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4-METHOXY-O-PHENYLENEDIAMINE

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Products Intro: Product Name:4-Methoxy-o-phenylenediamine
CAS:102-51-2
Purity:98% HPLC LCMS Package:500G;1TON

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  • CAS:102-51-2
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  • Purity: 95%+
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4-METHOXY-O-PHENYLENEDIAMINE Basic information
Product Name:4-METHOXY-O-PHENYLENEDIAMINE
Synonyms:3,4-DIAMINO ANISOLE;4-METHOXY-BENZENE-1,2-DIAMINE;4-METHOXY-O-PHENYLENEDIAMINE;3,4-Diaminoanisidine;2-amino-4-methoxyphenylamine;4-Methoxyphenylenediamine, 98%;1,2-Diamino-4-methoxybenzene;4-Methoxy-o-phenylenediamine ,98%
CAS:102-51-2
MF:C7H10N2O
MW:138.17
EINECS:600-319-0
Product Categories:Intermediates of Dyes and Pigments;Amines;Aromatics;Miscellaneous Reagents
Mol File:102-51-2.mol
4-METHOXY-O-PHENYLENEDIAMINE Structure
4-METHOXY-O-PHENYLENEDIAMINE Chemical Properties
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
Sensitive Air Sensitive
InChIInChI=1S/C7H10N2O/c1-10-5-2-3-6(8)7(9)4-5/h2-4H,8-9H2,1H3
InChIKeyAGAHETWGCFCMDK-UHFFFAOYSA-N
SMILESC1(N)=CC=C(OC)C=C1N
CAS DataBase Reference102-51-2(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 23/24/25-36/37/38
Safety Statements 26-36/37/39-45
RIDADR 2811
Hazard Note Irritant
HazardClass 6.1
HS Code 2922190090
MSDS Information
ProviderLanguage
ALFA English
4-METHOXY-O-PHENYLENEDIAMINE Usage And Synthesis
Chemical PropertiesDark Brownish Black Solid
Uses4-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
Azoic Diazo Component 1

96-96-8

4-METHOXY-O-PHENYLENEDIAMINE

102-51-2

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
Tag:4-METHOXY-O-PHENYLENEDIAMINE(102-51-2) Related Product Information
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