BENZOIC ACID, 2-(p-BROMOPHENYL)HYDRAZIDE

Base Information

• Chemical Name: BENZOIC ACID, 2-(p-BROMOPHENYL)HYDRAZIDE
• CAS No.: 71315-63-4
• Molecular Formula: C13H11 Br N2 O
• Molecular Weight: 291.147
• DSSTox Substance ID: DTXSID50221501
• Nikkaji Number: J73.887E
• Wikidata: Q83099295
• ChEMBL ID: CHEMBL4095645
• Mol file: 71315-63-4.mol

Synonyms:Benzoic acid 4-bromophenylhydrazide;BENZOIC ACID, 2-(p-BROMOPHENYL)HYDRAZIDE;BRN 1820748;71315-63-4;2-15-00-00165 (Beilstein Handbook Reference);SCHEMBL3176241;CHEMBL4095645;N'-(p-Bromophenyl)benzhydrazide;DTXSID50221501;AKOS024383467;LS-36240

Chemical Property of BENZOIC ACID, 2-(p-BROMOPHENYL)HYDRAZIDE

Chemical Property:

• Boiling Point: 357.7oC at 760 mmHg
• Flash Point: 170.1oC
• PSA: 44.62000
• Density: 1.506g/cm3
• LogP: 3.85380
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 290.00548
• Heavy Atom Count: 17
• Complexity: 246

Purity/Quality:

BENZOIC ACID 2-(P-BROMOPHENYL)HYDRAZIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NNC2=CC=C(C=C2)Br

Technology Process of BENZOIC ACID, 2-(p-BROMOPHENYL)HYDRAZIDE

There total 23 articles about BENZOIC ACID, 2-(p-BROMOPHENYL)HYDRAZIDE 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: 86.0%

N-(4-bromophenyl)-N'-benzoyldiazene (108574-21-6) → N'-(p-bromophenyl)benzohydrazide (71315-63-4)

Guidance literature:

With phenylhydrazine; In diethyl ether; at 20 ℃;

Reference yield: 85.0%

(4-bromophenyl)hydrazine hydrochloride salt (41931-18-4) + benzoic acid (65-85-0,8013-63-6) → N'-(p-bromophenyl)benzohydrazide (71315-63-4)

Guidance literature:

benzoic acid; With 1,1'-carbonyldiimidazole; In neat (no solvent); for 0.0833333h; Milling;

(4-bromophenyl)hydrazine hydrochloride salt; In neat (no solvent, solid phase); for 0.25h; Milling;

DOI:10.1016/j.bmcl.2017.03.017

Reference yield: 76.0%

benzoyl chloride (98-88-4) + (4-bromophenyl)hydrazine (589-21-9) → N'-(p-bromophenyl)benzohydrazide (71315-63-4)

Guidance literature:

In diethyl ether; benzene; for 2h; Ambient temperature;

upstream raw materials:

ethanol

N-(4-bromophenyl)-N'-benzoyldiazene

benzoic acid-[N'-(4-bromo-phenyl)-N'-nitroso-hydrazide]

benzoyl chloride

Downstream raw materials:

N',N'-bis(4-bromophenyl)benzohydrazide

N-(4-bromophenyl)-N'-benzoyldiazene

benzoic acid-[N'-(4-bromo-phenyl)-N'-nitroso-hydrazide]

N'-benzoyl-N-(4-bromo-phenyl)-N-chloroacetyl-hydrazine

Refernces

• 1、 Voronin, Vladimir V.,Ledovskaya, Maria S.,Gordeev, Evgeniy G.,Rodygin, Konstantin S.,Ananikov, Valentine P.. "[3+2]-cycloaddition of in situ generated nitrile imines and acetylene for assembling of 1,3-disubstituted pyrazoles with quantitative deuterium labeling". . p. 3819 - 3828. Retrieved 2018/04/14.
• 2、 Zhang, Ji-Quan,Huang, Gong-Bin,Weng, Jiang,Lu, Gui,Chan, Albert S. C.. "Copper(ii)-catalyzed coupling reaction: An efficient and regioselective approach to N′,N′-diaryl acylhydrazines". supporting information. p. 2055 - 2063. Retrieved 2015/03/05.