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1,3-Diphenylguanidine
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Name

1,3-Diphenylguanidine

 EINECS 203-002-1
CAS No. 102-06-7 Density 1.1 g/cm3
PSA 47.91000 LogP 3.39110
Solubility slightly soluble in water Melting Point 146-148 °C(lit.)
Formula C13H13N3 Boiling Point 338.5 °C at 760 mmHg
Molecular Weight 211.266 Flash Point 158.5 °C
Transport Information UN 3077 9/PG 3 Appearance White to cream-colored chalky powder
Safety 26-36/37/39-61 Risk Codes 22-36/37/38-51/53-62
Molecular Structure Molecular Structure of 102-06-7 (1,3-Diphenylguanidine) Hazard Symbols HarmfulXn,DangerousN
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;

Article Data 54

1,3-Diphenylguanidine Synthetic route

102-08-9

N,N-diphenylthiourea

102-06-7

diphenylguanidine

Conditions
ConditionsYield
With ammonium hydroxide; oxygen; copper diacetate In ethyl acetate; acetone at 60℃; under 1875.19 Torr; for 0.05h; Reagent/catalyst; Temperature; Pressure; Solvent;96.1%
With ammonia; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water; acetonitrile at 20℃;90%
With lead; potassium hydroxide; ammonia; water dann mit verd.Salzsaeure;
591-50-4

iodobenzene

506-93-4

guanidine nitrate

102-06-7

diphenylguanidine

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; sarcosine In acetonitrile at 70℃; for 8h; Ullmann reaction; Inert atmosphere;90%
With potassium phosphate; copper(l) iodide; N,N-diethylsalicylamide In acetonitrile at 80℃; Inert atmosphere;83%
108-86-1

bromobenzene

506-93-4

guanidine nitrate

102-06-7

diphenylguanidine

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; sarcosine In acetonitrile at 90 - 100℃; for 20h; Ullmann reaction; Inert atmosphere;81%

(1,3-diphenyltetrazolium-5-yl)anilide

102-06-7

diphenylguanidine

Conditions
ConditionsYield
With acetic acid; zinc In dichloromethane at 20℃; Reduction; ultrasonication;78%
591-50-4

iodobenzene

1-(4-methoxybenzyl)guanidine hemisulfate

A

102-06-7

diphenylguanidine

B

1241493-92-4

1-(4-methoxybenzyl)-3-phenylguanidine

Conditions
ConditionsYield
With potassium phosphate; copper(I) thiophene-2-carboxylate; D-Prolin In acetonitrile at 100℃; for 3h; Modified Ullmann reaction; Inert atmosphere;A 15%
B 71%
62-53-3

aniline

3674-54-2

tetrabutylammonium thiocyanate

102-06-7

diphenylguanidine

Conditions
ConditionsYield
Multistep reaction;47%
62-53-3

aniline

123564-74-9

N-phenyl-imidazole-1-carboxamidine

A

102-06-7

diphenylguanidine

B

1973-05-3

triphenyl melamine

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 90℃; for 12h;A 15%
B n/a
20028-19-7

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

102-06-7

diphenylguanidine

Conditions
ConditionsYield
With potassium carbonate
5067-80-1

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

102-06-7

diphenylguanidine

Conditions
ConditionsYield
With potassium hydroxide
506-68-3

bromocyane

62-53-3

aniline

102-06-7

diphenylguanidine

Conditions
ConditionsYield
With water at 80 - 85℃;

1,3-Diphenylguanidine Chemical Properties

Molecular Structure of 1,3-Diphenylguanidine (CAS NO.102-06-7):

