1516-17-2

Basic information

• Product Name: TRANS,TRANS-2,4-HEXADIENYL ACETATE
• Synonyms: aceticacid,2,4-hexadienylester;2,4-HEXADIENYL ACETATE;hexa-2,4-dienyl acetate;TRANS,TRANS-2,4-HEXADIEN-1-YL ACETATE;2,4-Hexad;1-Acetoxy-2,4-hexadiene;E,E-2,4-Hexadienyl acetate;trans,trans-2,4-Hexadienyl acetate
• CAS NO: 1516-17-2
• Molecular Formula: C₈H₁₂O₂
• Molecular Weight: 140.18
• EINECS: 216-163-8
• Product Categories: C8 to C9;Carbonyl Compounds;Esters;Building Blocks;C8 to C9;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 1516-17-2.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 192-193 °C(lit.)
• Flash Point: 182 °F
• Appearance: /
• Density: 0.939 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.662mmHg at 25°C
• Refractive Index: n20/D 1.474(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: Insoluble in water.
• BRN: 1702607
• CAS DataBase Reference: TRANS,TRANS-2,4-HEXADIENYL ACETATE(CAS DataBase Reference)
• NIST Chemistry Reference: TRANS,TRANS-2,4-HEXADIENYL ACETATE(1516-17-2)
• EPA Substance Registry System: TRANS,TRANS-2,4-HEXADIENYL ACETATE(1516-17-2)

Safety Data

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39
• WGK Germany: 3
• RTECS: AI0350000
• TSCA: Yes
• Hazardous Substances Data: 1516-17-2(Hazardous Substances Data)

Usage

Chemical Properties

Colorless liquid; powerful, sweet, pineapple aroma

Aroma threshold values

Medium strength odor, green type.

Taste threshold values

Fresh green herbal soapy metallic taste at 25 ppm in water.

Safety Profile

Moderately toxic by ingestion andskin contact. A skin and severe eye irritant.

InChI:InChI=1/C8H12O2/c1-3-4-5-6-7-10-8(2)9/h3-6H,7H2,1-2H3/b4-3+,6-5+

Upstream product

• 40749-83-5 4-propenyl-1,3-dioxane 
• 110-44-1 hexa-2,4-dienoic acid 
• 108-24-7 acetic anhydride 
• 141-78-6 ethyl acetate 
• 34632-89-8 2,4-hexadienyl chloride 
• 127-08-2 potassium acetate 
• 17100-76-4 5-chloro-hexa-1,3t-diene 
• 111-28-4 2,4-hexadiene-1-ol 
• 3280-51-1 3,5-hexadien-2-ol 
• 108965-77-1 (E)-(2S,3S)-2-Hydroxy-3-trimethylsilanyl-hex-4-enoic acid methyl ester 
• 6932-46-3 (2Z,4E)-hexadienoic acid methyl ester 

Downstream Products

• 57002-06-9 8,10-Dodecadien-1-ol 
• 2235-12-3 1,3,5-hexatriene 
• 3681-71-8 (Z)-3-Hexenyl acetate 

Relevant articles and documents

Highly selective oxidation of allylic alcohols catalysed by monodispersed 8-shell Pd nanoclusters in the presence of molecular oxygen

Treatment of Pd4phen2(CO)2(OAc)4 with metal nitrates such as Cu(NO3)2 produced monodispersed Pd nanoclusters with a mean diameter and standard deviation (d±σ) of 38±2.1 A (σ/d = 6%). The Pd nanoclusters act as heterogeneous catalysts for the selective oxidation of primary aromatic allylic alcohols using molecular oxygen as an oxidant. This unique catalysis can be ascribed to multiple interactions between the alcohol and specific ensemble sites consisting of Pd0, Pd+, and Pd2+ on the cluster surface.

Stereoselective Synthesis of (2E,4E)- and (2Z,4E)-2,4-Alkadienoates by the Ester Enolate Claisen Rearrangement of (E)-1-Alkyl-3-trimethylsilyl-2-propenyl Glycolates Followed by the Peterson Reaction

The ester enolate Claisen rearrangement of (E)-1-alkyl-3-trimethylsilyl-2-propenyl glycolates gave (E)-erythro-2-hydroxy-3-trimethylsilyl-4-alkenoates with high diastereoselectivity, which were stereoselectively converted into (2E,4E)- and (2Z,4E)-2,4-alkadienoates by the Peterson reaction.