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Name	3-Phenylpyrrolidine	EINECS	N/A
CAS No.	936-44-7	Density	0.988 g/cm³
PSA	12.03000	LogP	2.09230
Solubility	N/A	Melting Point	N/A
Formula	C₁₀H₁₃N	Boiling Point	243.36 °C at 760 mmHg
Molecular Weight	147.22	Flash Point	103.142 °C
Transport Information	N/A	Appearance	N/A
Safety	26	Risk Codes	22-36-52
Molecular Structure		Hazard Symbols	Xi
Synonyms	TIMTEC-BB SBB010168;ASINEX-REAG BAS 03334576;3-PHENYLPYRROLIDINE;(Pyrrolidin-3-yl)benzene	Article Data	24

3-Phenylpyrrolidine Synthetic route

: 1616295-80-7
4-phenyl-2,3-dihydro-1H-pyrrole

: 936-44-7
3-phenylpyrrolidine

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 3h;	98%

: 1026-59-1
(rac)-N-benzyl-3-phenylpyrrolidine

: 936-44-7
3-phenylpyrrolidine

Conditions

Conditions	Yield
With ammonium formate; palladium on activated charcoal In methanol	91%
With palladium on activated charcoal; ammonium formate In methanol Yield given;
With ammonium formate; palladium on activated charcoal In methanol Ambient temperature;

: 830319-60-3
8-thia-9-azatricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene 8,8-dioxide

: 936-44-7
3-phenylpyrrolidine

Conditions

Conditions	Yield
Stage #1: 8-thia-9-azatricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene-8,8-dioxide With ammonia; lithium In tetrahydrofuran at -78℃; for 4.5h; Stage #2: With ammonium chloride In tetrahydrofuran at -78 - 20℃; for 16h;	90%
Stage #1: 8-thia-9-azatricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene-8,8-dioxide With titanium(IV) isopropylate; chloro-trimethyl-silane; magnesium In tetrahydrofuran at 80 - 100℃; for 15h; Inert atmosphere; Stage #2: With sodium fluoride; sodium hydroxide In tetrahydrofuran; diethyl ether; water at 20℃; for 0.5h; Inert atmosphere;

: 147410-43-3
tert-butyl 3-phenylpyrrolidine-1-carboxylate

: 936-44-7
3-phenylpyrrolidine

Conditions

Conditions	Yield
Stage #1: tert-butyl 3-phenylpyrrolidine-1-carboxylate With hydrogenchloride In ethyl acetate for 2h; Stage #2: With potassium carbonate In diethyl ether; water	87%

: 13706-68-8
(+-)-phenylsuccinonitrile

: 936-44-7
3-phenylpyrrolidine

Conditions

Conditions	Yield
With acetic acid; platinum Hydrogenation;

: 178483-03-9
3-Phenyl-pyrrolidine-1-carboxylic acid methyl ester

: 936-44-7
3-phenylpyrrolidine

Conditions

Conditions	Yield
With hydrogenchloride In ethanol for 48h; Heating;
With hydrogenchloride In methanol Heating;

(+-)-4-phenyl-pyrrolidin-2-one: (+-)-4-phenyl-pyrrolidin-2-one

: 936-44-7
3-phenylpyrrolidine

Conditions

Conditions	Yield
With sodium; butan-1-ol

phenylsuccinic acid imide: phenylsuccinic acid imide

: 936-44-7
3-phenylpyrrolidine

Conditions

Conditions	Yield
With sulfuric acid at 18 - 60℃; bei der elektrolytischen Reduktion;

: 13706-68-8
(+-)-phenylsuccinonitrile

: 64-19-7
acetic acid

platinum: platinum

: 936-44-7
3-phenylpyrrolidine

Conditions

Conditions	Yield
Hydrogenation;

: 2905-25-1
o-bromobenzenesulfonyl chloride

: 936-44-7
3-phenylpyrrolidine

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: 85 percent / triethylamine / CH2Cl2 / 3 h / 0 - 20 °C 2.1: 95 percent / di(tricyclohexylphosphine)(benzylidene)ruthenium dichloride / CH2Cl2 / 15 h / 20 °C 3.1: 87 percent / Pd(OAc)2; triphenylphosphine; K2CO3 / dimethylformamide / 15 h / 110 °C 4.1: 93 percent / H2 / Pd/C / ethanol / 15 h / 20 °C 5.1: lithium; NH3 / tetrahydrofuran / 4.5 h / -78 °C 5.2: 90 percent / NH4Cl / tetrahydrofuran / 16 h / -78 - 20 °C View Scheme

Yield

Multi-step reaction with 5 steps
1.1: 85 percent / triethylamine / CH2Cl2 / 3 h / 0 - 20 °C
2.1: 95 percent / di(tricyclohexylphosphine)(benzylidene)ruthenium dichloride / CH2Cl2 / 15 h / 20 °C
3.1: 87 percent / Pd(OAc)2; triphenylphosphine; K2CO3 / dimethylformamide / 15 h / 110 °C
4.1: 93 percent / H2 / Pd/C / ethanol / 15 h / 20 °C
5.1: lithium; NH3 / tetrahydrofuran / 4.5 h / -78 °C
5.2: 90 percent / NH4Cl / tetrahydrofuran / 16 h / -78 - 20 °C
View Scheme

3-Phenylpyrrolidine Chemical Properties

IUPAC Name: 3-phenylpyrrolidine
Empirical Formula: C₁₀H₁₃N
Molecular Weight: 147.2169
Structure of Pyrrolidine, 3-phenyl- (CAS NO.936-44-7):

Index of Refraction: 1.533
Molar Refractivity: 46.23 cm³
Molar Volume: 148.9 cm³
Polarizability: 18.33×10^-24cm³
Surface Tension: 36.6 dyne/cm
Density: 0.988 g/cm³
Flash Point: 103.1 °C
Enthalpy of Vaporization: 48.04 kJ/mol
Boiling Point: 243.4 °C at 760 mmHg
Vapour Pressure: 0.0322 mmHg at 25°C
Product Categories: pharmacetical;Pyrrolidine series
Synonyms of Pyrrolidine, 3-phenyl- (CAS NO.936-44-7): 3-Phenylpyrrolidin ; 3-Phenylpyrrolidine
Canonical SMILES: C1CNCC1C2=CC=CC=C2
InChI: InChI=1S/C10H13N/c1-2-4-9(5-3-1)10-6-7-11-8-10/h1-5,10-11H,6-8H2
InChIKey: PRRFFTYUBPGHLE-UHFFFAOYSA-N

3-Phenylpyrrolidine Safety Profile

Hazard Codes: Xi
Hazard Note: Irritant
HazardClass: IRRITANT

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