3,4-Diaminoanisole

Base Information

• Chemical Name: 3,4-Diaminoanisole
• CAS No.: 102-51-2
• Molecular Formula: C7H10N2O
• Molecular Weight: 138.169
• Hs Code.: 2922299090
• DSSTox Substance ID: DTXSID00144514
• Nikkaji Number: J141.525E
• Wikidata: Q63391608
• Mol file: 102-51-2.mol

Synonyms:3,4-Diaminoanisole;102-51-2;4-Methoxy-o-phenylenediamine;4-methoxybenzene-1,2-diamine;4-Methoxy-1,2-benzenediamine;1,2-Benzenediamine, 4-methoxy-;1,2-Diamino-4-methoxybenzene;3,4-Diamino anisole;2-amino-4-methoxyphenylamine;MFCD00047837;o-Phenylenediamine, 4-methoxy-;4-methoxy-1,2-phenylenediamine;BRN 0878789;4-Methoxy-1,2-diaminobenzene;1,2-Benzenediamine, 4-methoxy- (9CI);1,2-Benzenediamine,4-methoxy-;3,4 diamino anisole;4-Methoxy-2-aminoaniline;2-Amino-4-methoxy aniline;5-methoxy-o-phenylenediamine;NCIOpen2_003403;4-methoxy-o-phenylene diamine;SCHEMBL234263;1,2-diamino-4-methoxy-benzene;4-Methoxy-benzene-1,2-diamine;DTXSID00144514;4-Methoxy-1,2-benzenediamine #;AMY10750;BCP30876;STR02678;STK500752;AKOS000103845;AB02069;CS-W001175;AC-26078;SY032808;LS-105867;BB 0241897;FT-0618911;M2882;EN300-85295;A20812;J-000710;Q63391608;1,2-Benzenediamine,4-methoxy

Chemical Property of 3,4-Diaminoanisole

Chemical Property:

• Appearance/Colour: Dark brownish black solid
• Vapor Pressure: 0.000994mmHg at 25°C
• Melting Point: 46-48°C
• Refractive Index: 1.619
• Boiling Point: 302.379 °C at 760 mmHg
• Flash Point: 161.716 °C
• PSA: 61.27000
• Density: 1.171 g/cm³
• LogP: 2.02200
• Storage Temp.: Refrigerator, under inert atmosphere
• Sensitive.: Air Sensitive
• Solubility.: Soluble in dimethyl sulfoxide and methanol.
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 138.079312947
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,4-Diaminoanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 23/24/25-36/37/38
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)N)N
• 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).

Technology Process of 3,4-Diaminoanisole

There total 14 articles about 3,4-Diaminoanisole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

1-azido-4-methoxy-2-nitrobenzene (10336-13-7) → 4-methoxy-1,2-phenylenediamine (102-51-2)

Guidance literature:

With hydrogenchloride; indium; In tetrahydrofuran; at 20 ℃; for 6h;

Reference yield: 99.0%

3,4-dibromoanisole (62415-74-1) → 4-methoxy-1,2-phenylenediamine (102-51-2)

Guidance literature:

With C₂₄H₁₂Cu₂F₉N₄O₇; tetrabutylammomium bromide; ammonia; caesium carbonate; In water; at 110 - 140 ℃; for 16h;

DOI:10.1021/jo301244p

Reference yield: 99.0%

4-methoxy-2-nitroaniline (96-96-8) → 4-methoxy-1,2-phenylenediamine (102-51-2)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃; for 24h; under 2585.81 Torr;

upstream raw materials:

3,4-dinitroanisole

4-methoxy-2-nitroaniline

5-methoxy-2-nitroaniline

hydrogenchloride

Downstream raw materials:

5-methoxy-2-phenyl-1H-benzimidazole

N,N'-Dibenzoyl-1,2-diamino-4-methoxybenzene

6-methoxy-2-chloroquinoxaline

2-benzyl-5-methoxy-1H-benzo[d]imidazole

Refernces

• 1、 Bide, Yasamin,Nabid, Mohammad Reza,Dastar, Fateme. "Poly(2-aminothiazole) as a unique precursor for nitrogen and sulfur co-doped porous carbon: Immobilization of very small gold nanoparticles and its catalytic application". . p. 63421 - 63428. Retrieved 2015.
• 2、 Bajsa-Hirschel, Joanna,Cantrell, Charles L.,Duke, Stephen O.,Hua, Xue-Wen,Liu, Xing-Hai,Min, Li-Jing,Tan, Cheng-Xia,Wedge, David E.,Weng, Jian-Quan,Wu, Hong-Ke,Yu, Wei. "Synthesis and Pesticidal Activities of New Quinoxalines". . p. 7324 - 7332. Retrieved 2020.
• 3、 Foster, E. Johan,Jones, R. Bradley,Lavigueur, Christine,Williams, Vance E.. "Structural factors controlling the self-assembly of columnar liquid crystals". . p. 8569 - 8574. Retrieved 2006.
• 4、 Liao, Bei-Sih,Liu, Shiuh-Tzung. "Diamination of phenylene dihalides catalyzed by a dicopper complex". . p. 6653 - 6656. Retrieved 2012.
• 5、 Tian, Zhidan,Tian, Baozhu,Zhang, Jinlong. "Synthesis and characterization of new rhodamine dyes with large Stokes shift". . p. 1132 - 1136. Retrieved 2013.
• 6、 Manivannan, R.,Parthiban, C.,Son, Young-A. "A novel near-infrared fluorescent probe for rapid detection of peroxynitrite with large stokes shift and imaging in living cells". . . Retrieved 2021/10/19.
• 7、 Hartman, Tomá?,Reisnerová, Martina,Chudoba, Josef,Svobodová, Eva,Archipowa, Nataliya,Kutta, Roger Jan,Cibulka, Radek. "Photocatalytic Oxidative [2+2] Cycloelimination Reactions with Flavinium Salts: Mechanistic Study and Influence of the Catalyst Structure". . p. 373 - 386. Retrieved 2021/02/01.