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3-Hydroxy-2-Butanone

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Name

3-Hydroxy-2-Butanone

EINECS 208-174-1
CAS No. 513-86-0 Density 0.983 g/cm3
PSA 37.30000 LogP -0.04380
Solubility Soluble in water Melting Point 15 °C (monomer)
Formula C4H8O2 Boiling Point 145.4 °C at 760 mmHg
Molecular Weight 88.1063 Flash Point 49.7 °C
Transport Information UN 2621 3/PG 3 Appearance light-yellow colored liquid
Safety 26-36-36/37 Risk Codes 10-36/38-38
Molecular Structure Molecular Structure of 513-86-0 (3-Hydroxy-2-butanone) Hazard Symbols IrritantXi
Synonyms

1-Hydroxyethyl methyl ketone;2,3-Butanolone;2-Hydroxy-3-butanone;3-Oxo-2-butanol;Acetoin;Acetylmethyl carbinol;DL-Acetoin;Dimethylketol;Methanol, acetylmethyl-;NSC 7609;g-Hydroxy-b-oxobutane;

Article Data 235

3-Hydroxy-2-Butanone Specification

The 3-Hydroxy-2-Butanone is an organic compound with the formula C4H8O2. The IUPAC name of this chemical is 3-hydroxybutan-2-one. With the CAS registry number 513-86-0, it is also named as 1-Hydroxyethyl methyl ketone . The product's categories are Pharmaceutical Raw Materials; Ketone; Ketone Flavor. Besides, it is light-yellow colored liquid, which should be stored in a cool dry and well-ventilated place. It is mainly used for the preparation of butter, milk, yogurt and strawberries, and also used in organic synthesis.

Physical properties about 3-Hydroxy-2-Butanone are: (1)ACD/LogD (pH 5.5): -0.43; (2)ACD/LogD (pH 7.4): -0.43; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 13.86; (6)ACD/KOC (pH 7.4): 13.86; (7)#H bond acceptors: 2; (8)#H bond donors: 1; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 37.3 Å2; (11)Index of Refraction: 1.408; (12)Molar Refractivity: 22.1 cm3; (13)Molar Volume: 89.5 cm3; (14)Polarizability: 8.76×10-24cm3; (15)Surface Tension: 30.4 dyne/cm; (16)Density: 0.983 g/cm3; (17)Flash Point: 49.7 °C; (18)Enthalpy of Vaporization: 44.56 kJ/mol; (19)Boiling Point: 145.4 °C at 760 mmHg; (20)Vapour Pressure: 1.92 mmHg at 25°C.

Preparation: this chemical can be prepared by (+)-(R)-1-(2-methyl-1,3-dithian-2-yl)ethanol. This reaction will need reagent MeI, CaCO3 and solvent acetone. The reaction time is 24 hours by heating. The yield is about 60%.



Uses of 3-Hydroxy-2-Butanone: it can be used to produce 3-O-MTPA-2-butanone. It will need reagent triethylphosphine, diethyl azodicarboxylate and solvent tetrahydrofuran with reaction time of 4 hours. The yield is about 54%.

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

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(C(=O)C)O
(2)InChI: InChI=1S/C4H8O2/c1-3(5)4(2)6/h3,5H,1-2H3
(3)InChIKey: ROWKJAVDOGWPAT-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 17, Pg. 509, 1979.
rat LD50 oral > 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 17, Pg. 509, 1979.
rat LDLo subcutaneous 14gm/kg (14000mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Food and Cosmetics Toxicology. Vol. 17, Pg. 509, 1979.

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