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1-(2-Chloroethyl)piperidine hydro-chloride

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Name

1-(2-Chloroethyl)piperidine hydro-chloride

EINECS 217-920-5
CAS No. 2008-75-5 Density N/A
PSA 3.24000 LogP 2.45100
Solubility soluble in water Melting Point 230-232 °C(lit.)
Formula C7H14ClN.HCl Boiling Point 190.3 °C at 760 mmHg
Molecular Weight 184.109 Flash Point 68.9 °C
Transport Information UN 2928 6.1/PG 2 Appearance Colorless to beige crystals
Safety 26-28-36/37/39-45-24/25 Risk Codes 28-34-36/37/38
Molecular Structure Molecular Structure of 2008-75-5 (2-Piperidinoethylchloride hydrochloride) Hazard Symbols VeryT+, IrritantXi
Synonyms

Piperidine,1-(2-chloroethyl)-, hydrochloride (6CI,7CI,8CI,9CI);1-(2-Chloroethyl)piperidine hydrochloride;1-(2-Chloroethyl)piperidinemonohydrochloride;1-(2-Chloroethyl)piperidinium chloride;1-Chloro-2-piperidinoethane hydrochloride;2-(1-Piperidinyl)-1-chloroethanehydrochloride;2-(Piperidin-1-yl)ethyl chloride hydrochloride;2-Piperidino-1-chloroethane hydrochloride;N-(2-Chloroethyl)piperidine hydrochloride;N-(b-Chloroethyl)piperidine hydrochloride;1-(2-Chloroethyl) Piperidine hydrochloride;

Article Data 8

1-(2-Chloroethyl)piperidine hydro-chloride Synthetic route

3040-44-6

1-piperidinoethanol

2008-75-5

N-chloroethylpiperidine hydrochloride

Conditions
ConditionsYield
With thionyl chloride In chloroform for 3h; Cooling with ice; Reflux;85%
With hydrogenchloride; thionyl chloride In chloroform for 1h; Heating / reflux;76%
With thionyl chloride In chloroform for 4h; Reflux; Cooling with ice;
110-89-4

piperidine

107-07-3

2-chloro-ethanol

2008-75-5

N-chloroethylpiperidine hydrochloride

Conditions
ConditionsYield
Stage #1: piperidine; 2-chloro-ethanol In toluene for 3h; Reflux;
Stage #2: With thionyl chloride In toluene for 2h; Reflux;
59.2%
Stage #1: piperidine; 2-chloro-ethanol In toluene for 2h; Reflux;
Stage #2: With thionyl chloride In toluene at 20℃; for 8h; Cooling with ice;
15.5 g

trans-4-bromo-N-methyl-N-[4-(2-piperidin-1-yl-ethoxy)-cyclohexyl]-benzenesulfonamide

A

trans-4-Bromo-N-(4-hydroxy-cyclohexyl)-N-methyl-benzenesulfonamide

B

2008-75-5

N-chloroethylpiperidine hydrochloride

trans-N-Methyl-N-[4-(2-piperidin-1-yl-ethoxy)-cyclohexyl]-4-trifluoromethyl-benzenesulfonamide

A

trans-N-(4-hydroxy-cyclohexyl)-N-methyl-4-trifluoro-methyl-benzenesulfonamide

B

2008-75-5

N-chloroethylpiperidine hydrochloride

2008-75-5

N-chloroethylpiperidine hydrochloride

573674-55-2

4-[6-methoxy-2-(3-methoxyphenyl)-1-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]phenol

573674-57-4

6-methoxy-2-(3-methoxyphenyl)-1-methyl-1-[4-(2-piperidin-1-yl-ethoxy)phenyl]-1,2,3,4-tetrahydroisoquinoline

Conditions
ConditionsYield
Stage #1: 4-[6-methoxy-2-(3-methoxyphenyl)-1-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl]phenol With sodium hydride In 1,4-dioxane at 20℃; for 0.166667h;
Stage #2: N-chloroethylpiperidine hydrochloride With sodium hydride In 1,4-dioxane at 80℃; for 5h;
100%
106-41-2

4-bromo-phenol

2008-75-5

N-chloroethylpiperidine hydrochloride

836-58-8

1-[2-(4-bromophenoxy)ethyl]piperidine

Conditions
ConditionsYield
With caesium carbonate; potassium iodide In N,N-dimethyl-formamide at 25 - 50℃; for 14.5h;100%
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water at 20 - 35℃; for 18h;98.5%
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In dichloromethane at 30 - 35℃; for 18h; Industrial scale;98.2%
710348-61-1

