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| CAS No.: | 4584-46-7 |
|---|---|
| Name: | 2-Dimethylaminoethyl chloride hydrochloride |
| Molecular Structure: | |
|
|
|
| Formula: | C4H10ClN.HCl |
| Molecular Weight: | 144.044 |
| Synonyms: | Ethanamine,2-chloro-N,N-dimethyl-, hydrochloride (9CI);(2-Chloroethyl)dimethylamine hydrochloride;N-(2-Chloroethyl)dimethylamine hydrochloride;b-Chloroethyl-N,N-dimethylaminehydrochloride;N-(2-Chloroethyl)-N,N-dimethylamine hydrochloride;1-Chloro-2-N,N-dimethylaminoethane hydrochloride;2-(Dimethylamino)ethyl chloride hydrochloride;2-(N,N-Dimethylamino)ethyl chloride hydrochloride;N,N-Dimethyl-N-(2-chloroethyl)amine hydrochloride; |
| EINECS: | 224-970-1 |
| Melting Point: | 201-204 °C(lit.) |
| Boiling Point: | 57.8 °C at 760 mmHg |
| Flash Point: | 21.6 °C |
| Solubility: | 2000 g/L (20 °C ) in water |
| Appearance: | colorless to beige crystal |
| Hazard Symbols: |
 T, N, T+
|
| Risk Codes: | 22-24-36/37/38-68-51/53-26 |
| Safety: | 26-45-61-36/37/39-28 |
| Transport Information: | UN 2811 6.1/PG 3 |
| PSA: | 3.24000 |
| LogP: | 1.58880 |
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| Conditions | Yield |
|---|---|
| With thionyl chloride In dichloromethane at 0 - 20℃; | 100% |
| With thionyl chloride at 0℃; for 20h; | 98% |
| With thionyl chloride for 12h; Ambient temperature; | 92% |
| Conditions | Yield |
|---|---|
| Stage #1: dimethyl amine; 2-chloro-ethanol for 4h; Reflux; Stage #2: With thionyl chloride In tetrachloromethane at 20℃; for 4h; Cooling with ice; | 60.8% |
- 4584-46-7
(2-chloroethyl)dimethylamine hydrochloride
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2-nitro-10H-indolo[3,2-b]quinoline
| Conditions | Yield |
|---|---|
| With sodium hydroxide; dimethyl sulfoxide at 20℃; for 4h; Substitution; | 100% |
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3-(cyano-dimethyl-methyl)-5-hydroxy-benzoic acid methyl ester
- 4584-46-7
(2-chloroethyl)dimethylamine hydrochloride
- 878744-07-1
3-(cyano-dimethyl-methyl)-5-(2-dimethylamino-ethoxy)-benzoic acid methyl ester
| Conditions | Yield |
|---|---|
| With potassium carbonate; sodium iodide In acetone for 5h; Heating / reflux; | 100% |
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(2-chloroethyl)dimethylamine hydrochloride
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dimethyl{2-[(2-methyl-3-nitrophenyl)oxy]ethyl}amine
| Conditions | Yield |
|---|---|
| With potassium carbonate In water; butan-1-ol at 80℃; for 13h; | 100% |
- 229635-02-3
(E)-3-Tetrahydropyranyloxy-7α-methyl-21-hydroxy-19-norpregna-1,3,5(10),17(20)-tetraene
- 4584-46-7
(2-chloroethyl)dimethylamine hydrochloride
| Conditions | Yield |
|---|---|
| Stage #1: (2-chloroethyl)dimethylamine hydrochloride With sodium hydride In N,N-dimethyl-formamide at 0℃; Stage #2: (E)-3-Tetrahydropyranyloxy-7α-methyl-21-hydroxy-19-norpregna-1,3,5(10),17(20)-tetraene With tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide at 70℃; for 2.5h; | 100% |
- 4584-46-7
(2-chloroethyl)dimethylamine hydrochloride
| Conditions | Yield |
|---|---|
| Stage #1: (Z)-4-[2-(3-methoxyphenyl)-1-phenylbut-1-en-1-yl]phenol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: (2-chloroethyl)dimethylamine hydrochloride In N,N-dimethyl-formamide at 80℃; for 2h; | 100% |
- 4584-46-7
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| Conditions | Yield |
|---|---|
| With potassium carbonate In water; acetone Heating; | 98.7% |
- 4584-46-7
(2-chloroethyl)dimethylamine hydrochloride
| Conditions | Yield |
|---|---|
| With potassium carbonate In water; acetone for 16h; Heating; | 98% |
- 4584-46-7
(2-chloroethyl)dimethylamine hydrochloride
