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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
DL-3-Aminobutyric acid Structure
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
pkapK2: 10.14(0) (25°C)
Water Solubility soluble
InChIInChI=1S/C4H9NO2/c1-3(5)2-4(6)7/h3H,2,5H2,1H3,(H,6,7)
InChIKeyOQEBBZSWEGYTPG-UHFFFAOYSA-N
SMILESC(N)(C)CC(=O)O
CAS DataBase Reference2835-82-7(CAS DataBase Reference)
EPA Substance Registry SystemButanoic acid, 3-amino-(2835-82-7)
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 Information
ProviderLanguage
DL-3-Aminobutyric acid English
SigmaAldrich English
ACROS English
DL-3-Aminobutyric acid Usage And Synthesis
DefinitionChEBI: 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 MethodsCrystallise 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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