5-methylene-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-2-ol

2008-75-5

N-chloroethylpiperidine hydrochloride

710348-59-7

1-[2-(5-methylene-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-2-yloxy)ethyl]piperidine

Conditions
ConditionsYield
With sodium hydride In DMF (N,N-dimethyl-formamide) at 20℃;100%
63676-19-7

[6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl](4-hydroxyphenyl)methanone

2008-75-5

N-chloroethylpiperidine hydrochloride

84541-38-8

[6-Methoxy-2-(4-Methoxyphenyl)benzo[b]thien-3-yl]-[4-[2-(1-Piperidinyl)ethoxy]phenyl] Methanone

Conditions
ConditionsYield
In dichloromethane; water at 16 - 20℃; for 6.5h; Product distribution / selectivity; Reflux;100%
With sodium hydroxide In dichloromethane; water at 16 - 20℃; for 6.75h; Product distribution / selectivity; Reflux;100%
With sodium hydroxide In dichloromethane; water at 16℃; for 6.5h; Product distribution / selectivity; Reflux;100%
17754-90-4

4-(Diethylamino)salicylaldehyde

2008-75-5

N-chloroethylpiperidine hydrochloride

1402729-63-8

4-diethylamino-2-[2-(1-piperidyl)ethoxy]benzaldehyde

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 80℃; for 4h;100%
2491-32-9

1-(4-Hydroxyphenyl)-2-phenylethanone

2008-75-5

N-chloroethylpiperidine hydrochloride

2-phenyl(4-piperidinylethoxyphenyl)ethan-1-one

Conditions
ConditionsYield
With potassium carbonate In acetone for 6h; Heating;99%

1-(2-Chloroethyl)piperidine hydro-chloride Specification

The IUPAC name of 1-(2-Chloroethyl)piperidine hydro-chloride is 1-(2-chloroethyl)piperidine hydrochloride. With the CAS registry number 2008-75-5, it is also named as Piperidinoethyl chloride, hydrochloride. The product's categories are Piperidines, Piperidones, Piperazines; Piperidine. Besides, it is colorless to beige crystals, which should be stored in tightly sealed container in a cool, dry place. And you should ensure that the workplaces have good ventilation or exhaust devices. In addition, its molecular formula is C7H14ClN.HCl and molecular weight is 184.11.

The other characteristics of this product can be summarized as: (1)EINECS: 217-920-5; (2)ACD/LogP: 1.92; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): -0.86; (5)ACD/LogD (pH 7.4): 0.74; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1.11; (8)ACD/KOC (pH 5.5): 1; (9)ACD/KOC (pH 7.4): 17.27; (10)#H bond acceptors: 1; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 2; (13)Polar Surface Area: 3.24 Å2; (14)Flash Point: 68.9 °C; (15)Melting point: 228-234 °C; (16)Enthalpy of Vaporization: 42.65 kJ/mol; (17)Boiling Point: 190.3 °C at 760 mmHg; (18)Vapour Pressure: 0.545 mmHg at 25 °C.

Uses of 1-(2-Chloroethyl)piperidine hydro-chloride: this chemical is used as intermediate for the syntheses of pharmaceuticals. Additionally, it can react with ethylamine to get ethyl-(2-piperidin-1-yl-ethyl)-amine.



This reaction needs H2O at temperature of 20 °C for 2 hours. The yield is 87 %.

When you are using this chemical, please be cautious about it as the following: it is very toxic if swallowed. It may also cause burns. And it irritates to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. Moreover, you should wear suitable protective clothing, gloves and eye/face protection to avoid contact with skin and eyes. After contact with skin, wash immediately with plenty of soap-suds. Furthermore, in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
(1)SMILES: ClCCN1CCCCC1.Cl
(2)InChI: InChI=1/C7H14ClN.ClH/c8-4-7-9-5-2-1-3-6-9;/h1-7H2;1H
(3)InChIKey: VFLQQZCRHPIGJU-UHFFFAOYAN

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 93mg/kg (93mg/kg) BEHAVIORAL: ATAXIA Journal of Pharmacology and Experimental Therapeutics. Vol. 94, Pg. 249, 1948.
mouse LD50 intravenous 56mg/kg (56mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#07326,
mouse LD50 subcutaneous 125mg/kg (125mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 97, Pg. 25, 1949.

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