IUPAC Name: 1,2-diphenylguanidine 
Empirical Formula: C13H13N3
Molecular Weight: 211.2624
H bond acceptors: 3
H bond donors: 3
Freely Rotating Bonds: 2
Polar Surface Area: 18.84Å2
Index of Refraction: 1.604
Molar Refractivity: 65.14 cm3
Molar Volume: 189.2 cm3
Surface Tension: 46.8 dyne/cm
Density: 1.11 g/cm3
Flash Point: 158.5 °C
Enthalpy of Vaporization: 58.18 kJ/mol
Boiling Point: 338.5 °C at 760 mmHg
Vapour Pressure: 9.81E-05 mmHg at 25°C
Melting point: 146-148 °C(lit.)
Water Solubility: slightly soluble
Merck: 14,3324
BRN: 1875653
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)
Smiles
c1(NC(Nc2ccccc2)=N)ccccc1
EINECS: 203-002-1
Stability: Stable. Combustible. Incompatible with strong oxidizing agents. Moisture sensitive
Product Categories: Industrial/Fine Chemicals; Organics; DIO - DIZCertified Reference Materials (CRMs);Alphabetic; Application CRMs; Titrimetry; Guanidines; Nitrogen Compounds; Organic Building Blocks

1,3-Diphenylguanidine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 25mg/kg (25mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: TETANY		 Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 143, Pg. 815, 1949.
guinea pig LD50 oral 250mg/kg (250mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 974, 1986.
guinea pig LDLo subcutaneous 200mg/kg (200mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: TETANY		 Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 143, Pg. 815, 1949.
mammal (species unspecified) LDLo oral 250mg/kg (250mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Journal of Industrial Hygiene. Vol. 13, Pg. 87, 1931.
mouse LD50 intraperitoneal 25mg/kg (25mg/kg)   National Technical Information Service. Vol. AD277-689,
mouse LD50 oral 150mg/kg (150mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: ATAXIA		 Science Reports of the Research Institutes, Tohoku University, Series C: Medicine. Vol. 36(1-4), Pg. 10, 1989.
mouse LD50 unreported 258mg/kg (258mg/kg) BLOOD: NORMOCYTIC ANEMIA Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 43(7), Pg. 35, 1978.
rabbit LD50 oral 250mg/kg (250mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 974, 1986.
rabbit LD50 skin > 794mg/kg (794mg/kg)   National Toxicology Program Technical Report Series. Vol. NIH-95-3933,
rabbit LD50 unreported 246mg/kg (246mg/kg) BLOOD: NORMOCYTIC ANEMIA Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 43(7), Pg. 35, 1978.
rat LD50 intraperitoneal 75mg/kg (75mg/kg)   Medycyna Pracy. Industrial Medicine. Vol. 16, Pg. 35, 1965.
rat LD50 oral 323mg/kg (323mg/kg)   National Toxicology Program Technical Report Series. Vol. NIH-95-3933,
rat LD50 unreported 323mg/kg (323mg/kg) BLOOD: NORMOCYTIC ANEMIA Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 43(7), Pg. 35, 1978.

1,3-Diphenylguanidine Consensus Reports

Reported in EPA TSCA Inventory.

1,3-Diphenylguanidine 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.
Hazard Codes: HarmfulXn,DangerousN
Risk Statements : 
R22:Harmful if swallowed.;
R36/37/38:Irritating to eyes, respiratory system and skin.;
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.;
R62:Possible risk of impaired fertility.;
Safety Statements : 
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.;
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.;
S61:Avoid release to the environment. Refer to special instructions / Safety data sheets.;
RIDADR: UN 3077 9/PG 3

1,3-Diphenylguanidine Specification

 1,3-Diphenylguanidine , with CAS number of 102-06-7, can be called 1,3-Diphenylguanidine ; Dwufenyloguanidyna ; Diphenylguanidine ; DPG accelerator ; Guanidine, N,N'-diphenyl- ; Guanidine, 1,3-diphenyl- ; N,N'-Diphenylguanidine ; s-Diphenylguanidine ; Vulkazit . It is a white to cream-colored chalky powder. Bitter taste and slight odor. 1,3-Diphenylguanidine (CAS NO.102-06-7) 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. Besides 1,3-Diphenylguanidine (CAS NO.102-06-7) is incompatible with strong oxidizers.

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