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Piperidine hydrochloride

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Name

Piperidine hydrochloride

EINECS 228-033-8
CAS No. 6091-44-7 Density 1,12 g/cm3
PSA 16.61000 LogP -1.69310
Solubility Soluble in water and ethanol Melting Point 245-249 °C
Formula C5H11N.HCl Boiling Point 106.4 °C at 760 mmHg
Molecular Weight 121.61 Flash Point 4.4 °C
Transport Information UN 2811 6.1/PG 3 Appearance white fine crystalline powder
Safety 36/37/39-45-26 Risk Codes 36/37/38-23/24/25
Molecular Structure Molecular Structure of 6091-44-7 (Piperidine hydrochloride) Hazard Symbols ToxicT
Synonyms

Piperidine, hydrochloride (7CI,8CI,9CI);Piperidinium chloride;Piperidine, hydrochloride (1:1);Hexahydropyridine hydrochloride;NSC 27162;

Article Data 98

Piperidine hydrochloride Synthetic route

110-89-4

piperidine

A

123-56-8

Succinimide

B

25116-80-7

N,N'-thiodipiperidine

C

6091-44-7

piperidine hydrochloride

Conditions
ConditionsYield
With N-chlorothiophthalimide In 1,2-dichloro-ethane at 20 - 25℃; for 2h;A n/a
B 77%
C 100%
110-89-4

piperidine

6091-44-7

piperidine hydrochloride

Conditions
ConditionsYield
With hydroxylamine hydrochloride In ethanol for 2h; Reflux;100%
With tetrachloromethane; dicarbonylchloro(2,1,3-benzothiadiazole)rhodium(I) for 360h; Ambient temperature; also with other chlorinated solvents and rhodium complex catalysts;50%
Multi-step reaction with 2 steps
1: 18 percent / CHCl3 / 8 h / Heating
2: 0.4 g / HCl / diethyl ether
View Scheme
110-86-1

pyridine

6091-44-7

piperidine hydrochloride

Conditions
ConditionsYield
Stage #1: pyridine With palladium 10% on activated carbon; hydrogen; acetic acid at 24 - 28℃; for 15h;
Stage #2: With hydrogenchloride In methanol; water Catalytic behavior;
100%
Stage #1: pyridine With palladium on activated charcoal; hydrogen; acetic acid at 20℃; under 760.051 Torr; for 15h;
Stage #2: With hydrogenchloride In methanol; water Time;
100%
With hydrogenchloride; methanol; lithium triethylborohydride 1.) THF, RT. 0.5 h; Yield given. Multistep reaction;
Stage #1: pyridine With ammonium formate; 10percent palladium on carbon In methanol at 20℃; for 16h;
Stage #2: With hydrogenchloride In methanol Further stages.;
95 % Spectr.
Stage #1: pyridine With hydrogen In 1,4-dioxane at 100℃; under 15001.5 Torr; for 3.33333h; Autoclave;
Stage #2: With hydrogenchloride
2402-95-1

2-chloropyridine-N-oxide

6091-44-7

piperidine hydrochloride

Conditions
ConditionsYield
Stage #1: 2-chloropyridine-N-oxide With ammonium formate; 10percent palladium on carbon In methanol at 20℃; for 16h;
Stage #2: With hydrogenchloride In methanol Further stages.;
100%
66203-96-1, 115871-51-7

N-(2-chloropropionyl)piperidine

6091-44-7

piperidine hydrochloride

Conditions
ConditionsYield
With methanol at 50℃; for 0.5h;99%

2-(2'-nitrophenylsulphone)-1-chloroindane

A

6091-44-7

piperidine hydrochloride

B

100461-60-7

2-(2'-nitrophenylsulphone)indene

Conditions
ConditionsYield
With piperidine In tetrahydrofuran for 0.166667h; Ambient temperature;A n/a
B 99%
75844-69-8

t-butyl piperidinecarboxylate

6091-44-7

piperidine hydrochloride

Conditions
ConditionsYield
With sulfuric acid; sodium chloride In neat (no solvent) at 20℃; for 1h; Sealed tube;99%
110-89-4

