antimicrobial and anti-inflammatory properties. Overall, (Z)-2-Octenoic acid is a versatile compound with various industrial and commercial uses.

Upstream product

• 5663-96-7 oct-2-ynoic acid 
• 1871-65-4 1,1,1-trichloro-oct-2c-ene 
• 73157-43-4 allyl oct-2-ynoate 
• 10018-94-7 cis-2-octenoyl-CoA 
• 6214-35-3 (Z)-3-iodoprop-2-enoic acid 
• 628-17-1 amyl iodide 
• 5927-18-4 trimethyl phosphonoacetate 
• 66-25-1 hexanal 
• 75730-23-3 cis-2-octenoyl-N-acetylcysteamine 

Downstream Products

• 1871-67-6 (E)-oct-2-enoic acid 
• 10018-94-7 trans-2-octenoyl-CoA 
• 10018-94-7 cis-2-octenoyl-CoA 

Relevant articles and documents

Control Mechanism for cis Double-Bond Formation by Polyunsaturated Fatty-Acid Synthases

Polyunsaturated fatty acids (PUFAs) such as docosahexaenoic acid (DHA), eicosapentaenoic acid (EPA), and arachidonic acid (ARA) are essential fatty acids for humans. Some microorganisms biosynthesize these PUFAs through PUFA synthases composed of four subunits with multiple catalytic domains. These PUFA synthases each create a specific PUFA without undesirable byproducts, even though the multiple catalytic domains in each large subunit are very similar. However, the detailed biosynthetic pathways and mechanisms for controlling final-product profiles are still obscure. In this study, the FabA-type dehydratase domain (DHFabA) in the C-subunit and the polyketide synthase-type dehydratase domain (DHPKS) in the B-subunit of ARA synthase were revealed to be essential for ARA biosynthesis by in vivo gene exchange assays. Furthermore, in vitro analysis with truncated recombinant enzymes and C4- to C8-acyl ACP substrates showed that ARA and EPA synthases utilized two types of DH domains, DHPKS and DHFabA, depending on the carbon-chain length, to introduce either saturation or cis double bonds to growing acyl chains.

Cross coupling reactions of organozinc iodides with solid-supported electrophiles: Synthesis of 4-substituted benzoic and 3-substituted (E)- and (Z)-propenoic acids and amides

The solid-supported iodobenzoic acid derivatives 8-10 were coupled with a range of organozinc reagents 1-4 under palladium(o) catalysis. The coupled products released by acidic cleavage with TFA were obtained in high purities after recrystallization. Anal

Studies on the Metabolism of Unsaturated Fatty Acids. V. Isomerization of Thiol Esters of cis-2-Alkenoic Acids during Their Preparation and Alkaline Hydrolysis

N-Acetylcysteamine and coenzyme A esters of cis-2-alkenoic acids have been found to undergo isomerization to the corresponding trans-isomers during their preparation by the mixed anhydride method and also during their alkaline hydrolysis.The isomerization might proceed by interaction of the free thiol group and the cis-double bond of 2-alkenoic thiol esters.The use of pyridine as a base and three or more equivalents of the mixed anhydride to the thiol compound prevented the formation of the trans-isomer.Addition of hydrogen peroxide during alkaline hydrolisys also prevented the isomerization completely.