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

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

Uses

Used in Flavor Industry:
TRANS,TRANS-2,4-HEXADIENYL ACETATE is used as a flavoring agent for its distinctive sweet, pineapple aroma. It is particularly suitable for enhancing the flavor of various food and beverage products, making them more appealing to consumers.
Used in Fragrance Industry:
TRANS,TRANS-2,4-HEXADIENYL ACETATE is used as a fragrance ingredient for its fresh green, herbal, and soapy scent. It can be incorporated into a wide range of personal care and household products, such as perfumes, soaps, and air fresheners, to provide a pleasant and long-lasting aroma.
Used in Aromatherapy:
Due to its medium strength odor and green type aroma, TRANS,TRANS-2,4-HEXADIENYL ACETATE can be used in aromatherapy applications. It may help promote relaxation, stress relief, and a sense of well-being when inhaled or used in massage oils.
Used in Cosmetics Industry:
TRANS,TRANS-2,4-HEXADIENYL ACETATE can be used as a key ingredient in the formulation of cosmetics, such as lotions, creams, and shampoos, for its pleasant aroma and potential benefits to the overall sensory experience of the product.

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 
• 6932-46-3 (2Z,4E)-hexadienoic acid methyl ester 
• 108-24-7 acetic anhydride 
• 110-44-1 hexa-2,4-dienoic acid 
• 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 
• 108965-77-1 (E)-(2S,3S)-2-Hydroxy-3-trimethylsilanyl-hex-4-enoic acid methyl ester 
• 3280-51-1 3,5-hexadien-2-ol 

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.

INTRAMOLECULAR DIELS-ALDER REACTION OF THIOALDEHYDES

Intramolecular Diels-Alder reaction of thioaldehydes which were generated from bis(trimethylsilyl)sulfide and dienals gave the corresponding bicyclic adducts.

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.