piperidine

tris(dimethylamino)isothiocyanatophosphonium chloride

A

6091-44-7

piperidine hydrochloride

B

C12H28N5PS

Conditions
ConditionsYield
for 6h;A n/a
B 98%
2905-56-8

N-Benzylpiperidine

6091-44-7

piperidine hydrochloride

Conditions
ConditionsYield
With 1,1,2-trichloroethane; 10% palladium on activated carbon; hydrogen In methanol under 760.051 Torr; for 1h; chemoselective reaction;98%
With dichloromethane; hydrogen; palladium on activated charcoal In methanol at 20℃; for 24h; atmospheric pressure;97%
With Na2K-SG(I) In tetrahydrofuran at 20℃; Inert atmosphere;82%
With hydrogenchloride; Vinyl chloroformate 1.) CH2Cl2, 0 deg C to room temperature;reflux, 4 h, 3.) MeOH, 50-60 deg C, 4.5 h; Yield given. Multistep reaction;
2981-10-4

1-(cyclohex-1-en-1-yl)piperidine

32803-73-9

methyl 3-phenyl-3-chloro-2-ketopropionate

A

3626-62-8

2-phenyl-1-(1-piperidinyl)ethanone

B

methyl 1-(5-chloropentyl)-2-phenyl-4,5,6,7-tetrahydro-1H-indole-3-carboxylate

C

6091-44-7

piperidine hydrochloride

Conditions
ConditionsYield
In 1,4-dioxane for 2h; Reflux;A 4%
B 95%
C 1%

Piperidine hydrochloride Consensus Reports

Reported in EPA TSCA Inventory.

Piperidine hydrochloride Specification

The Piperidine hydrochloride, with the CAS registry number 6091-44-7, is also known as Piperidine, hydrochloride (1:1). It belongs to the product categories of Piperidine; Building Blocks; Heterocyclic Building Blocks; Piperidines. Its EINECS number is 228-033-8. This chemical's molecular formula is C5H11N.HCl and molecular weight is 121.63. What's more, its systematic name is Piperidinium chloride. Its classification code is Drug / Therapeutic Agent. It is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Moreover, it should be protected from light. This chemical is used in organic synthesis.

Physical properties of Piperidine hydrochloride are: (1)ACD/LogP: 0.932; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.17; (4)ACD/LogD (pH 7.4): -2.10; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Flash Point: 4.4 °C; (13)Enthalpy of Vaporization: 34.53 kJ/mol; (14)Boiling Point: 106.4 °C at 760 mmHg; (15)Vapour Pressure: 28.3 mmHg at 25°C.

Preparation: this chemical can be prepared by N-(2-chloropropionyl)piperidine at the temperature of 50 °C. This reaction will need reagent methanol with the reaction time of 30 min. The yield is about 99%.

Piperidine hydrochloride can be prepared by N-(2-chloropropionyl)piperidine at the temperature of 50 °C

Uses of Piperidine hydrochloride: it can be used to produce 2,8-Dimethyl-6-(1-piperidyl)-9H-purin at the temperature of 200 °C. It will need reagents P2O5, NEt3·HCl with the reaction time of 3 hours. The yield is about 76%.

Piperidine hydrochloride can be used to produce 2,8-Dimethyl-6-(1-piperidyl)-9H-purin at the temperature of 200 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is toxic by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need to wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: [Cl-].[NH2+]1CCCCC1
(2)Std. InChI: InChI=1S/C5H11N.ClH/c1-2-4-6-5-3-1;/h6H,1-5H2;1H
(3)Std. InChIKey: VEIWYFRREFUNRC-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
frog LDLo subcutaneous 1gm/kg (1000mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

CARDIAC: PULSE RATE

AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC
Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 50, Pg. 199, 1903.
mouse LD50 intraperitoneal 330mg/kg (330mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Japanese Journal of Pharmacology. Vol. 17, Pg. 475, 1967.
mouse LD50 intravenous 160mg/kg (160mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 112, Pg. 36, 1957.
mouse LDLo subcutaneous 657mg/kg (657mg/kg)   Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 50, Pg. 199, 1903.
mouse LDLo subcutaneous 657mg/kg (657mg/kg) LUNGS, THORAX, OR RESPIRATION: CYANOSIS

AUTONOMIC NERVOUS SYSTEM: OTHER (DIRECT) PARASYMPATHOMIMETIC
Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 50, Pg. 199, 1903.
rat LD50 oral 133mg/kg (133mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 289, 1972.

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