(2S)-2-Amino-3-methyl-1-butanol

Basic Information

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CAS Number

4276-09-9

Molecular Formula

C5H13NO

Molecular Weight

103.16 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Physical Properties

Melting Point

35-36 °C

Boiling Point

189-190 ºC

Refractive Index

1.455

Specific Rotation

-16.5 º (c=10, EtOH)

SMILES

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CC(C)C(CO)N

InChI

InChI=1S/C5H13NO/c1-4(2)5(6)3-7/h4-5,7H,3,6H2,1-2H3/t5-/m1/s1

InChIKey

NWYYWIJOWOLJNR-RXMQYKEDSA-N

LogP

-0.03800000000000009

Topological Polar Surface Area

46.25 Å²

Hydrogen Bond Donor/Acceptor

3 / 2

Complexity

45.3

Safety Information

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GHS Hazard Pictograms

H315

H319

H335

Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Sensitiveness

Air Sensitive

Synonyms & References

English

(R)-(-)-2-Amino-3-methyl-1-butanol
Valinol, D-
(-)-Valinol
Q-102724
Q-200023
(R)-2-Amino-3-methyl-1-butanol
(2R)-2-amino-3-methyl-1-butanol
829QNS6ERZ
H-D-Val-ol
(R)-2-Amino-3-methylbutan-1-ol
1-Butanol, 2-amino-3-methyl-, (2R)-
A826002
(R)-valinol
HY-30167
(2R)-2-amino-3-methyl-butan-1-ol;(R)-(-)-2-Amino-3-methyl-1-butanol
2-Amino-3-methyl-1-butanol #
(R)-2-Amino-3-methyl-butan-1-ol
D-Valinol
(2R)-2-amino-3-methylbutan-1-ol
(R)-(-)-2-amino-3-methyl-butan-1-ol
DTXSID80426204
CS-D0610
(-)-2-amino-3-methyl-1-butanol
[(R)-1-(Hydroxymethyl)-2-methylpropyl]amine
AM20100129
4276-09-9
(R)-(-)-valinol
AC-13953
D-Valinol, purum, >=96.0% (sum of enantiomers, GC)
1-Butanol, 2-amino-3-methyl-, (R)-
SCHEMBL82571

MDL Number

MFCD00064297

Customs Code

2922199090

FAQ

What are the physical and chemical properties of (2S)-2-Amino-3-methyl-1-butanol (CAS: 4276-09-9)?

(2S)-2-Amino-3-methyl-1-butanol is a colorless to light yellow liquid with a molecular weight of approximately 123.18 g/mol. It has a pKa of about 11.3, indicating basic properties. The compound is slightly soluble in water but soluble in organic solvents like ethanol and acetone. It reacts with acids to form salts and with aldehydes to undergo condensation reactions. It is commonly used in pharmaceutical applications due to its reactivity and biological activity.

How is (2S)-2-Amino-3-methyl-1-butanol (CAS: 4276-09-9) typically synthesized?

(2S)-2-Amino-3-methyl-1-butanol can be synthesized via reduction of 3-methyl-1-butanone oxime with sodium borohydride or lithium aluminum hydride. Another method involves the condensation of 3-methyl-2-nitropropanoic acid with hydrazine followed by hydrolysis and reduction. The reaction yields good to excellent selectivity and high yields, making it a versatile intermediate in organic synthesis.

What industries use (2S)-2-Amino-3-methyl-1-butanol (CAS: 4276-09-9)?

(2S)-2-Amino-3-methyl-1-butanol is primarily used in the pharmaceutical industry for the synthesis of antibiotics, particularly cephalosporins. It also finds application in the production of certain polymers and as a starting material in the development of new materials for sensors and semiconductors. Its biological activity and reactivity make it a valuable compound in these sectors.

What precautions should be taken when handling (2S)-2-Amino-3-methyl-1-butanol (CAS: 4276-09-9)?

When handling (2S)-2-Amino-3-methyl-1-butanol, it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be used in a well-ventilated area or within a fume hood to prevent inhalation of any vapors. Spills should be cleaned up using appropriate absorbents, and the area should be thoroughly rinsed with water. Always refer to the Safety Data Sheet (SDS) for detailed instructions on safe handling and disposal. Storage should be in a cool, dry place away from direct sunlight and sources of ignition.