2-Butanol Information & 2-Butanol Links at HealthHaven.com

Butan-2-ol
IUPAC name	Butan-2-ol
Other names	2-Butanol; sec-Butanol; sec-Butyl alcohol
Identifiers
CAS number	78-92-2 ,; (+): 4221-99-2; (-): 14898-79-4
PubChem	6568
EC-number	201-158-5
UN number	1120
RTECS number	EO1750000
SMILES	OC(C)CC
InChI	1/C4H10O/c1-3-4(2)5/h4-5H,3H2,1-2H3
InChI key	BTANRVKWQNVYAZ-UHFFFAOYAZ
ChemSpider ID	6320
Properties
Molecular formula	C4H10O
Molar mass	74.122 g/mol
Density	0.8063 g/cm3 (20 °C)
Melting point	-114.7 °C, 158 K, -174 °F
Boiling point	99 °C, 372 K, 210 °F
Solubility in water	12.5 g/100 ml (20 ºC)
Refractive index (nD)	1.3978 (20 ºC)
Hazards
MSDS	ICSC 0112
EU Index	603-127-00-5
EU classification	Irritant (Xi)
R-phrases	R10, R36/37, R67
S-phrases	(S2), S7/9, S13, S24/25, S26, S46
NFPA 704	3 1 0
Flash point	24 ºC (75 ºF)
Autoignition; temperature	406 ºC (763 ºF)
Explosive limits	1.7–9.0%
Related compounds
Related butanols	n-Butanol; Isobutanol; tert-Butanol
Related compounds	Butanone
	(what is this?) (verify); Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
	Infobox references

2-Butanol, or sec-butanol, is an organic compound with formula C H₃CH(OH)CH₂CH₃. This secondary alcohol is a flammable, colorless liquid that is soluble in 12 parts water and completely miscible with polar organic solvent such as ethers and other alcohols. It is produced on a large scale, primarily as a precursor to the industrial solvent methyl ethyl ketone. 2-Butanol is chiral and thus can be obtained as either of two stereoisomers designated as (R)-(−)-2-butanol and (S)-(+)-2-butanol. It is normally found as an equal mixture of the two stereoisomers — a racemic mixture.

(R)-(−)-2-butanol

(S)-(+)-2-butanol

[edit] Manufacture and applications

2-Butanol is manufactured industrially by the hydration of 1-butene or 2-butene:

Sulfuric acid is used as a catalyst for this conversion.^[4]

Although some 2-butanol is used as a solvent, it is mainly converted to butanone ("MEK"), which is an important industrial solvent and found in many domestic cleaning agents and paint removers. Volatile esters of 2-butanol have pleasant aromas and are used in small amounts as perfumes or in artificial flavors.

[edit] References

^ The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (11th ed.), Merck, 1989, ISBN 091191028X , 1541
^ Weast, Robert C., ed. (1981), CRC Handbook of Chemistry and Physics (62nd ed.), Boca Raton, FL: CRC Press, p. C-192, ISBN 0-8493-0462-8 .
^ ^a ^b 2-Butanol, International Chemical Safety Card 0112, Geneva: International Labour Organization, April 2005, http://www.inchem.org/documents/icsc/icsc/eics0112.htm .
^ Hahn, Heinz-Dieter; Dämbkes, Georg; Rupprich, Norbert (2005), "Butanols", Ullmann’s Encyclopedia of Industrial Chemistry, Weinheim: Wiley-VCH .

[edit] External links

[0] The Merck Index: An Encyclopedia of Chemicals, Drugs, and Biologicals (11th ed.), Merck, 1989, ISBN 091191028X , 1541

[1] Weast, Robert C., ed. (1981), CRC Handbook of Chemistry and Physics (62nd ed.), Boca Raton, FL: CRC Press, p. C-192, ISBN 0-8493-0462-8 .

[ICSC-2] 2-Butanol, International Chemical Safety Card 0112, Geneva: International Labour Organization, April 2005, http://www.inchem.org/documents/icsc/icsc/eics0112.htm .

[3] Hahn, Heinz-Dieter; Dämbkes, Georg; Rupprich, Norbert (2005), "Butanols", Ullmann’s Encyclopedia of Industrial Chemistry, Weinheim: Wiley-VCH .

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