929-79-3

Basic information

• Product Name: 2t-Hexadecenoic acid
• Synonyms: 2t-Hexadecenoic acid;Hexadec-2t-enoic acid;Δ2-trans-Hexadecenoic Acid
• CAS NO: 929-79-3
• Molecular Formula: C₁₆H₃₀O₂
• Molecular Weight: 254.4082
• Mol File: 929-79-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 373.684 °C at 760 mmHg
• Flash Point: 273.444 °C
• Appearance: /
• Density: 0.906 g/cm³
• CAS DataBase Reference: 2t-Hexadecenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2t-Hexadecenoic acid(929-79-3)
• EPA Substance Registry System: 2t-Hexadecenoic acid(929-79-3)

Safety Data

• Hazardous Substances Data: 929-79-3(Hazardous Substances Data)

Usage

Uses

(2E)-2-Hexadecenoic acid is a trans-fatty acid which is used in the stereoselective preparation of azirine carboxylic esters via chiral thiourea-catalystic asymmetric Neber reaction of sulfonyloxyimines. It is also a component found in Axinelloside A, a lipopolysaccharide isolated from the Japanese marine sponge Axinella infundibula and a strong human telomerase inhibitor.

Definition

ChEBI: A hexadecenoic acid having a trans-double bond at the 2-position.

Upstream product

• 18263-25-7 2-bromopalmitic acid 
• 141-82-2 malonic acid 
• 124-25-4 myristylaldehyde 
• 101434-56-4 α-iodopalmitic acid 
• 2831-88-1 Δ2-hexadecenol 
• 928-17-6 (R)-β-hydroxypalmitic acid 
• 57-10-3 1-hexadecylcarboxylic acid 
• 14427-53-3 methyl 3-oxohexadecanoate 
• 107736-24-3 ((2R,3R)-3-Tridecyl-oxiranyl)-methanol 
• 334830-70-5 (R)-hexadecane-1,3-diol 
• 765-13-9 pentadec-1-yne 
• 2833-99-0 n-2-hexadecyn-1-ol 
• 676-58-4 methylmagnesium chloride 
• 2234-82-4 1-propylmagnesium chloride 

Downstream Products

• 135251-95-5 (2E)-ethyl 2-hexadecenoate 
• 73942-07-1 tunicamycin VIII 
• 13360-61-7 1-pentadecene 

Relevant articles and documents

A Method for preparing alpha-olefins from Biomass-derived fat and oil

The present invention relates to a method for preparing alpha-olefins from biomass-derived fats and oils. According to the preparation method, all of the various saturated or unsaturated fatty acids in the biomass-derived fats and oils can be prepared into alpha-olefins, and a conventional problem that the saturated fatty acids do not participate in a reaction or a mixture is generated due to polyunsaturated fatty acids can be solved. Thus, the present invention can be advantageously used to prepare alpha-olefins from biomass.

Allyl-Palladium-Catalyzed α,β-Dehydrogenation of Carboxylic Acids via Enediolates

A highly practical and step-economic α,β-dehydrogenation of carboxylic acids via enediolates is reported through the use of allyl-palladium catalysis. Dianions underwent smooth dehydrogenation when generated using Zn(TMP)2?2 LiCl as a base in the presence of excess ZnCl2, thus avoiding the typical decarboxylation pathway of these substrates. Direct access to 2-enoic acids allows derivatization by numerous approaches.

The synthesis of pseudomycin C′ via a novel acid promoted side-chain deacylation of pseudomycin A

The γ hydroxyl present in the aliphatic side chain of the natural products pseudomycin A and C′ provided a unique handle for the pH dependent side-chain deacylation. Low pH reaction conditions were used to cleave the side chain with minimal degradation of the peptide core. The pseudomycin nucleus intermediate obtained from the deacylation of pseudomycin A was pivotal in the synthesis of novel side-chain analogues. A practical synthesis of a minor fermentation factor pseudomycin C′ and related analogues is reported.