4-Bromobenzene-1,2-diamine

Base Information

• Chemical Name: 4-Bromobenzene-1,2-diamine
• CAS No.: 1575-37-7
• Molecular Formula: C6H7BrN2
• Molecular Weight: 187.039
• Hs Code.: 29215110
• European Community (EC) Number: 629-615-8
• NSC Number: 285110
• UNII: UKC7FT8YHS
• DSSTox Substance ID: DTXSID80314531
• Nikkaji Number: J80.240I
• Wikidata: Q72451508
• Mol file: 1575-37-7.mol

Synonyms:1575-37-7;4-bromobenzene-1,2-diamine;4-Bromo-1,2-benzenediamine;4-Bromo-1,2-diaminobenzene;1,2-Diamino-4-bromobenzene;2-Amino-4-bromoaniline;4-Bromo-o-phenylenediamine;4-Bromo-1,2-phenylenediamine;1,2-Benzenediamine, 4-bromo-;4-Bromo-2-aminoaniline;2-amino-4-bromophenylamine;UKC7FT8YHS;MFCD02660622;4-Bromo-benzene-1,2-diamine;NSC-285110;EC 629-615-8;3,4-Diaminobromobenzene;Nc1cc(Br)ccc1N;NSC285110;4-Bromophenylenediamine;UNII-UKC7FT8YHS;4-bromo-phenylene diamine;4-bromo-phenylene-diamine;p-Bromo-o-phenylenediamine;4-Bromobenzene1,2-diamine;4-bromo-o-phenylene diamine;1-bromo-3,4-diaminobenzene;4-bromo-1,2,diaminobenzene;4-bromo1,2-diamino benzene;SCHEMBL13663;1,2-diamino-4-bromo benzene;4-bromo 1,2-diamino benzene;4-bromo-1,2-diamino benzene;4-bromobenzene-1,2- diamine;4 -Bromobenzene-1,2-diamine;DTXSID80314531;BCP08763;STR08518;4-Bromo-1,2-diaminobenzene, 97%;BBL104411;STK503784;AKOS005145534;AB11949;AC-7570;AM61789;CCG-302578;CS-W008701;NSC 285110;PS-4239;BP-13077;SY002835;A3462;B3181;BB 0241823;FT-0617697;EN300-45066;AQ-358/42003067;J-009422;J-514803;Z385438802;4-Bromo-o-phenyle pound>>1,2-Diamino-4-bromobenzene pound>>4-Bromo-1,2-phenylenediamine

Chemical Property of 4-Bromobenzene-1,2-diamine

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 0.00222mmHg at 25°C
• Melting Point: 65-69 °C (dec.)(lit.)
• Refractive Index: 1.696
• Boiling Point: 289.3 °C at 760 mmHg
• PKA: 3.46±0.10(Predicted)
• Flash Point: 128.8 °C
• PSA: 52.04000
• Density: 1.697 g/cm³
• LogP: 2.77590
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Soluble in chloroform.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 185.97926
• Heavy Atom Count: 9
• Complexity: 97.1

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-1- ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36/38-43
• Safety Statements: 26-36/37-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Br)N)N
• Uses: 4-Bromo-o-phenylenediamine, is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff. 4-Bromo-1,2-diaminobenzene can be used as a precursor for preparing fluorescent dipolar quinoxaline derivatives, which can find applications as potential emissive and electron-transport materials. It can also be used in the synthesis of 6-bromo-2-methylbenzimidazole.

Technology Process of 4-Bromobenzene-1,2-diamine

There total 17 articles about 4-Bromobenzene-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: 97.0%

4-Bromo-2-nitroaniline (875-51-4) → 4-Bromo-benzene-1,2-diamine (1575-37-7)

Guidance literature:

With iron(III) chloride; hydrazine; In methanol;

DOI:10.1016/S0960-894X(02)00026-4

Reference yield: 92.0%

4-bromo-9-oxido-8-oxa-7,9-diazabicyclo[4.3.0]nona-1(9),2,4,6-tetraene (36387-84-5) → 4-Bromo-benzene-1,2-diamine (1575-37-7)

Guidance literature:

With Saccharomyces cerevisiae BY; In methanol; at 20 ℃; for 6.5h; pH=7.0; aq. buffer; Enzymatic reaction;

DOI:10.1080/00397910802372509

Reference yield: 75.0%

2-nitro-aniline (88-74-4) → 4-Bromo-benzene-1,2-diamine (1575-37-7)

Guidance literature:

2-nitro-aniline; With N-Bromosuccinimide; acetic acid; at 50 ℃; for 3h;

With hydrogenchloride; tin(II) chloride hydrate; In water; at 60 ℃; for 1h;

DOI:10.1016/j.polymer.2020.123089

upstream raw materials:

4-Bromo-2-nitroaniline

5-bromo-2-nitroaniline

1,2-dinitro-4,5-dibromobenzene

2-nitro-aniline

Downstream raw materials:

(S)-2-(2-amino-5-bromophenylcarbamoyl)-2,3-dihydroindole-1-carboxylic acid benzyl ester

(S)-2-(2-amino-4-bromophenylcarbamoyl)-2,3-dihydroindole-1-carboxylic acid benzyl ester

N-(2-amino-5-bromophenyl)-2-(2-chloro-6-fluorophenyl)-1H-imidazole-4-carboxamide

6-bromo-2-[5-methyl-1-(4-methylbenzyl)-1H-pyrazol-3-yl]-1H-benzimidazole

Refernces

• 1、 Hegde, Mahesh,Sharath Kumar, Kothanahally S.,Thomas, Elizabeth,Ananda, Hanumappa,Raghavan, Sathees C.,Rangappa, Kanchugarakoppal S.. "A novel benzimidazole derivative binds to the DNA minor groove and induces apoptosis in leukemic cells". . p. 93194 - 93208. Retrieved 2015.
• 2、 Fan, Qunping,Liu, Yu,Hao, Zhaoran,Li, Chun,Wang, Yafei,Tan, Hua,Zhu, Weiguo,Cao, Yong. "Polymer light-emitting devices based on europium(III) complex with 11-bromo-dipyrido[3,2-a:2′,3′-c]phenazine". . p. 1152 - 1158. Retrieved 2015.
• 3、 Gillespie, James E.,Morrill, Charlotte,Phipps, Robert J.. "Regioselective Radical Arene Amination for the Concise Synthesis ofortho-Phenylenediamines". . p. 9355 - 9360. Retrieved 2021/07/19.
• 4、 Cerecetto, Hugo,Romero, Angel H.. "A Common, Facile and Eco-Friendly Method for the Reduction of Nitroarenes, Selective Reduction of Poly-Nitroarenes and Deoxygenation of N-Oxide Containing Heteroarenes Using Elemental Sulfur". supporting information. . Retrieved 2020/03/23.