acetic acid; methanimidamide

• ChemBase ID: 85800
• Molecular Formular: C3H8N2O2
• Molecular Mass: 104.10782
• Monoisotopic Mass: 104.05857751
• SMILES: O=C(O)C.N=CN
• Canonical SMILES: CC(=O)O.NC=N
• InChI: InChI=1S/C2H4O2.CH4N2/c1-2(3)4;2-1-3/h1H3,(H,3,4);1H,(H3,2,3)
• InChIKey: XPOLVIIHTDKJRY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: acetic acid; methanimidamide
• IUPAC Traditional name: acetic acid; formamidine
• Synonyms: Formamidinium acetate; Formamidine acetic acid salt; Formamidine acetate salt; Formamidine acetate; Imidoformamide acetate; Formamidine acetate; 乙酸甲脒; 醋酸甲脒; 甲脒 乙酸盐; 甲脒乙酸盐

Database IDs

• CAS Number: 40730-94-7; 3473-63-0
• EC Number: 222-442-5
• MDL Number: MFCD00012866
• Beilstein Number: 3563488
• PubChem SID: 24894786; 162072916; 24871312
• PubChem CID: 160693

CALCULATED PROPERTIES

• Acid pKa: 4.54344
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.2242727
• LogD (pH = 7.4): -2.9968748
• Log P: -0.22334571
• Molar Refractivity: 12.6437 cm^3
• Polarizability: 5.030792 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ~160 °C (dec.); 157-161°C; 158-161 °C (dec.)(lit.); ca 158°C dec.
• Density: 1.124

Safety Information

• Storage Warning: Hygroscopic; Irritant/Hygroscopic/Moisture Sensitive/Store under Argon
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 43
• Safety Statements: 24-37; 36/37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H317; H317-H303-H313
• GHS Precautionary statements: P280; P280G-P262
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Product Information

• Purity: ≥98.0% (NT); 98%; 99%
• Grade: purum
• Impurities: ≤0.5% formamide
• Linear Formula: HN=CHNH2 · CH3COOH

DETAILS

MP Biomedicals - 05202152

MP Biomedicals Rare Chemical collection

Sigma Aldrich - F15803

Packaging
100, 500 g in poly bottle
5 g in glass bottle

REFERENCES

• More convenient source of formamidine than the corresponding chloride in that it is non-hygroscopic and, being the salt of a weaker acid, can often be used in synthesis without the need to liberate the free base.
• Widely used in heterocyclic syntheses, for example of pyrimidine and imidazole derivatives.