1,3-Diphenylguanidine

Base Information

• Chemical Name: 1,3-Diphenylguanidine
• CAS No.: 102-06-7
• Deprecated CAS: 25323-69-7,33505-70-3,39291-21-9,55556-10-0,368867-99-6,33505-70-3,39291-21-9,55556-10-0
• Molecular Formula: C13H13N3
• Molecular Weight: 211.266
• Hs Code.: 29252000
• European Community (EC) Number: 203-002-1
• ICSC Number: 0467
• NSC Number: 3272
• UN Number: 3077
• UNII: 6MRZ85RNHQ
• DSSTox Substance ID: DTXSID3025178
• Nikkaji Number: J3.599H
• Wikidata: Q2537147
• Pharos Ligand ID: D3ZTY2D3ZFPD
• Metabolomics Workbench ID: 154854
• ChEMBL ID: CHEMBL77675
• Mol file: 102-06-7.mol

Synonyms:N,N Diphenyl guanidine;Chemicals & Rubber Accelerator DPG;Chemicals & Rubber Accelerator DPG (Dephenyl Guanidine);Accelerator DPG(D);Vulkacit D;N,N-Diphenylguanidine;Rhenogran DPG 80P;Perkacit DP;Chlorostain BR;Sanceler D;s-Diphenylguanidine;Melaniline;(amino-anilino-methylidene)-phenyl-azanium;1,2-diphenylguanidine;Accelerator D;Diphenylguanidine;Vulkazit;Guanidine, 1, 3-diphenyl-;Rubber Accelerator DPG (D);N-Oxydiethylene-2-Benzothiazole Sulfenamide (NOBS);Accelerator DPG (D);Accelerator DPG;Diphenyl guanidine;Accelerator D;Diphenyl guanidine;Rubber accelerator DPG;N,N′-diphenylguanidine;

Chemical Property of 1,3-Diphenylguanidine

Chemical Property:

• Appearance/Colour: White to cream-colored chalky powder
• Vapor Pressure: 1.7E-05mmHg at 25°C
• Melting Point: 146-148 °C(lit.)
• Refractive Index: 1.6000 (estimate)
• Boiling Point: 338.5 °C at 760 mmHg
• PKA: pK1:10.12 (25°C)
• Flash Point: 158.5 °C
• PSA: 47.91000
• Density: 1.1 g/cm³
• LogP: 3.39110
• Storage Temp.: Store below +30°C.
• Solubility.: Soluble in alcohol, chloroform, hot benzene, hot toluene, and di
• Water Solubility.: slightly soluble
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 211.110947427
• Heavy Atom Count: 16
• Complexity: 225
• Transport DOT Label: Class 9

Purity/Quality:

99% ^*data from raw suppliers

1,3-Diphenylguanidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N,T
• Statements: 22-36/37/38-51/53-62-25
• Safety Statements: 26-36/37/39-61-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Plastics & Rubber -> Rubber Additives
• Canonical SMILES: C1=CC=C(C=C1)NC(=NC2=CC=CC=C2)N
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is mildly irritating to the eyes.
• Effects of Long Term Exposure: Animal tests show that this substance possibly causes toxic effects upon human reproduction.
• Uses: N,N'-Diphenylguanidine is a primary standard for acids; aeeelerator for the vulcanization of rubber for use with thiazoles and sulfenamides; complexing agent in the deteetion of metals and organie bases. 1,3-Diphenylguanidine is used as pharmaceutical intermediate.

Technology Process of 1,3-Diphenylguanidine

There total 37 articles about 1,3-Diphenylguanidine 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: 90.0%

iodobenzene (591-50-4) + guanidine nitrate (506-93-4) → diphenylguanidine (102-06-7)

Guidance literature:

With potassium phosphate; copper(l) iodide; sarcosine; In acetonitrile; at 70 ℃; for 8h; Inert atmosphere;

DOI:10.1021/jo300840x

Reference yield: 81.0%

bromobenzene (108-86-1,52753-63-6) + guanidine nitrate (506-93-4) → diphenylguanidine (102-06-7)

Guidance literature:

With potassium phosphate; copper(l) iodide; sarcosine; In acetonitrile; at 90 - 100 ℃; for 20h; Inert atmosphere;

DOI:10.1021/jo300840x

Reference yield: 78.0%

(1,3-diphenyltetrazolium-5-yl)anilide → diphenylguanidine (102-06-7)

Guidance literature:

With acetic acid; zinc; In dichloromethane; at 20 ℃; ultrasonication;

DOI:10.1039/a809386e

upstream raw materials:

N,N-diphenylthiourea

N-(N,N'-diphenylguanyl)-benzamidine

N-benzoyl-N',N''-diphenyl-guanidine

bromocyane

Downstream raw materials:

1,2,5-triphenyl-biguanide

N-(N,N'-Diphenyl-carbamidoyl)-N'-(tert.-butyl)-thioharnstoff

3-anilino-1-(toluene-4-sulfonylimino)-1,2(4)-dihydro-1λ⁴-benzo[1,2,4]thiadiazine

N,N'-Diphenyl-guanidine; compound with dithiophosphoric acid O,O'-dipentyl ester

Refernces

• 1、 Araki, Shuki,Yamamoto, Kaori,Inoue, Tomoko,Fujimoto, Koji,Yamamura, Hatsuo,Kawai, Masao,Butsugan, Yasuo,Zhou, Jinkui,Eichhorn, Emerich,Rieker, Anton,Huber, Martina. "Synthesis, electrochemical investigation and EPR spectroscopy of a reversible four-stage redox system based on mesoionic 5,5'-azinobis(1,3-diphenyltetrazole) and related mesoionic compounds". . p. 985 - 995. Retrieved 1999.
• 2、 Ramadas, Krishnamurthy. "An expedient synthesis of substituted guanidines". . p. 2841 - 2844. Retrieved 1995.
• 3、 -. "Continuous production method for vulcanization accelerator DPG". Paragraph 0046-0050; 0054; 0055; 0061; 0066; 0067; 0072-0073. . Retrieved 2018/10/19.
• 4、 Hammoud, Hassan,Schmitt, Martine,Bihel, Frederic,Antheaume, Cyril,Bourguignon, Jean-Jacques. "Direct guanidinylation of aryl and heteroaryl halides via copper-catalyzed cross-coupling reaction". scheme or table. p. 417 - 423. Retrieved 2012/03/09.