methoxymethanimidamide hydrochloride

• ChemBase ID: 295336
• Molecular Formular: C2H7ClN2O
• Molecular Mass: 110.54278
• Monoisotopic Mass: 110.02469053
• SMILES: COC(=N)N.Cl
• Canonical SMILES: COC(=N)N.Cl
• InChI: InChI=1S/C2H6N2O.ClH/c1-5-2(3)4;/h1H3,(H3,3,4);1H
• InChIKey: MUDVUWOLBJRUGF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methoxymethanimidamide hydrochloride
• IUPAC Traditional name: methoxymethanimidamide hydrochloride
• Synonyms: O-Methylisourea hydrochloride; O-甲基异脲盐酸盐

Database IDs

• CAS Number: 5329-33-9
• MDL Number: MFCD00035043
• Beilstein Number: 3909619
• PubChem SID: 180680867
• PubChem CID: 3083899

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.777157
• LogD (pH = 7.4): -2.2703793
• Log P: -0.3742357
• Molar Refractivity: 28.9525 cm^3
• Polarizability: 7.0190883 Å^3
• Polar Surface Area: 59.1 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: ca 116°C dec.

Safety Information

• European Hazard Symbols: Irritant (Xi)
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A

Product Information

• Purity: 98%

REFERENCES

• Reagent for guanylation of primary and secondary amines: Chem.-Ztg., 98, 617 (1974).
• Reagent for selective methylation of SH groups at pH 8.5: Biochemistry, 9, 3343 (1970); 11, 110 (1972).
• For a review of the synthetic applications of isoureas, see: Org. Prep. Proced. Int., 12, 309 (1980).
• Useful intermediate, more nucleophilic than urea itself, and avoiding toxicity of thiourea, in the synthesis of pyrimidines, by condensation with ?-diketones: Chem. Ber., 109, 3255 (1976); and of uracils, by condensation with ?-keto esters: Tetrahedron, 40, 3313 (1984); J. Heterocycl. Chem., 26, 883 (1989).