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184837

Sigma-Aldrich

2-Amino-3-methyl-1-butanol

97%

Synonym(s):

DL-Valinol

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About This Item

Linear Formula:
(CH3)2CHCH(NH2)CH2OH
CAS Number:
16369-05-4
Molecular Weight:
103.16
EC Number:
240-425-0
MDL number:
MFCD00004730
UNSPSC Code:
12352100
PubChem Substance ID:
24850658

Assay

97%

form

liquid

refractive index

n20/D 1.4543 (lit.)

bp

75-77 °C/8 mmHg (lit.)

density

0.936 g/mL at 25 °C (lit.)

functional group

amine
hydroxyl

SMILES string

CC(C)C(N)CO

InChI

1S/C5H13NO/c1-4(2)5(6)3-7/h4-5,7H,3,6H2,1-2H3

InChI key

NWYYWIJOWOLJNR-UHFFFAOYSA-N

Application

2-Amino-3-methyl-1-butanol was used in the synthesis of 1-allyl-2-pyrroleimines[1]. It was also used as chiral nucleophile in the total synthesis of benanomicin-pradimicin antibiotics[2]. It was used as homochiral guest compound during synthesis of crown ethers containing two chiral subunits[3].

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

194.0 °F - closed cup

Flash Point(C)

90 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBL2120
77796KM
24897DJ
00527HH
11113MD

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Kun Huang et al.
The Journal of organic chemistry, 73(11), 4017-4026 (2008-05-02)
An asymmetric synthesis for the preparation of nonracemic amines bearing heterocyclic and heteroaromatic rings is described. A variety of important enantiopure thionyl and arylalkyl primary amines were afforded by the borane-mediated enantioselective reduction of O-benzyl ketoximes using 10% of catalyst
E Spitzer et al.
Biochemistry international, 14(4), 581-588 (1987-04-01)
A procedure for purification of plasma membranes from bovine mammary gland has been developed. The binding capacity of EGF to the plasma membranes from mammary tissue of pregnant cows was equal to 335 fmol per mg of protein thus being
Minoru Tamiya et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 13(35), 9791-9823 (2007-10-02)
A general approach to the regio- and stereoselective total synthesis of the benanomicin-pradimicin antibiotics (BpAs) is described. Construction of the aglycon has been achieved by 1) the diastereoselective ring-opening of a biaryl lactone by using (R)-valinol as a chiral nucleophile
Birger Dittrich et al.
Acta crystallographica. Section C, Crystal structure communications, 62(Pt 11), o633-o635 (2006-11-08)
The structure of L-valinol [(S)-(+)-2-amino-3-methylbutan-1-ol or hydroxylated L-valine], C5H13NO, has been determined at 100 K by single-crystal X-ray diffraction. The independent atom model geometry, Flack parameter and figures of merit are compared with results from an invariom structure refinement. The
Peter Møller et al.
Mutation research, 527(1-2), 91-97 (2003-06-06)
Earlier studies have indicated that sucrose increases 2-amino-3-methylimidazo[4,5-f]quinoline (IQ)-induced aberrant crypt foci in the colon. In this study, we investigated the role of sucrose in IQ-induced genotoxicity of the colon mucosa and liver. Big Blue rats were fed with IQ
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