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147-20-6

Basic Information
CAS No.: 147-20-6
Name: diphenylpyraline
Article Data: 6
Molecular Structure:
Molecular Structure of 147-20-6 (diphenylpyraline)
Formula: C19H23 N O
Molecular Weight: 281.398
Synonyms: 1-Methyl-4-piperidylbenzhydryl ether; 4-(Benzhydryloxy)-1-methylpiperidine; AN 1041;Diphenpyraline; Diphenylpyraline; Diphenylpyrilene; Hystryl; Lyssipoll;Mepiben; N-Methyl-4-(benzhydryloxy)piperidine; Neargal; P 253
EINECS: 205-686-7
Density: 1.08 g/cm3
Boiling Point: 378.7 °C at 760 mmHg
Flash Point: 111.6 °C
Safety: Poison by ingestion and intravenous routes. An eye irritant. When heated to decomposition it emits toxic fumes of NOx.
PSA: 12.47000
LogP: 3.82470
Synthetic route
106-52-5

N-methyl-4-hydroxypiperidine

90-99-3

diphenylchloromethane

147-20-6

diphenylpyraline

Conditions
ConditionsYield
With tributyl-amine; 4-methyl-2-pentanone
106-52-5

N-methyl-4-hydroxypiperidine

776-74-9

Bromodiphenylmethane

147-20-6

diphenylpyraline

Conditions
ConditionsYield
With benzene Erhitzen des Reaktionsprodukts auf ca. 150grad;
With tributyl-amine; 4-methyl-2-pentanone
106-52-5

N-methyl-4-hydroxypiperidine

908093-98-1

diazodiphenylmethane

147-20-6

diphenylpyraline

Conditions
ConditionsYield
With benzene
5382-16-1

4-HYDROXYPIPERIDINE

147-20-6

diphenylpyraline

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 40 °C
2: toluene-4-sulfonic acid / N,N-dimethyl-formamide; toluene / Reflux; Dean-Stark
View Scheme
106-52-5

N-methyl-4-hydroxypiperidine

91-01-0

1,1-Diphenylmethanol

147-20-6

diphenylpyraline

Conditions
ConditionsYield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide; toluene Reflux; Dean-Stark;
147-20-6

diphenylpyraline

541-41-3

chloroformic acid ethyl ester

65214-84-8

ethyl 4-(diphenylmethoxy)-1-piperidinecarboxylate

Conditions
ConditionsYield
In toluene for 5.5h; Heating;87%
147-20-6

diphenylpyraline

58258-01-8

4-diphenylmethoxypiperidine

Conditions
ConditionsYield
With ethanol; sodium perchlorate; water for 12h; Reagent/catalyst; Electrochemical reaction; Green chemistry;44%
Multi-step reaction with 2 steps
1: 87 percent / toluene / 5.5 h / Heating
2: 88 percent / 40percent aq. NaOH / ethanol / 16.5 h / Heating
View Scheme
147-20-6

diphenylpyraline

125602-76-8

ethyl 4-(4-benzhydryloxypiperidino)butanoate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 87 percent / toluene / 5.5 h / Heating
2: 88 percent / 40percent aq. NaOH / ethanol / 16.5 h / Heating
3: K2CO3 / dimethylformamide / 80 °C
View Scheme
147-20-6

diphenylpyraline

133993-23-4

4-(4-Benzhydryloxy-piperidin-1-yl)-butyric acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 87 percent / toluene / 5.5 h / Heating
2: 88 percent / 40percent aq. NaOH / ethanol / 16.5 h / Heating
3: K2CO3 / dimethylformamide / 80 °C
4: 2N aq. NaOH / methanol / Heating
View Scheme
147-20-6

diphenylpyraline

133015-42-6

ethyl <(4-diphenylmethoxy)piperidino>acetate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 87 percent / toluene / 5.5 h / Heating
2: 88 percent / 40percent aq. NaOH / ethanol / 16.5 h / Heating
3: 70 percent / K2CO3 / dimethylformamide / 2 h / 80 °C
View Scheme
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Chemistry

Molecular Structure of Lyssipoll (CAS NO.147-20-6):

IUPAC Name: 4-benzhydryloxy-1-methylpiperidine
Empirical Formula: C19H23NO 
Molecular Weight: 281.392 
Surface Tension: 44.3 dyne/cm 
Density: 1.08 g/cm
Flash Point: 111.6 °C 
Enthalpy of Vaporization: 62.66 kJ/mol 
Boiling Point: 378.7 °C at 760 mmHg 
Vapour Pressure: 6.18E-06 mmHg at 25°C 
Index of Refraction: 1.587 
Classification Code :Skin / Eye Irritant
Synonyms of Lyssipoll (CAS NO.147-20-6): benzhydryl 1-methyl-4-piperidyl ether ; Belfene;Dayfen ; Hispril ; Hystryl ; Mepiben ; P-253

Toxicity Data With Reference

1.    

eye-rbt 1 mg MLD

    TXAPA9    Toxicology and Applied Pharmacology. 50 (1979),459.
2.    

orl-mus LD50:250 mg/kg

    THERAP    Therapie. 26 (1971),155.
3.    

ivn-mus LD50:42 mg/kg

    THERAP    Therapie. 26 (1971),1203.

Safety Profile

Poison by ingestion and intravenous routes. An eye irritant. When heated to decomposition it emits toxic fumes of NOx.