(R)-(-)-2-Aminobutane

(R)-(-)-2-Aminobutane Basic information
Product Name:(R)-(-)-2-Aminobutane
Synonyms:(R)-(-)-sec-Butylamine;(R)-1-Methylpropylamine;(R)-2-Butanamine;(R)-N-sec-Butylamine;(2R)-(-)-2-Aminobutane;(1R)-(-)-1-Methylpropylamine;(2R)-(-)-2-Aminobutane, R-(-)-sec-Butylamine;(R)-(-)-2-Aminobutane,98%
CAS:13250-12-9
MF:C4H11N
MW:73.14
EINECS:236-232-6
Product Categories:chiral;Amines (Chiral);Chiral Building Blocks;Synthetic Organic Chemistry
Mol File:13250-12-9.mol
(R)-(-)-2-Aminobutane Structure
(R)-(-)-2-Aminobutane Chemical Properties
Melting point -105°C
alpha -7.5 º (c=neat 19 ºC)
Boiling point 63 °C(lit.)
density 0.72 g/mL at 25 °C(lit.)
refractive index n20/D 1.393(lit.)
Fp -19°C
storage temp. Flammables area
pka10.74±0.10(Predicted)
form clear liquid
color Colorless to Almost colorless
optical activity[α]19/D 7.5°, neat
Water Solubility > 10 mg/L
Sensitive Air Sensitive
Merck 14,1544
BRN 1718760
CAS DataBase Reference13250-12-9(CAS DataBase Reference)
Safety Information
Hazard Codes F,C,N,F+
Risk Statements 11-34-50-35-20/22
Safety Statements 16-26-36/37/39-45-9-61-28A-28
RIDADR UN 2733 3/PG 2
WGK Germany 3
10-23
HazardClass 3
PackingGroup II
HS Code 29211999
MSDS Information
ProviderLanguage
(R)-(-)-2-Aminobutane English
(R)-(-)-2-Aminobutane Usage And Synthesis
Chemical PropertiesColorless to light yellow liqui
Uses(R)-(-)-2-Aminobutane is a chiral amine plays an important role in pharmaceutical chemistry and in organic synthesis as chiral auxiliary, which is used to determine the enantiomeric excess (ee).
Uses(R)-(?)-sec-Butylamine can be used:
  • To prepare (R)-(?)-sec-butylbis(2-hydroxyethyl)amine, an intermediate for the synthesis of aminodiphosphine ligands.
  • As a substrate to demonstrate the stereochemistry of Mitsunobu reaction in the synthesis of secondary amines.
  • As a model compound in the study of singlet-triplet transitions in circular dichroism.

Purification MethodsDry it over solid NaOH overnight and fractionate it through a short helices packed column. The L-hydrogen tartrate salt has m 139-140o (from H2O), the 1H2O has m 96o []D +18.1o (c 11, H2O), the hydrochloride has m 152o [ ] 21 -1.1o (c 13, H2O) and the benzoyl derivative crystallises from EtOH as needles with m 97o, [] 21 -34.9o (c 11, H2O). [Bruck et al. J Chem Soc 921 1956,Kjaer & Hansen Acta Chem Scand 11 898 1957.] [Beilstein 4 H 161, 4 I 372, 4 III 308, 4 IV 617.] The S -(+)-enantiomer has has same properties except for the optical rotation which has the opposite sign.
Cyclobutylamine 1-Amino-1-cyclohexanecarboxylic acid Nalpha-Cbz-L-Arginine N-ALPHA-BENZOYL-L-ARGININE ISOBUTANE 4,4'-Diaminodicyclohexyl methane 1,1,3,3-TETRAMETHYLBUTYL ISOCYANIDE 1,2,3,4-Butanetetracarboxylic acid 1-ETHYNYLCYCLOHEXYLAMINE 1-Chlorobutane n-Butane Aminobutane,1-Aminobutane, n-Butylamine,1-AMINOBUTANE sec-Butylamine TPCK Cycloleucine Cyclopentylamine 1,8-DIAMINO-P-MENTHANE (R)-(-)-2-Aminobutane

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