BENZOIC ACID, p-BROMO-, 2-PHENYLHYDRAZIDE

Base Information

• Chemical Name: BENZOIC ACID, p-BROMO-, 2-PHENYLHYDRAZIDE
• CAS No.: 25938-97-0
• Molecular Formula: C13H11 Br N2 O
• Molecular Weight: 291.147
• Hs Code.: 2928000090
• DSSTox Substance ID: DTXSID30180602
• Nikkaji Number: J73.886G
• Wikidata: Q83051166
• Mol file: 25938-97-0.mol

Synonyms:p-Bromobenzoic acid 2-phenylhydrazide;BENZOIC ACID, p-BROMO-, 2-PHENYLHYDRAZIDE;25938-97-0;BRN 0915310;C13H11BrN2O;4-bromo-N'-phenylbenzohydrazide;N'-Phenyl-p-bromobenzhydrazide;DTXSID30180602;AKOS017052121;LS-36239;SR-01000198458;SR-01000198458-1

Chemical Property of BENZOIC ACID, p-BROMO-, 2-PHENYLHYDRAZIDE

Chemical Property:

• Refractive Index: 1.6200 (estimate)
• Boiling Point: 370.2°Cat760mmHg
• Flash Point: 177.7°C
• PSA: 41.13000
• Density: 1.506g/cm³
• LogP: 3.66990
• 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:

99% ^*data from raw suppliers

P-BROMOBENZOIC ACID 2-PHENYLHYDRAZIDE 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)NNC(=O)C2=CC=C(C=C2)Br

Technology Process of BENZOIC ACID, p-BROMO-, 2-PHENYLHYDRAZIDE

There total 9 articles about BENZOIC ACID, p-BROMO-, 2-PHENYLHYDRAZIDE 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: 76.0%

4-Bromobenzoic acid (586-76-5) + 4-fluorophenyhydrazine hydrochloride (823-85-8) → 4-bromo-N'-phenylbenzohydrazide (25938-97-0)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1039/c4ob02343a

Reference yield:

5-(4-Bromo-phenyl)-2,3-diphenyl-2,3-dihydro-[1,3,4]oxadiazole (79071-43-5) → benzaldehyde (100-52-7) + 4-bromo-N'-phenylbenzohydrazide (25938-97-0)

Guidance literature:

With water; In ethanol; at 34.9 ℃; for 3h; Rate constant; influence of subst., further oxadiazolines;

Reference yield:

(4-Bromo-phenyl)-phenylazo-methyl-hydroperoxide (83844-92-2) → 4-bromo-benzaldehyde (1122-91-4) + aniline (62-53-3) + 4-bromo-N'-phenylbenzohydrazide (25938-97-0)

Guidance literature:

With phenyl thiobenzoate; Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1021/jo00149a014

upstream raw materials:

diethyl ether

4-bromobenzoyl cyanide

phenylhydrazine

4-chlorobenzoyl chloride

Downstream raw materials:

5-(4-Bromo-phenyl)-2,3-diphenyl-2,3-dihydro-[1,3,4]oxadiazole

3-(4-bromophenyl)-1-phenyl-1H-pyrazole

4-bromo-N-phenylbenzohydrazonoyl chloride

Refernces

• 1、 Guo, Zhenyan,Jia, Hao,Liu, Honglei,Wang, Qijun,Huang, Jiaxing,Guo, Hongchao. "A [4 + 3] Annulation Reaction of aza- o-Quinone Methides with Arylcarbohydrazonoyl Chlorides for Synthesis of 2,3-Dihydro-1 H-benzo[ e][1,2,4]triazepines". supporting information. p. 2939 - 2943. Retrieved 2018/05/28.
• 2、 Liu, Honglei,Jia, Hao,Wang, Bo,Xiao, Yumei,Guo, Hongchao. "Synthesis of Spirobidihydropyrazole through Double 1,3-Dipolar Cycloaddition of Nitrilimines with Allenoates". supporting information. p. 4714 - 4717. Retrieved 2017/09/23.