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DL-3-Aminobutyric acid

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DL-3-Aminobutyric acid Basic information

Product Name:
DL-3-Aminobutyric acid
Synonyms:
  • 3-AMINOBUTANOIC ACID
  • 3-AMINOBUTYLIC ACID
  • 3-AMINOBUTYRIC ACID
  • AMINOBUTYRIC ACID, 3-
  • BETA-AMINOBUTYRIC ACID
  • H-DL-ABU(3)-OH
  • H-DL-ABU(BETA)-OH
  • H-DL-BETA-ABU-OH
CAS:
2835-82-7
MF:
C4H9NO2
MW:
103.12
EINECS:
220-617-0
Product Categories:
  • APIs & Intermediate
Mol File:
2835-82-7.mol
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DL-3-Aminobutyric acid Chemical Properties

Melting point:
189 °C (dec.)(lit.)
alpha 
[α]D20 0.0±0.1° (c=2, H2O)
Density 
1.2300 (estimate)
refractive index 
1.4650 (estimate)
solubility 
soluble
pka
pK2: 10.14(0) (25°C)
Water Solubility 
soluble
CAS DataBase Reference
2835-82-7(CAS DataBase Reference)
EPA Substance Registry System
Butanoic acid, 3-amino-(2835-82-7)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
26-24/25-22-36
WGK Germany 
3
RTECS 
EK7713333

MSDS

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DL-3-Aminobutyric acid Usage And Synthesis

Definition

ChEBI: 3-aminobutanoic acid is a beta-amino acid that is butyric acid which is substituted by an amino group at position 3. It has a role as a metabolite. It is a beta-amino acid and a monocarboxylic acid. It is functionally related to a butyric acid. It is a conjugate acid of a 3-aminobutyrate. It is a tautomer of a 3-aminobutanoic acid zwitterion.

Synthesis Reference(s)

The Journal of Organic Chemistry, 23, p. 94, 1958 DOI: 10.1021/jo01095a604

Purification Methods

Crystallise the acid from aqueous EtOH or MeOH/Et2O. Also crystallise it by heating a slightly diluted EtOH solution and adding Me2CO. It gives a purple spot with RF 0.89 on paper chromatography using 80% aqueous phenol (the -amino acid has RF 0.74). [Zilka & Rivlin J Org Chem 23 94 1958, Bruylants Bull Soc Chim Belg 32 259 1923, Beilstein 4 IV 2595.]

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