bis(3-aminopropanenitrile); but-2-enedioic acid

• ChemBase ID: 112419
• Molecular Formular: C10H16N4O4
• Molecular Mass: 256.25844
• Monoisotopic Mass: 256.11715501
• SMILES: NCCC#N.NCCC#N.OC(=O)/C=C/C(=O)O
• Canonical SMILES: OC(=O)/C=C/C(=O)O.NCCC#N.NCCC#N
• InChI: InChI=1S/C4H4O4.2C3H6N2/c5-3(6)1-2-4(7)8;2*4-2-1-3-5/h1-2H,(H,5,6)(H,7,8);2*1-2,4H2
• InChIKey: NYMXYZMHOZAPHQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: bis(3-aminopropanenitrile); but-2-enedioic acid; (2E)-but-2-enedioic acid; bis(3-aminopropanenitrile)
• IUPAC Traditional name: butenedioic acid; bis(β aminopropionitrile); fumaric acid; bis(β aminopropionitrile)
• Synonyms: 3-AMINOPROPIONITRILE FUMARATE; β-Alaninenitrile; 3-Aminopropionitrile fumarate salt; Bis(3-aminopropionitrile) fumarate; 2-Cyanoethylamine hemifumarate; 3-Aminopropionitrile fumarate; 3-氨基丙腈 富马酸盐; 3-氨基丙腈延胡索酸盐

Database IDs

• CAS Number: 2079-89-2
• EC Number: 218-208-7
• MDL Number: MFCD00078321
• Beilstein Number: 3573532
• PubChem SID: 162098230; 24278224
• PubChem CID: 5462653

CALCULATED PROPERTIES

• Acid pKa: 3.5457325
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.1057482
• LogD (pH = 7.4): -6.3127127
• Log P: -0.04091433
• Molar Refractivity: 24.607 cm^3
• Polarizability: 9.126 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 177 °C (dec.)(lit.); ca 177°C dec.

Safety Information

• RTECS: UG0700000
• European Hazard Symbols: Toxic (T); X
• German water hazard class: 3
• Risk Statements: 61; 63
• Safety Statements: 36/37; 53-45
• TSCA Listed: 是
• GHS Pictograms: GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H360; H361
• GHS Precautionary statements: P201-P308 + P313; P281-P201-P202-P308+P313-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type P2 (EN 143) respirator cartridges

Product Information

• Purity: 98+%
• Linear Formula: NH2CH2CH2CN · ½ (HO2CCH=CHCO2H)

DETAILS

MP Biomedicals - 05223815

MP Biomedicals Rare Chemical collection

Sigma Aldrich - A3134

Packaging
5, 10, 25 g in poly bottle
Biochem/physiol Actions
In mammals, metabolism of 3-aminopropionitrile leads to release of cyanide ions. Metabolic activity is localized in the microsomal fraction of the liver, and is believed to proceed through a free-radical pathway.1