5-Bromo-1,3-phenylenediamine

Base Information

• Chemical Name: 5-Bromo-1,3-phenylenediamine
• CAS No.: 33786-90-2
• Molecular Formula: C6H7BrN2
• Molecular Weight: 187.039
• Hs Code.: 2921519090
• Mol file: 33786-90-2.mol

Synonyms:5-Bromo-1,3-benzenediamine;5-Bromo-1,3-phenylenediamine;5-Bromobenzene-1,3-diamine;1-Bromo-3,5-diaminobenzene, 5-Bromophenylene-1,3-diamine

Chemical Property of 5-Bromo-1,3-phenylenediamine

Chemical Property:

• Melting Point: 92 °C
• Boiling Point: 336.144 °C at 760 mmHg
• PKA: 3.81±0.10(Predicted)
• Flash Point: 157.094 °C
• PSA: 52.04000
• Density: 1.698 g/cm³
• LogP: 2.77590
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

99%, ^*data from raw suppliers

5-Bromobenzene-1,3-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Bromo-1,3-phenylenediamine

There total 10 articles about 5-Bromo-1,3-phenylenediamine 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%

3,5-dinitrobromobenzene (18242-39-2) → 5‐bromobenzene‐1,3‐diamine (33786-90-2)

Guidance literature:

With iron(II) chloride dihydrate; In ethanol; at 20 ℃; for 3h;

DOI:10.3390/ph14030256

Reference yield:

meta-dinitrobenzene (99-65-0) → 5‐bromobenzene‐1,3‐diamine (33786-90-2)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / sulfuric acid / 1.5 h / 80 °C

2: iron(II) chloride dihydrate / ethanol / 3 h / 20 °C

With N-Bromosuccinimide; iron(II) chloride dihydrate; In ethanol; sulfuric acid;

DOI:10.3390/ph14030256

Reference yield:

1-amino-2,3-dibromo-5-nitrobenzene → 1-amino-3-bromo-5-nitrobenzene (55215-57-1) + 5‐bromobenzene‐1,3‐diamine (33786-90-2) + 1,3-diamino-4,5-dibromobenzene

Guidance literature:

With hydrogenchloride; copper(l) chloride; In acetic acid; at 90 ℃;

upstream raw materials:

1-bromo-2,4,6-triiodo-3,5-dinitro-benzene

hydrogenchloride

1,2,3,5-tetrabromo-4,6-dinitro-benzene

acetic acid

Downstream raw materials:

5-bromo-N₁,N₁,N₃,N₃-tetraphenylbenzene-1,3-diamine

Refernces

• 1、 Bhaktha B. N., Shivakiran,Biradha, Kumar,Choubey, Priyanka S.,Das, Susobhan,Gude, Venkatesh,Reddy, C. Malla. "Elastic orange emissive single crystals of 1,3-diamino-2,4,5,6-tetrabromobenzene as flexible optical waveguides". supporting information. p. 9465 - 9472. Retrieved 2021/08/10.
• 2、 Yu, Lei,Huang, Minhao,Xu, Tianfeng,Tong, Linjiang,Yan, Xiao-e,Zhang, Zhang,Xu, Yong,Yun, Caihong,Xie, Hua,Ding, Ke,Lu, Xiaoyun. "A structure-guided optimization of pyrido[2,3-d]pyrimidin-7-ones as selective inhibitors of EGFRL858R/T790Mmutant with improved pharmacokinetic properties". supporting information. p. 1107 - 1117. Retrieved 2016/12/30.