| Identification | More | [Name]
4-METHOXY-O-PHENYLENEDIAMINE | [CAS]
102-51-2 | [Synonyms]
3,4-DIAMINO ANISOLE
4-METHOXY-BENZENE-1,2-DIAMINE
4-METHOXY-O-PHENYLENEDIAMINE
1,2-Benzenediamine, 4-methoxy-
4-Methoxy-1,2-benzenediamine
4-Methoxy-1,2-diaminobenzene
4-Methoxy-1,2-phenylenediamine
4-methoxy-2-benzenediamine
4-methoxy-o-phenylenediamin
o-Phenylenediamine, 4-methoxy-
3,4-Diaminoanisidine
4-Methoxyphenylenediamine, 98%
2-amino-4-methoxyphenylamine | [EINECS(EC#)]
600-319-0 | [Molecular Formula]
C7H10N2O | [MDL Number]
MFCD00047837 | [Molecular Weight]
138.17 | [MOL File]
102-51-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
46-48°C | [Boiling point ]
253.57°C (rough estimate) | [density ]
1.1315 (rough estimate) | [refractive index ]
1.5200 (estimate) | [RTECS ]
ST2690000 | [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [solubility ]
Soluble in dimethyl sulfoxide and methanol. | [form ]
Solid | [color ]
Dark Brown to Black Oil to Waxy to | [Sensitive ]
Air Sensitive | [InChI]
InChI=1S/C7H10N2O/c1-10-5-2-3-6(8)7(9)4-5/h2-4H,8-9H2,1H3 | [InChIKey]
AGAHETWGCFCMDK-UHFFFAOYSA-N | [SMILES]
C1(N)=CC=C(OC)C=C1N | [CAS DataBase Reference]
102-51-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
2811 | [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [HazardClass ]
IRRITANT | [HS Code ]
2922190090 |
| Hazard Information | Back Directory | [Chemical Properties]
Dark Brownish Black Solid | [Uses]
4-Methoxy-o-phenylenediamine is widely used as an intermediate in organic synthesis and pharmaceuticals. It is an important precursor for the synthesis of other heterocyclic compounds. It is used in the determination of glyoxal, methylglyoxal, and diacetyl in urine using 4-methoxy-o-phenylenediamine as a derivatizing reagent by High-performance liquid chromatography (HPLC). | [Synthesis]
General procedure for the synthesis of 4-methoxy-o-phenylenediamine from 4-methoxy-2-nitroaniline: 360 mg (2.14 mmol) of 4-methoxy-2-nitroaniline was placed in a hydrogenation reactor and 65 mL of ethanol was added. Subsequently, a small amount of 10% palladium/activated carbon catalyst was added and the reaction mixture was hydrogenated at room temperature under 50 Psi hydrogen pressure for 24 hours. Upon completion of the reaction, the reaction mixture was filtered to remove the catalyst and the filtrate was concentrated on a rotary evaporator to afford 4-methoxyphthalimide (294 mg, 2.12 mmol, 99% yield) as a dark purple oil. The product was characterized by 1HNMR (CDCl3): δ 6.64 (d, J = 8.7 Hz, 1H), 6.35-6.30 (m, 1H), 6.26 (d, J = 8.7 Hz, 1H), 3.52 (s br, 2H), 3.07 (s br, 2H). | [References]
[1] Patent: US2013/315825, 2013, A1. Location in patent: Paragraph 0220
[2] Patent: WO2010/84152, 2010, A1. Location in patent: Page/Page column 109-110
[3] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006, vol. 45, # 7, p. 1756 - 1758
[4] RSC Advances, 2015, vol. 5, # 78, p. 63421 - 63428
[5] Patent: WO2017/37604, 2017, A1. Location in patent: Page/Page column 25 |
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