2-Aminoisobutyric acid

Base Information

• Chemical Name: 2-Aminoisobutyric acid
• CAS No.: 62-57-7
• Deprecated CAS: 18389-23-6,765258-64-8,765258-64-8
• Molecular Formula: C4H9NO2
• Molecular Weight: 103.121
• Hs Code.: 29224995
• European Community (EC) Number: 200-544-0
• NSC Number: 16590
• UNII: 1E7ZW41IQU
• DSSTox Substance ID: DTXSID0058772
• Nikkaji Number: J38.908K
• Wikipedia: 2-Aminoisobutyric_acid
• Wikidata: Q4596860
• Metabolomics Workbench ID: 1877
• ChEMBL ID: CHEMBL1230906
• Mol file: 62-57-7.mol

Synonyms:2-aminoisobutyric acid;2-aminoisobutyric acid, 11C-labeled;2-aminoisobutyric acid, 14C-labeled;2-methylalanine;alpha-aminoisobutyrate;alpha-aminoisobutyric acid;alpha-methylalanine

Chemical Property of 2-Aminoisobutyric acid

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0.108mmHg at 25°C
• Melting Point: ≥300 °C
• Refractive Index: 1.464
• Boiling Point: 204.4 °C at 760 mmHg
• PKA: 2.36(at 25℃)
• Flash Point: 77.4 °C
• PSA: 63.32000
• Density: 1.109 g/cm³
• LogP: 0.50860
• Storage Temp.: Store at RT.
• Solubility.: SOLUBLE
• Water Solubility.: SOLUBLE
• XLogP3: -2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 103.063328530
• Heavy Atom Count: 7
• Complexity: 87.7

Purity/Quality:

99% ^*data from raw suppliers

2-AminoisobutyricAcid(2-Methylalanine) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amino Carboxylic Acids
• Canonical SMILES: CC(C)(C(=O)O)N
• Description: 2-Aminoisobutyric acid, also known as alpha-methylalanine or a-aminoisobutanoate, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). 2-Aminoisobutyric acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 2-Aminoisobutyric acid exists in all living organisms, ranging from bacteria to humans. Outside of the human body, 2-Aminoisobutyric acid has been detected, but not quantified in, milk (cow). This could make 2-aminoisobutyric acid a potential biomarker for the consumption of these foods. Aminoisobutyric acid is a nonprotein amino acid (is an end product of pyrimidine metabolism) excreted in the urine of about 5% of healthy individuals , and high excretion is an autosomal recessive phenotype.
• Uses: 2-Aminoisobutyric Acid inotransferases which can be used as a diagnostic tool to predict type II diabetes. 2-Aminoisobutyric acid is a non- protein amino acid present in some antibiotics. It acts as a strong helix inducer in peptides. It is non-metabolisable used in bioassays.

Technology Process of 2-Aminoisobutyric acid

There total 65 articles about 2-Aminoisobutyric acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

Proc-Aib-OH (444574-99-6) → 2-Aminoisobutyric acid (62-57-7)

Guidance literature:

With resin bound tetrathiomolybdate; In methanol; at 28 ℃; for 1.5h; ultrasonic bath;

DOI:10.1039/b200155a

Reference yield: 91.0%

2-Amino-2-methyl-1-propanol (124-68-5) → 2-Aminoisobutyric acid (62-57-7)

Guidance literature:

2-Amino-2-methyl-1-propanol; With (6-di-tert-butylphosphinomethyl-2,2’-bipyridyl)Ru(CO)HCl; water; sodium hydroxide; In 1,4-dioxane; for 24h; Schlenk technique; Inert atmosphere; Glovebox; Reflux;

With hydrogenchloride; In 1,4-dioxane; water;

DOI:10.1021/jacs.6b03488

Reference yield: 87.6%

2-tert-Butyloxycarbonylamino-2-methylpropiononitrile → 2-Aminoisobutyric acid (62-57-7)

Guidance literature:

With sulfuric acid; at 60 - 90 ℃; for 4h;

upstream raw materials:

2-chloro-2-methylpropanoic acid

2,2'-iminobis(2-methylpropionitrile)

N-benzoyl-2-methylalanine

5,5-dimethyl-imidazolidine-2,4-dione

Downstream raw materials:

acetone

3,3,6,6-tetramethyl-2,5-dioxopiperazine

2-methyl-2-phthalimidopropanoic acid

N-acetyl-α,α-dimethylglycine

Refernces

• 1、 -. "Preparation method of 2-methylalanine". Paragraph 0037-0039. . Retrieved 2021/07/28.
• 2、 -. "FUNCTIONALIZED FLUORINE CONTAINING PHTHALOCYANINE MOLECULES". . . Retrieved 2015/03/16.