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1-Phenyl-2-N-pyrrolidinopentane hydrochloride

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Name

1-Phenyl-2-N-pyrrolidinopentane hydrochloride

EINECS 207-784-5
CAS No. 493-92-5 Density 0.963 g/cm3
PSA 3.24000 LogP 3.43150
Solubility N/A Melting Point N/A
Formula C15H23N Boiling Point 299.9 °C at 760 mmHg
Molecular Weight 217.354 Flash Point 123.3 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 493-92-5 (prolintane) Hazard Symbols N/A
Synonyms

1-[1-(Phenylmethyl)butyl]pyrrolidine;

Article Data 4

1-Phenyl-2-N-pyrrolidinopentane hydrochloride Synthetic route

1-(1-benzylbut-3-enyl)pyrrolidine

493-92-5

Prolintane

Conditions
ConditionsYield
With hydrogen In methanol under 3102.97 Torr;92%
25150-61-2

pyrrolidine hydrochloride

123-72-8

butyraldehyde

alkali cyanide

alkali cyanide

493-92-5

Prolintane

Conditions
ConditionsYield
With water Behandeln des erhaltenen 2-Pyrrolidino-valeronitrils mit Benzylmagnesiumchlorid in Tetrahydrofuran und Benzol;
With water Behandeln des erhaltenen 2-Pyrrolidino-valeronitrils mit Benzylmagnesiumchlorid in Tetrahydrofuran und Benzol;
4436-24-2

1,2-epoxy-3-phenylpropane

493-92-5

Prolintane

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: copper(l) iodide / tetrahydrofuran / 1.5 h / -78 - 20 °C
2: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
3: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux
4: hydrogen / methanol / 3102.97 Torr
View Scheme
61077-65-4

1-phenylpent-4-en-2-ol

493-92-5

Prolintane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
2: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux
3: hydrogen / methanol / 3102.97 Torr
View Scheme
300-57-2

allylbenzene

493-92-5

Prolintane

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 12.5 h / 0 - 20 °C
2: copper(l) iodide / tetrahydrofuran / 1.5 h / -78 - 20 °C
3: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
4: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux
5: hydrogen / methanol / 3102.97 Torr
View Scheme
493-92-5

Prolintane

35259-27-9

1-(1-Benzyl-butyl)-pyrrolidin-2-on

Conditions
ConditionsYield
With potassium permanganate; 18-crown-6 ether In dichloromethane for 1h; Heating;90%
493-92-5

Prolintane

139925-12-5

1-(1-Benzyl-butyl)-pyrrol

Conditions
ConditionsYield
With o-tetrachloroquinone In toluene for 20h; Heating;31%
74-83-9

methyl bromide

493-92-5

Prolintane

132568-51-5

1-methyl-1-(1-benzyl-butyl)-pyrrolidinium; bromide

Conditions
ConditionsYield
With acetone
493-92-5

Prolintane

40431-15-0

1-(1-p-Hydroxy-benzyl-butyl)-pyrrolidin-2-on

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / KMnO4, 18-crown-6 / CH2Cl2 / 1 h / Heating
View Scheme
493-92-5

Prolintane

N-(1-Benzyl-butyl)-4-amino-buttersaeure

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / KMnO4, 18-crown-6 / CH2Cl2 / 1 h / Heating
2: 96 percent / N KOH / methanol / 1 h / Heating
View Scheme

1-Phenyl-2-N-pyrrolidinopentane hydrochloride Specification

The 1-Phenyl-2-N-pyrrolidinopentane hydrochloride, with the CAS registry number 493-92-5, is also known as 1-[1-(Phenylmethyl)butyl]pyrrolidine. Its EINECS registry number is 207-784-5. This chemical's molecular formula is C15H23N and molecular weight is 217.3498. What's more, both its IUPAC name and systematic name are the same which is called 1-(1-Phenylpentan-2-yl)pyrrolidine.

Physical properties about 1-Phenyl-2-N-pyrrolidinopentane hydrochloride are: (1)ACD/LogP: 4.12; (2)#of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.02; (4)ACD/LogD (pH 7.4): 1.26; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1.11; (7)ACD/KOC (pH 5.5): 3.33; (8)ACD/KOC (pH 7.4): 5.78; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 3.24 Å2; (13)Index of Refraction: 1.529; (14)Molar Refractivity: 69.63 cm3; (15)Molar Volume: 225.6 cm3; (16)Polarizability: 27.6×10-24 cm3; (17)Surface Tension: 37.7 dyne/cm; (18)Density: 0.963 g/cm3; (19)Flash Point: 123.3 °C; (20)Enthalpy of Vaporization: 53.99 kJ/mol; (21)Boiling Point: 299.9 °C at 760 mmHg; (22)Vapour Pressure: 0.00116 mmHg at 25 °C.

Uses of 1-Phenyl-2-N-pyrrolidinopentane hydrochloride: it is used to produce 1-(1-Benzyl-butyl)-pyrrolidin-2-one. The reaction occurs with reagents KMnO4, 18-crown-6 and solvent CH2Cl2 The reaction time is 1 hour. The yield is 90%.

1-Phenyl-2-N-pyrrolidinopentane hydrochloride is used to produce 1-(1-Benzyl-butyl)-pyrrolidin-2-one.

You can still convert the following datas into molecular structure:
(1) SMILES: c1ccccc1CC(N2CCCC2)CCC
(2) InChI: InChI=1/C15H23N/c1-2-8-15(16-11-6-7-12-16)13-14-9-4-3-5-10-14/h3-5,9-10,15H,2,6-8,11-13H2,1H3
(3) InChIKey: OJCPSBCUMRIPFL-UHFFFAOYAY

The toxicity data is as follows:

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 4.280 (none)   EST
Atmospheric OH Rate Constant 1.18E-10 cm3/molecule-sec 25 EST

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