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:
Assay:
97%
Form:
liquid
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.
signalword
Warning
hcodes
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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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
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
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
Preparation of homochiral phenolic crown ethers containing para-substituted phenol moiety and chiral subunits derived from (S)-1-phenylethane-1, 2-diol: their chiral recognition behaviour in complexation with neutral amines.
Naemura K, et al.
Tetrahedron Asymmetry, 8(6), 873-882 (1997)
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