(S)-(-)-2-Methylbutanol

Basic Information

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CAS Number

1565-80-6

Molecular Formula

C5H12O

Molecular Weight

88.15 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Hydrocarbons

Basic Physical Properties

Melting Point

-70 ºC

Boiling Point

129-131 °C

Water Solubility

36 g/L (30 ºC)

Refractive Index

n/D 1.41

Vapor Pressure

1 mm Hg ( 13.6 °C)

Specific Rotation

-5.8 º (neat 23 ºC)

SMILES

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CC[C@H](C)CO

InChI

InChI=1S/C5H12O/c1-3-5(2)4-6/h5-6H,3-4H2,1-2H3/t5-/m0/s1

InChIKey

QPRQEDXDYOZYLA-YFKPBYRVSA-N

LogP

1.0248

Topological Polar Surface Area

20.23 Å²

Hydrogen Bond Donor/Acceptor

1 / 1

Complexity

27.1

Safety Information

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GHS Hazard Pictograms

H226

H332

Hazard Statement

H226 Flammable liquid and vapor
Flammable liquids

H332 Harmful if inhaled
Acute toxicity, inhalation

Hazard Class

Class 3 Class 3

Synonyms & References

English

(S)-(-)-2-Methyl-1-butanol
L-(-)-2-Methyl-1-butanol
Amyl alcohol, prim. active
(S)-2-methyl-1-Butanol
(S)-(-)-2-Methylbutanol
L-2-Methyl-1-butanol
(2S)-(-)-2-methyl-1-butanol
(2S)-(-)-2-methylbutan-1-ol
(S)-(−)-2-Methyl-1-butanol
(S)-(-)-2-methylbutane-1-ol
(s)-1-butano
(S)-2-methylbutyl alcohol
active-Amyl Alcohol
ALCOHOL C5
AMYL ALCOHOL
AMYL ALCOHOL,N
BUTYLCARBINOL
L-pentanol
N-BUTYLCARBINOL
N-PENTANOL
S-(-)-2-methylbutanol
sec-Butylcarbinol
(S)-(-)-sec-Butylcarbinol

MDL Number

MFCD00064299

Customs Code

2905199090

FAQ

What are the physical and chemical properties of (S)-(-)-2-Methylbutanol (CAS: 1565-80-6)?

(S)-(-)-2-Methylbutanol is a colorless liquid with a slightly acetone-like odor. It has a molecular weight of 98.15 g/mol and a boiling point of 83.7°C. The compound is slightly soluble in water and readily soluble in organic solvents. It shows good reactivity in nucleophilic substitution reactions and exhibits a slight acidity due to the hydroxyl group.

How is (S)-(-)-2-Methylbutanol (CAS: 1565-80-6) typically synthesized?

(S)-(-)-2-Methylbutanol can be synthesized via a stereoselective reduction of 2-methylbutan-2-one using a chiral auxiliary. The reaction is performed under mild conditions, yielding a high enantiomeric excess. Another method involves the hydrogenation of racemic 2-methylbutanal, followed by resolution using a chiral stationary phase in HPLC.

What industries use (S)-(-)-2-Methylbutanol (CAS: 1565-80-6)?

(S)-(-)-2-Methylbutanol is widely used in the pharmaceutical industry as a chiral auxiliary for the synthesis of enantiomerically pure compounds. It is also employed in the manufacturing of fragrances and flavorings, as well as in the production of chiral polymers and electronics materials due to its chiral nature.

What precautions should be taken when handling (S)-(-)-2-Methylbutanol (CAS: 1565-80-6)?

When handling (S)-(-)-2-Methylbutanol, it is important to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a fume hood to avoid inhalation of vapors. Spills should be cleaned up immediately using absorbent materials and appropriate waste handling procedures. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information.