| Conditions | Yield |
|---|---|
| With potassium carbonate In water; acetone for 16h; Heating; | 98% |
| With potassium carbonate In acetone Heating; | 89% |
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Chemistry
IUPAC Name: 2-Chloroethyl(dimethyl)azanium chloride
Synonyms of 2-Dimethylaminoethyl chloride hydrochloride (CAS NO.4584-46-7): 2-chloroethyldimethylammonium chloride ; 2-Chloro-N,N-dimethylethylamine hydrochloride ; N,N-Dimethylamino chloroethane hydrochloride
CAS NO: 4584-46-7
Molecular Formula: C4H10ClN.HCl
Molecular Weight: 144.04
Molecular Structure: 
EINECS: 224-970-1
H bond acceptors: 1
H bond donors: 0
Freely Rotating Bonds: 2
Polar Surface Area: 0 Å2
Flash Point: 21.6 °C
Enthalpy of Vaporization: 30.05 kJ/mol
Boiling Point: 57.8 °C at 760 mmHg
Vapour Pressure: 214 mmHg at 25°C
Melting Point: 205°C
Water Solubility: 2000 g/L (20 °C )
Sensitive: Hygroscopic
Appearance: Colorless to beige crystal
SMILES: [Cl-].ClCC[NH+](C)C
InChI: InChI=1/C4H10ClN.ClH/c1-6(2)4-3-5;/h3-4H2,1-2H3;1H
InChIKey: LQLJZSJKRYTKTP-UHFFFAOYAC
Std. InChI: InChI=1S/C4H10ClN.ClH/c1-6(2)4-3-5;/h3-4H2,1-2H3;1H
Std. InChIKey: LQLJZSJKRYTKTP-UHFFFAOYSA-N
Product Categories of 2-Dimethylaminoethyl chloride hydrochloride (CAS NO.4584-46-7): Halogen compounds
Uses
2-Dimethylaminoethyl chloride hydrochloride (CAS NO.4584-46-7) is used as intermediate for the synthesis of pharmaceuticals (e.g. bephenium hydroxnaphthoate, diltiazem, mepyramine and phenyltoloxamine).
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| guinea pig | LDLo | skin | 250mg/kg (250mg/kg) | National Technical Information Service. Vol. OTS0546424, | |
| mouse | LD50 | intraperitoneal | 280mg/kg (280mg/kg) | BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES GASTROINTESTINAL: OTHER CHANGES | Cancer Vol. 2, Pg. 1055, 1949. |
| mouse | LD50 | subcutaneous | 250mg/kg (250mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 97, Pg. 25, 1949. | |
| rabbit | LD50 | skin | 290mg/kg (290mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BLOOD: HEMORRHAGE SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | National Technical Information Service. Vol. OTS0539178, |
| rat | LD50 | oral | 238mg/kg (238mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: TREMOR BEHAVIORAL: ATAXIA | National Technical Information Service. Vol. OTS0546424, |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Safety Information of 2-Dimethylaminoethyl chloride hydrochloride (CAS NO.4584-46-7):
Hazard Codes: 
T,T+ 
N
Risk Statements: 22-24-36/37/38-68-51/53-26
R22: Harmful if swallowed.
R24: Toxic in contact with skin.
R26: Very toxic by inhalation.
R68: Possible risk of irreversible effects.
R36/37/38: Irritating to eyes, respiratory system and skin.
R51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 26-45-61-36/37/39-28
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S28: After contact with skin, wash immediately with plenty of soap-suds.
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S61: Avoid release to the environment. Refer to special instructions / safety data sheets.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: UN 2811 6.1/PG 3
WGK Germany: 3
RTECS: KQ9020000
HazardClass: 6.1
PackingGroup: III
HS Code: 9211980
Poison by intraperitoneal and subcutaneous routes. Questionable carcinogen with experimental neoplastigenic data. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cl− and NOx.
Specification
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
Handling: Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Do not ingest or inhale. Use only in a chemical fume hood.
Storage: Store in a cool, dry place. Store in a tightly closed container.