TRANS,TRANS-2,4-HEXADIENYL ACETATE

Reported in EPA TSCA Inventory

The 2,4-Hexadien-1-yl acetate, with the CAS registry number 1516-17-2 and EINECS registry number 216-163-8, has the systematic name of hexa-2,4-dien-1-yl acetate. And the molecular formula of this chemical is C₈H₁₂O₂. It belongs to the product categories: C8 to C9; Carbonyl Compounds; Esters.

The physical properties of 2,4-Hexadien-1-yl acetate are as following: (1)ACD/LogP: 1.91; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.91; (4)ACD/LogD (pH 7.4): 1.91; (5)ACD/BCF (pH 5.5): 16.66; (6)ACD/BCF (pH 7.4): 16.66; (7)ACD/KOC (pH 5.5): 260.69; (8)ACD/KOC (pH 7.4): 260.69; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 26.3 Å²; (13)Index of Refraction: 1.454; (14)Molar Refractivity: 41 cm³; (15)Molar Volume: 151.3 cm³; (16)Polarizability: 16.25×10^-24cm³; (17)Surface Tension: 28.4 dyne/cm; (18)Density: 0.926 g/cm³; (19)Flash Point: 79.6 °C; (20)Enthalpy of Vaporization: 42.27 kJ/mol; (21)Boiling Point: 186.5 °C at 760 mmHg; (22)Vapour Pressure: 0.662 mmHg at 25°C.

Preparation of 2,4-Hexadien-1-yl acetate: This chemical can be prepared by 4-propenyl-[1,3]dioxane, and others product are 1-acetoxy-hexa-2,4-diene, hexa-1,3,5-triene and 6-methyl-3,6-dihydro-2H-pyran. The reaction will need reagent conc. H₂SO₄, and the solvent ethyl acetate. The reaction time is 9 hours with temperature of 90°C, and the yield is about 50%. 

You should be cautious while dealing with this chemical. It has the risk of serious damage to eyes. Therefore, you had better take the following instructions: Wear suitable eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCC=CC=CC)C
(2)InChI: InChI=1/C8H12O2/c1-3-4-5-6-7-10-8(2)9/h3-6H,7H2,1-2H3
(3)InChIKey: PXVKYPFROMBALG-UHFFFAOYAD

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rabbit	LD50	skin	2520uL/kg (2.52mL/kg)		Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974.
rat	LD50	oral	4360uL/kg (4.36mL/kg)		Toxicology and Applied Pharmacology. Vol. 28, Pg. 313, 1974.