gamma-Octanoic lactone

Reported in EPA TSCA Inventory.

The gamma-Octanoic lactone, with the CAS registry number 104-50-7, is also known as 4-Hydroxyoctanoic acid lactone. It belongs to the product category of Lactone flavors. Its EINECS number is 203-208-1. This chemical's molecular formula is C₈H₁₄O₂ and molecular weight is 142.20. What's more, its systematic name is 5-Butyldihydro-2(3H)-furanone. Its classification code is Skin / Eye Irritant. This chemical should be sealed and stored in a cool and ventilated place. Moreover, it should be protected from oxides, heat, water and fire. It is used as flavouring essence, and it can also be used as dressing agent and coumarin substitution.

Physical properties of gamma-Octanoic lactone are: (1)ACD/LogP: 1.432; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.43; (4)ACD/LogD (pH 7.4): 1.43; (5)ACD/BCF (pH 5.5): 7.22; (6)ACD/BCF (pH 7.4): 7.22; (7)ACD/KOC (pH 5.5): 143.28; (8)ACD/KOC (pH 7.4): 143.28; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 26.3 Å²; (13)Index of Refraction: 1.441; (14)Molar Refractivity: 38.775 cm³; (15)Molar Volume: 146.842 cm³; (16)Polarizability: 15.372×10^-24cm³; (17)Surface Tension: 30.22 dyne/cm; (18)Density: 0.968 g/cm³; (19)Flash Point: 91.876 °C; (20)Enthalpy of Vaporization: 47.6 kJ/mol; (21)Boiling Point: 239.124 °C at 760 mmHg; (22)Vapour Pressure: 0.041 mmHg at 25°C.

Preparation: this chemical can be prepared by octane-1,4-diol at the ambient temperature. This reaction will need reagents NaBrO₂·3H₂O, Al₂O₃ and solvent acetonitrile with the reaction time of 4 hours. The yield is about 95%.

Uses of gamma-Octanoic lactone: it can be used to produce 3-bromo-4-methoxy-benzoic acid methyl ester at the temperature of 50 °C. It will need reagent NH₃ with the reaction time of 6 days. The yield is about 91.7%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need to wear suitable protective gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1OC(CCCC)CC1
(2)Std. InChI: InChI=1S/C8H14O2/c1-2-3-4-7-5-6-8(9)10-7/h7H,2-6H2,1H3
(3)Std. InChIKey: IPBFYZQJXZJBFQ-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD50	oral	4400mg/kg (4400mg/kg)		Food and Cosmetics Toxicology. Vol. 14, Pg. 821, 1976.