102-06-7 Usage
Chemical Properties
1,3-diphenylguanidine is a white or cream powder with a slight odour and bitter taste. slightly soluble in water, soluble in ethanol, chloroform, hot benzene, hot toluene, easily soluble in dilute inorganic acids. Used as medium speed accelerator for natural rubber and synthetic rubber, mainly used in the manufacture of tires, rubber plates, rubber shoes and other rubber industrial products.
Uses
Different sources of media describe the Uses of 102-06-7 differently. You can refer to the following data:
1. 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.
2. 1,3-Diphenylguanidine is used as pharmaceutical intermediate.
Definition
ChEBI: 1,3-diphenylguanidine is guanidine carrying a phenyl substituent on each of the two amino groups. It is used as an accelerator in the rubber industry. It has a role as an allergen.
General Description
White to cream-colored chalky powder. Bitter taste and slight odor.
Air & Water Reactions
Sensitive to moisture. Aqueous solutions are strongly alkaline. Insoluble in water.
Reactivity Profile
1,3-Diphenylguanidine behaves as an amine. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. 1,3-Diphenylguanidine is incompatible with strong oxidizers.
Fire Hazard
1,3-Diphenylguanidine is combustible.
Flammability and Explosibility
Nonflammable
Contact allergens
Diphenylguanidine is a rubber sensitizer that can induce immediate-type reactions and delayed-type contact allergy. It was formerly contained in “carba mix.” Occupational exposure concerns finished rubber items and the rubber manufacturing industry. The most frequent occupational categories are metal industry, homemakers, health services and laboratories, and the building industry.
Safety Profile
Poison by ingestion and
intraperitoneal routes. Experimental
teratogenic and reproductive effects.
Mutation data reported. When heated to
decomposition it emits toxic fumes of NOx,.
Purification Methods
1,3-Diphenylguanidine [102-06-7] M 211.3, m 148o, 10.12. Crystallise it from toluene,
Check Digit Verification of cas no
The CAS Registry Mumber 102-06-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 2 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 102-06:
(5*1)+(4*0)+(3*2)+(2*0)+(1*6)=17
17 % 10 = 7
So 102-06-7 is a valid CAS Registry Number.
InChI:InChI=1/C13H13N3/c14-13(15-11-7-3-1-4-8-11)16-12-9-5-2-6-10-12/h1-10H,(H3,14,15,16)/p+1
102-06-7Relevant articles and documents
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Riesser
, p. 206 (1923)
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A traceless linker approach to the solid phase synthesis of substituted guanidines utilizing a novel acyl isothiocyanate resin
Wilson, Lawrence J.,Klopfenstein, Sean R.,Li, Min
, p. 3999 - 4002 (1999)
Solid phase synthesis of a series of substituted guanidines based on a novel acyl isothiocyanate resin is presented. This method provides both mono and disubstituted guanidines with a variety of sterically demanding and/or electron withdrawing substituents in good purities and yields.
Lac sulfur on alumina-triethanolamine - An effective reagent for the synthesis of substituted guanidines
Ramadas, Krishnamurthy
, p. 5161 - 5162 (1996)
A direct synthesis of substituted guanidines is reported from their thiourea analogues. The strategy adopted is a concise approach to the synthesis of the title compounds.
Synthesis of symmetrical and unsymmetrical N, N ′-diaryl guanidines via copper/N-methylglycine-catalyzed arylation of guanidine nitrate
Xing, Hui,Zhang, Ye,Lai, Yisheng,Jiang, Yongwen,Ma, Dawei
experimental part, p. 5449 - 5453 (2012/08/07)
CuI/N-methylglycine-catalyzed coupling reaction of guanidine nitrate with both aryl iodides and bromides takes place at 70-100 °C, affording symmetrical N,N′-diaryl guanidines with good to excellent yields. Unsymmetrical N,N′-diaryl guanidines can be assembled via monoarylation of guanidine nitrate with aryl iodides bearing a strong electron-withdrawing group and subsequent coupling with another aryl iodide.
Direct guanidinylation of aryl and heteroaryl halides via copper-catalyzed cross-coupling reaction
Hammoud, Hassan,Schmitt, Martine,Bihel, Frederic,Antheaume, Cyril,Bourguignon, Jean-Jacques
, p. 417 - 423 (2012/03/09)
A modified Ullmann reaction using p-methoxybenzyl (PMB) guanidine as guanidinylation agent yielded various aryl and heteroaryl guanidines in good yields.
