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591-12-8

Basic Information
CAS No.: 591-12-8
Name: alpha-Angelica lactone
Article Data: 59
Molecular Structure:
Molecular Structure of 591-12-8 (alpha-Angelica lactone)
Formula: C5H6O2
Molecular Weight: 98.1014
Synonyms: 3-Pentenoicacid, 4-hydroxy-, g-lactone (6CI,7CI);2,3-Dihydro-5-methylfuran-2-one;2-Oxo-5-methyl-2,3-dihydrofuran;4-Hydroxy-3-pentenoic acid g-lactone;4-Hydroxypent-3-enoicacid lactone;4-Methyl-2(3H)-furanone;5-Methyl-2,3-dihydro-2-furanone;5-Methylfuran-2(3H)-one;NSC 654;Pent-3-en-4-olide;D2-Angelica lactone;a-Angelica lactone;b,g-Angelica lactone;g-Angelica lactone;
EINECS: 209-701-8
Density: 1.121 g/cm3
Melting Point: 13-17 °C(lit.)
Boiling Point: 249.412 °C at 760 mmHg
Flash Point: 68.333 °C
Solubility: Soluble in water
Appearance: White crystalline with rich aroma of tonka beans and chocolate flavor
Safety: 24/25
PSA: 26.30000
LogP: 0.83710
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The alpha-Angelica lactone, with the CAS registry number 591-12-8, is also known as 4-Hydroxypent-3-enoic acid lactone. It belongs to the product category of Miscellaneous Natural Products. Its EINECS number is 209-701-8. This chemical's molecular formula is C5H6O2 and molecular weight is 98.10. What's more, its systematic name is 5-Methyl-2(3H)-furanone. This chemical should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides. It is commonly used in daily cosmetics and soap essences such as violets, chypret, sunflower and orchid. When using it, you must avoid contact with eyes. 

Physical properties of alpha-Angelica lactone are: (1)ACD/LogP: 0.236; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.24; (4)ACD/LogD (pH 7.4): 0.24; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 32.01; (8)ACD/KOC (pH 7.4): 32.01; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.472; (14)Molar Refractivity: 24.49 cm3; (15)Molar Volume: 87.535 cm3; (16)Polarizability: 9.709×10-24cm3; (17)Surface Tension: 33.12 dyne/cm; (18)Density: 1.121 g/cm3; (19)Flash Point: 68.333 °C; (20)Enthalpy of Vaporization: 48.664 kJ/mol; (21)Boiling Point: 249.412 °C at 760 mmHg; (22)Vapour Pressure: 0.023 mmHg at 25°C.

Preparation of alpha-Angelica lactone: this chemical can be prepared by 4-oxo-pentanoic acid. The yield is about 55%.

alpha-Angelica lactone can be prepared by 4-oxo-pentanoic acid

Uses of alpha-Angelica lactone: it can be used to produce 4-acetyl-5-t-butyl-2(5H)-furanone at the temperature of 50 °C. It will need reagents PdCl2(PhCN)2/SnCl2, Zn and solvent acetonitrile with the reaction time of 32 hours. The yield is about 57%.

alpha-Angelica lactone can be used to produce 4-acetyl-5-t-butyl-2(5H)-furanone at the temperature of 50 °C

You can still convert the following datas into molecular structure:
(1)SMILES: O=C1O\C(=C/C1)C
(2)Std. InChI: InChI=1S/C5H6O2/c1-4-2-3-5(6)7-4/h2H,3H2,1H3
(3)Std. InChIKey: QOTQFLOTGBBMEX-UHFFFAOYSA-N

The toxicity data is as follows:  

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 3gm/kg (3000mg/kg)   Acta Pharmacologica et Toxicologica. Vol. 2, Pg. 109, 1946.
mouse LD50 oral 2800mg/kg (2800mg/kg)   Drug and Chemical Toxicology. Vol. 3, Pg. 249, 1980.
rat LD50 oral 3900mg/kg (3900mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
National Technical Information Service. Vol. OTS0571138,