4,5-Dimethoxybenzene-1,2-diamine

Base Information

• Chemical Name: 4,5-Dimethoxybenzene-1,2-diamine
• CAS No.: 27841-33-4
• Molecular Formula: C8H12N2O2
• Molecular Weight: 168.195
• Hs Code.: 2922299090
• European Community (EC) Number: 809-083-5
• DSSTox Substance ID: DTXSID80182156
• Nikkaji Number: J227.642I
• Wikidata: Q72468282
• ChEMBL ID: CHEMBL1896702
• Mol file: 27841-33-4.mol

Synonyms:1,2-diamino-4,5-dimethoxybenzene;4,5-dimethoxy-1,2-diaminobenzene;DADMB

Chemical Property of 4,5-Dimethoxybenzene-1,2-diamine

Chemical Property:

• Vapor Pressure: 0.000182mmHg at 25°C
• Melting Point: 134-135℃
• Refractive Index: 1.592
• Boiling Point: 329 °C at 760mmHg
• PKA: 4?+-.0.10(Predicted)
• Flash Point: 174.8 °C
• PSA: 70.50000
• Density: 1.184 g/cm³
• LogP: 2.03060
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 168.089877630
• Heavy Atom Count: 12
• Complexity: 127

Purity/Quality:

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

1,2-Diamino-4,5-dimethoxybenzene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)N)N)OC
• Uses: 1,2-Diamino-4,5-dimethoxybenzene reacts with aldehydes to produce highly fluorescent benzimidazole derivatives. It can be used for the detection of aromatic aldehydes as well as DTAN.

Technology Process of 4,5-Dimethoxybenzene-1,2-diamine

There total 14 articles about 4,5-Dimethoxybenzene-1,2-diamine 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: 100.0%

4,5-dimethoxy-1,2-dinitrobenzene (3395-03-7) → 4,5-dimethoxybenzene-1,2-diamine (27841-33-4)

Guidance literature:

With palladium on activated charcoal; hydrogen; In methanol; ethyl acetate; at 20 ℃;

DOI:10.1021/acs.orglett.0c02287

Reference yield:

3,4-dimethoxynitrobenzene (709-09-1) → 4,5-dimethoxybenzene-1,2-diamine (27841-33-4)

Guidance literature:

Multi-step reaction with 2 steps

1: fuming nitric acid / 2 h

2: H₂, conc. HCl / 10percent Pd/C / methanol / 2585.7 Torr

With hydrogenchloride; hydrogen; nitric acid; palladium on activated charcoal; In methanol;

DOI:10.1021/ja00022a033

Reference yield:

1,2-dimethoxybenzene (91-16-7) → 4,5-dimethoxybenzene-1,2-diamine (27841-33-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent

2: 75 percent

DOI:10.1002/1099-0682(200103)2001:3<761::aid-ejic761>3.3.co;2-q

upstream raw materials:

4,5-dimethoxy-1,2-dinitrobenzene

4-amino-5-nitroveratrol

hydrogenchloride

ethanol

Downstream raw materials:

5,6-dimethoxy-1,3-dihydro-benzoimidazol-2-one

6,7-dimethoxy-1H-quinoxalin-2-one

2-chloro-6,7-dimethoxyquinoxaline

Refernces

• 1、 Barkey, Natalie M.,Preihs, Christian,Cornnell, Heather H.,Martinez, Gary,Carie, Adam,Vagner, Josef,Xu, Liping,Lloyd, Mark C.,Lynch, Vincent M.,Hruby, Victor J.,Sessler, Jonathan L.,Sill, Kevin N.,Gillies, Robert J.,Morse, David L.. "Development and in vivo quantitative magnetic resonance imaging of polymer micelles targeted to the melanocortin 1 receptor". . p. 6330 - 6338. Retrieved 2013.
• 2、 Zhang, Qianqian,Xiao, Bo,Du, Mengzhen,Li, Gongqiang,Tang, Ailing,Zhou, Erjun. "A2-A1-D-A1-A2 type non-fullerene acceptors based on methoxy substituted benzotriazole with three different end-capped groups for P3HT-based organic solar cells". . p. 10902 - 10909. Retrieved 2018.
• 3、 -. "Polyhydroxy compound as well as preparation method and application thereof". Paragraph 0070-0074. . Retrieved 2021/10/27.