Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With potassium phosphate; copper(l) iodide; sarcosine In acetonitrile at 90 - 100℃; for 20h; Ullmann reaction; Inert atmosphere; | 81% |
diphenylguanidine
Conditions | Yield |
---|---|
With acetic acid; zinc In dichloromethane at 20℃; Reduction; ultrasonication; | 78% |
iodobenzene
A
diphenylguanidine
B
1-(4-methoxybenzyl)-3-phenylguanidine
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
Multistep reaction; | 47% |
aniline
N-phenyl-imidazole-1-carboxamidine
A
diphenylguanidine
B
triphenyl melamine
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 90℃; for 12h; | A 15% B n/a |
N-(N,N'-diphenylguanyl)-benzamidine
diphenylguanidine
Conditions | Yield |
---|---|
With potassium carbonate |
Conditions | Yield |
---|---|
With potassium hydroxide |
Conditions | Yield |
---|---|
With water at 80 - 85℃; |
Conditions | Yield |
---|---|
With mercury dichloride at 120℃; |
Conditions | Yield |
---|---|
at 150℃; |
Conditions | Yield |
---|---|
at 150℃; |
mercury fulminate
aniline
A
diphenylguanidine
B
phenyl carbamate
Conditions | Yield |
---|---|
With ethanol |
Conditions | Yield |
---|---|
at 190 - 200℃; |
aniline benzenesulfonate
N-Cyanoguanidine
diphenylguanidine
Conditions | Yield |
---|---|
at 200℃; |
Conditions | Yield |
---|---|
With pyridine; benzenesulfonyl chloride; benzene Erwaermen des Reaktionsgemisches mit Anilin; |
aniline hydrochloride
1-phenylbiguanide
A
diphenylguanidine
B
guanidine nitrate
C
1-phenylguanidine
Conditions | Yield |
---|---|
das Hydrochlorid reagiert; |
Conditions | Yield |
---|---|
With ethanol |
dipropyldithiophosphoric acid N,N'-diphenylguanidinium salt
A
dithiophosphoric acid O,O',S-tripropyl ester
B
diphenylguanidine
C
Dithiophosphoric acid O-propyl ester
D
O.O-Dipropyl-dithyophosphat
Conditions | Yield |
---|---|
at 143℃; for 0.5h; |
Conditions | Yield |
---|---|
In acetonitrile at 35℃; for 0.25h; Yield given; |
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one; chlorotriisopropylsilane; sodium hydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; trifluoroacetic acid 1.) THF; 3.) CH2Cl2; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With water at 100℃; | |
With pyridine at 100℃; |
S-(4-dimethylamino-phenyl)-N,N'-diphenyl-isothiourea
ammonia
A
N,N-dimethyl-4-aminothiophenol
B
diphenylguanidine
Conditions | Yield |
---|---|
at 120℃; |
N,N''-diphenyl-μ-disulfido-dicarboxamidine; dihydrobromide
A
diphenylguanidine
B
1-phenylcyanamide
C
monophenylthiourea
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 85 percent / NaCl, Na2MoO4*2H2O, 30percent H2O2 / H2O 2: acetonitrile / 0.25 h / 35 °C View Scheme |
diphenylguanidine
diphenylguanidine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: alcohol; lead oxide; ammonia View Scheme |
Conditions | Yield |
---|---|
at 60℃; for 0.5h; | 100% |
diphenylguanidine
O.O-Dipropyl-dithyophosphat
dipropyldithiophosphoric acid N,N'-diphenylguanidinium salt
Conditions | Yield |
---|---|
In chloroform for 0.25h; Ambient temperature; | 98% |
diphenylguanidine
3-phenyl-isothiazole-4,5-dicarboxylic acid dimethyl ester
methyl 5-<(NN'-diphenylamidino)carbamoyl>-3-phenylisothiazole-4-carboxylate
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran for 6h; Heating; | 97% |
Conditions | Yield |
---|---|
With platinum(II) acetylacetonate; 1-carboxyethyl-3-methylimidazolium hydrogen bisulfate; zinc diacetate; copper(II) bis(trifluoromethanesulfonate) at 50℃; for 8h; Reagent/catalyst; | 96.8% |
O,O'-diisobutyldithiophosphoric acid
diphenylguanidine
N,N'-Diphenyl-guanidine; compound with dithiophosphoric acid O,O'-diisobutyl ester
Conditions | Yield |
---|---|
In chloroform for 0.25h; Ambient temperature; | 96% |
diphenylguanidine
dithiophosphoric acid O,O'-di-m-tolyl ester
Dithiophosphoric acid O,O'-di-m-tolyl ester; compound with N,N'-diphenyl-guanidine
Conditions | Yield |
---|---|
In chloroform for 0.25h; Ambient temperature; | 96% |
diphenylguanidine
O,O-dimethyl phosphorodithioic acid
N,N'-Diphenyl-guanidine; compound with dithiophosphoric acid O,O'-dimethyl ester
Conditions | Yield |
---|---|
In chloroform for 0.25h; Ambient temperature; other diorganyldithiophosphoric acids; | 96% |
In chloroform for 0.25h; Ambient temperature; | 96% |
diphenylguanidine
O,O-diisopropyl hydrogen phosphorodithioate
N,N'-Diphenyl-guanidine; compound with dithiophosphoric acid O,O'-diisopropyl ester
