methyl 3-aminobut-2-enoate

• ChemBase ID: 69382
• Molecular Formular: C5H9NO2
• Molecular Mass: 115.13046
• Monoisotopic Mass: 115.06332853
• SMILES: C(=O)(/C=C(/C)\N)OC
• Canonical SMILES: COC(=O)/C=C(\N)/C
• InChI: InChI=1S/C5H9NO2/c1-4(6)3-5(7)8-2/h3H,6H2,1-2H3/b4-3-
• InChIKey: XKORCTIIRYKLLG-ARJAWSKDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-aminobut-2-enoate; methyl (2Z)-3-aminobut-2-enoate
• IUPAC Traditional name: methyl 3-aminobut-2-enoate; methyl (2Z)-3-aminobut-2-enoate
• Synonyms: METHYL-β-AMINOCROTONATE; Methyl 3-amino-2-butenoate; Methyl 3-aminocrotonate; Methyl 3-aminocrotonate; Methyl 3-aminobut-2-enoate; 3-Amino-2-butenoic Acid Methyl Ester; 3-Aminocrotonic Acid Methyl Ester; Methyl 3-Amino-2-butenenoate; Methyl 3-Aminocrotonoate; Methyl β-Aminocrotonate; β-Aminocrotonic Acid Methyl Ester; methyl 3-aminobut-2-enoate; 3-氨基-2-丁烯酸甲酯; 3-氨基巴豆酸甲酯; 3-氨基丁烯酸甲酯

Database IDs

• CAS Number: 14205-39-1
• EC Number: 238-056-5
• MDL Number: MFCD00071534; MFCD00008072
• Beilstein Number: 956592
• PubChem SID: 162035108; 24847922
• PubChem CID: 643918

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.24307932
• LogD (pH = 7.4): -0.24307932
• Log P: -0.24307932
• Molar Refractivity: 31.5148 cm^3
• Polarizability: 11.62605 Å^3
• Polar Surface Area: 52.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true
• Acid pKa: 19.936947

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: crystals; Off-White to Pale Yellow Solid
• Melting Point: 81 - 83°C; 81.0-84.0 °C; 81-83 °C(lit.); 81-83°C; 81-85°C; 82-84°C
• Boiling Point: 122°C/42mm
• Flash Point: 195.8 °F; 91 °C; 91°C(195°F)
• Hydrophobicity(logP): 0.196

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Hygroscopic; IRRITANT
• RTECS: EM9092500
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 20/22-36/37/38-43; 22
• Safety Statements: 9-24-26-37-60
• TSCA Listed: false; 是
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H319-H330; H302-H332-H315-H319-H317-H335
• GHS Precautionary statements: P260-P284-P305 + P351 + P338-P310; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: 95%; 95+%; 97%; 98%; 98.0-100.3% (w/w) (GC)
• Grade: Lonza quality
• Impurities: ≤1.0 % (w/w) water (Karl Fischer)
• Linear Formula: CH3C(NH2)=CHCOOCH3

DETAILS

MP Biomedicals - 05213529

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 688894

Packaging
1 kg in poly bottle
10 kg in fiber drum

Sigma Aldrich - 129712

Packaging
100, 500 g in poly bottle

Toronto Research Chemicals - M285900

Nitrendipine (N490150) metabolite. The pharmacokinetics of Nitrendipine was studied in the rat and 6 major metabolites were identified.

REFERENCES

• Meyer, H., et al.: Arzneim.-Forsch., 33, 1528 (1983)
• Reaction with aryldiazonium salts gave, instead of the expected triazene, methyl 2-arylhydrazono-3-ketobutyrates, formed by electrophilic attack at the ɑ-carbon and hydrolysis of the resulting imine: Can. J. Chem., 73, 169 (1995).