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Merck
CN

184837

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:
Molecular Weight:
103.16
UNSPSC Code:
12352100
PubChem Substance ID:
EC Number:
240-425-0
MDL number:
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Product Name

2-Amino-3-methyl-1-butanol, 97%

InChI key

NWYYWIJOWOLJNR-UHFFFAOYSA-N

InChI

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

SMILES string

CC(C)C(N)CO

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

Application

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

pictograms

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Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

194.0 °F - closed cup

flash_point_c

90 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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
W R Suk et al.
In vitro, 20(2), 133-143 (1984-02-01)
Certain functional analogs of amino acids were examined for their capacity to inhibit chemically induced expression of endogenous xenotropic retrovirus from Kirsten sarcoma virus transformed BALB/c (K-BALB) mouse cells. Partially synchronized cells cultured with aminoethylcysteine (AEC), parafluorophenylalanine (PFA), or valinol
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
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
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

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