Conditions | Yield |
---|---|
In chloroform for 0.25h; Ambient temperature; | 96% |
diphenylguanidine
O,O-Diethyl hydrogen phosphorodithioate
diethyldithiophosphoric acid N,N'-diphenylguanidinium salt
Conditions | Yield |
---|---|
In chloroform for 0.25h; Ambient temperature; | 94% |
Conditions | Yield |
---|---|
In methanol | 94% |
O,O-diphenyl phosphorodithioic acid
diphenylguanidine
Dithiophosphoric acid O,O'-diphenyl ester; compound with N,N'-diphenyl-guanidine
Conditions | Yield |
---|---|
In chloroform for 0.25h; Ambient temperature; | 93% |
diphenylguanidine
3-methyl-4-nitroisoxazol-5(4H)-one
Conditions | Yield |
---|---|
In water | 93% |
diphenylguanidine
p-benzoquinone
1-phenyl-2-(phenylamino)-1H-benzo[d]imidazol-6-ol
Conditions | Yield |
---|---|
In dichloromethane at 0 - 20℃; for 16h; regioselective reaction; | 93% |
diphenylguanidine
di-n-octyl dithiophosphate
Dithiophosphoric acid O,O'-dioctyl ester; compound with N,N'-diphenyl-guanidine
Conditions | Yield |
---|---|
In chloroform for 0.25h; Ambient temperature; | 92% |
Conditions | Yield |
---|---|
In methanol | 92% |
dithiophosphoric acid O,O'-dihexyl ester
diphenylguanidine
Dithiophosphoric acid O,O'-dihexyl ester; compound with N,N'-diphenyl-guanidine
Conditions | Yield |
---|---|
In chloroform for 0.25h; Ambient temperature; | 91% |
Conditions | Yield |
---|---|
91% |
diphenylguanidine
O,O-di-p-tolyl hydrogen phosphorodithioate
Dithiophosphoric acid O,O'-di-p-tolyl ester; compound with N,N'-diphenyl-guanidine
Conditions | Yield |
---|---|
In chloroform for 0.25h; Ambient temperature; | 91% |
diphenylguanidine
C12H23O2PS2
Dithiophosphoric acid O,O'-dicyclohexyl ester; compound with N,N'-diphenyl-guanidine
Conditions | Yield |
---|---|
In chloroform for 0.25h; Ambient temperature; | 90% |
diphenylguanidine
methyl 3-benzoyl-1-(4-methoxyphenyl)-4,5-dioxo-4,5-dihydro-1H-pyrrole-2-carboxylate
9-benzoyl-8-hydroxy-2-imino-6-(4-methoxyphenyl)-1,3-diphenyl-1,3,6-triazaspiro[4.4]non-8-ene-4,7-dione
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane for 1h; Reflux; | 89% |
diphenylguanidine
diethyl 2-methylpyrimidine-4,5-dicarboxylate
ethyl 4-oxo-7-methyl-1-phenyl-2-(phenylimino)-1,3,6,8-tetraazaspiro<4.5>deca-6,9-diene-10-carboxylate
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran Ambient temperature; | 88.5% |
dithiophosphoric acid O,O'-bis-decyl ester
diphenylguanidine
Dithiophosphoric acid O,O'-didecyl ester; compound with N,N'-diphenyl-guanidine
Conditions | Yield |
---|---|
In chloroform for 0.25h; Ambient temperature; | 88% |
diphenylguanidine
ethyl 5-methylisoxazole-3-carboxylate
3-<(N1,N2-diphenylamidino)carbamoyl>-5-methylisoxazole
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran for 24h; Ambient temperature; | 88% |
O,O-diisoamylphosphorodithioic acid
diphenylguanidine
N,N'-Diphenyl-guanidine; compound with dithiophosphoric acid O,O'-bis-(3-methyl-butyl) ester
Conditions | Yield |
---|---|
In chloroform for 0.25h; Ambient temperature; | 85% |
formaldehyd
diphenylguanidine
3,5,9,11,15,17,21,23-octaphenyl-1,7,13,19-tetrathia-3,5,9,11,15,17,21,23-octaazacyclotetracosane-4,10,16,22-tetraimine
Conditions | Yield |
---|---|
With hydrogen sulfide; sodium butanolate In water; butan-1-ol at 40℃; for 4h; | 85% |
Conditions | Yield |
---|---|
With choline chloride; triethylamine; glycerol at 80℃; Reagent/catalyst; Green chemistry; | 85% |
diphenylguanidine
1,2-dibromobenzene
1-phenyl-2-phenylamino-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
With potassium phosphate; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In toluene at 140℃; for 24h; Molecular sieve; Inert atmosphere; regiospecific reaction; | 84% |
(S)-1-isopropyl-pyrrolidine-2-carboxylic acid
diphenylguanidine
Conditions | Yield |
---|---|
Stage #1: (S)-1-isopropyl-pyrrolidine-2-carboxylic acid With 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide for 5h; Stage #2: diphenylguanidine In N,N-dimethyl-formamide at 0 - 20℃; for 16h; | 84% |
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
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. |
Reported in EPA TSCA Inventory.
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: Xn,N
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 , 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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