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About This Item
Empirical Formula (Hill Notation):
C6H9N3O
CAS Number:
Molecular Weight:
139.16
Beilstein:
121733
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Assay
98%
form
powder
mp
156-158 °C (lit.)
solubility
methanol: soluble 1%, clear to very slightly hazy, colorless to yellow
SMILES string
COc1cc(C)nc(N)n1
InChI
1S/C6H9N3O/c1-4-3-5(10-2)9-6(7)8-4/h3H,1-2H3,(H2,7,8,9)
InChI key
SNWZXTZIZWBIDQ-UHFFFAOYSA-N
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General description
2-Amino-4-methoxy-6-methylpyrimidine (AMMP) is a pyrimidine derivative. It acts as electron donor and forms charge transfer complexes with iodine (σ-electron acceptor). The FTIR and FT-Raman spectra of 2-amino-4-methoxy-6-methylpyrimidine have been recorded to evaluate the energy, structural and thermodynamical parameters. Molecules of AMMP exhibit space group of Pnma and are joined by two N-H…N hydrogen bonds.
Application
2-Amino-4-methoxy-6-methylpyrimidine may be employed as nucleophile to investigate the regioselective introduction of some nucleophiles at the secondary position of Baylis-Hillman adducts. It may be used in the preparation of 2-amino-4-methoxy-6-methylpyrimidin-1-ium picrate.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Jerry P Jasinski et al.
Acta crystallographica. Section E, Structure reports online, 66(Pt 5), o1189-o1190 (2010-01-01)
In the title salt, C(6)H(10)N(3)O(+)·C(6)H(2)N(3)O(7) (-), the dihedral angle between the mean planes of the benzene and pyridine rings is 3.1 (1)°. In the cation, the meth-oxy group is almost coplanar with the pyridine ring [C-O-C-N = -0.6 (2)°]. The p-nitro [C-C-N-O
N Prabavathi et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 136 Pt B, 192-204 (2014-12-03)
The FTIR and FT-Raman spectra of 2-amino-4-methoxy-6-methylpyrimidine (AMMP) and 2-amino-5-bromo-6-methyl-4-pyrimidinol (ABMP) have been recorded in the region 4000-450 and 4000-100 cm(-1), respectively. The optimized geometry, frequency and intensity of the vibrational bands of AMMP and ABMP were obtained by the
Facile synthesis of Baylis-Hillman adducts bearing the carbamate or amide functional group at the secondary position.
Lee KY, et al.
Bull. Korean Chem. Soc., 25, 1966-1968 (2004)
Christopher Glidewell et al.
Acta crystallographica. Section C, Crystal structure communications, 59(Pt 1), o9-13 (2002-12-31)
Molecules of 2-amino-4-methoxy-6-methylpyrimidine, C(6)H(9)N(3)O, (I), lie on mirror planes in space group Pnma and are linked by two N-H...N hydrogen bonds [H...N = 2.26 and 2.34 A, N...N = 3.136 (2) and 3.212 (2) A, and N-H...N = 175 and
Usama M Rabie et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 68(3), 605-611 (2007-02-24)
Interactions of some pyrimidine derivatives, 4-amino-2,6-dimethylpyrimidine, kyanmethin, (4AP), 2-amino-4,6-dimethylpyrimidine (2AP), 2-aminopyrimidine (AP), 2-amino-4-methylpyrimidine (AMP), 2-amino-4-methoxy-6-methylpyrimidine (AMMP), and 4-amino-5-chloro-2,6-dimethylpyrimidine (ACDP) as electron donors, with iodine (I(2)), as a typical sigma-electron acceptor, have been studied. Electronic absorption spectra of these interactions in
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