1,1-Diphenylhydrazine

Base Information

• Chemical Name: 1,1-Diphenylhydrazine
• CAS No.: 530-50-7
• Molecular Formula: C12H12 N2
• Molecular Weight: 184.241
• Hs Code.: 2928000090
• European Community (EC) Number: 208-483-1
• UNII: D133SQ5HMA
• DSSTox Substance ID: DTXSID3043869
• Nikkaji Number: J1.586E
• Wikidata: Q27275962
• ChEMBL ID: CHEMBL3301770
• Mol file: 530-50-7.mol

Synonyms:1,1-diphenylhydrazine;1,1-diphenylhydrazine hydrochloride

Chemical Property of 1,1-Diphenylhydrazine

Chemical Property:

• Appearance/Colour: Yellow crystals.
• Melting Point: 34.5ºC
• Refractive Index: 1.6266 (estimate)
• Boiling Point: 330 °C at 760 mmHg
• PKA: 3.34±0.10(Predicted)
• Flash Point: 180.5 °C
• PSA: 29.26000
• Density: 1.143 g/cm³
• LogP: 3.39870
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 184.100048391
• Heavy Atom Count: 14
• Complexity: 140

Purity/Quality:

98%min ^*data from raw suppliers

1,1-diphenylhydrazine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Hydrazines
• Canonical SMILES: C1=CC=C(C=C1)N(C2=CC=CC=C2)N

Technology Process of 1,1-Diphenylhydrazine

There total 29 articles about 1,1-Diphenylhydrazine 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%

2-(diphenylamino)isoindoline-1,3-dione (6295-93-8) → 1,1-Diphenylhydrazine (530-50-7)

Guidance literature:

With hydrazine hydrate; In ethanol; for 6h; Heating;

DOI:10.1080/00397910008087300

Reference yield: 96.0%

N-nitrosodiphenylamine (382165-80-2,86-30-6) → 1,1-Diphenylhydrazine (530-50-7)

Guidance literature:

With Ti(II)reagent(A); In diethyl ether; for 0.5h; Ambient temperature;

DOI:10.1016/0040-4020(82)80184-1

Reference yield: 94.0%

toluene-4-sulfonic acid phenyl ester (640-60-8) + phenylhydrazine (100-63-0) → 1,1-Diphenylhydrazine (530-50-7)

Guidance literature:

toluene-4-sulfonic acid phenyl ester; With potassium phosphate; palladium(II) trifluoroacetate; 2-(2-(dicyclohexylphosphino)-4,5-dimethoxyphenyl)-1-methyl-1H-indole; phenylboronic acid; In N,N-dimethyl-formamide; at 20 ℃; for 0.00833333h; Schlenk technique; Inert atmosphere; Sealed tube;

phenylhydrazine; In N,N-dimethyl-formamide; at 100 ℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.joc.0c01599

upstream raw materials:

N-nitrosodiphenylamine

N,N-diphenylurea

1,1-Diphenyl-hydraziniumtosylat

acetaldehyde

Downstream raw materials:

piperonal-diphenylhydrazone

2-acetyl-1,1-diphenylhydrazine

N-(o-Nitrobenzyl)-N',N'-diphenylhydrazin

3-diphenylhydrazono-3-phenyl-propionic acid ethyl ester

Refernces

• 1、 Poirier,Benington. "-". . p. 3192. Retrieved 1952.
• 2、 Zhang, Lei,Chen, Junyu,Chen, Xiahe,Zheng, Xiangyun,Zhou, Jian,Zhong, Tianshuo,Chen, Zhiwei,Yang, Yun-Fang,Jiang, Xinpeng,She, Yuan-Bin,Yu, Chuanming. "Rh(iii)-catalyzed, hydrazine-directed C-H functionalization with 1-alkynylcyclobutanols: A new strategy for 1: H -indazoles". supporting information. p. 7415 - 7418. Retrieved 2020/07/15.
• 3、 -. "4-amino diphenylamine preparation method". Paragraph 0024-0065. . Retrieved 2019/04/06.