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
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. 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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Vincenzo Giulio Albano et al.
The Journal of organic chemistry, 73(21), 8376-8381 (2008-10-02)
1-Allyl-2-pyrroleimines obtained from (S)-valinol and (S)-phenylglycinol underwent highly diastereoselective addition of allylmagnesium chloride, used in excess amounts, to give the corresponding secondary amines with concomitant allyl to (Z)-1-propenyl isomerization of the 1-pyrrole substituent. Transformation of the 2-amino alcohol moiety to
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)
Andrei V Malkov et al.
Chemical communications (Cambridge, England), (15)(15), 1948-1949 (2003-08-23)
New N,P-ligands 4-6, derived from valinol and prolinol, respectively, have been developed for the asymmetric, copper(I)-catalysed conjugate addition of diethylzinc to unsaturated ketones; the tertiary amide group has been shown to effectively relay the chiral information from the ligand backbone
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 184837-1G | 04061837006142 |
| 184837-5G | 04061838756794 |