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Basic Information
| CAS No.: | 869-24-9 |
|---|---|
| Name: | 2-Diethylaminoethylchloride hydrochloride |
| Article Data: | 13 |
| Molecular Structure: | |
|
|
|
| Formula: | C6H14ClN.HCl |
| Molecular Weight: | 172.098 |
| Synonyms: | 1-Chloro-2-(diethylamino)ethane hydrochloride;2-Chlorotriethylamine hydrochloride;2-(N,N-Diethylamino)ethyl chloride hydrochloride;2-Chloro-N,N-diethylethylaminehydrochloride;2-Chloroethyldiethylammoniumchloride;N,N-Diethyl-b-chloroethylamine hydrochloride;N-2-Chloroethyl-N,N-diethylammoniumhydrochloride;b-Chloroethyldiethylamine hydrochloride;2-(Diethylamino)ethyl chloridehydrochloric acid salt;Ethanamine,2-chloro-N,N-diethyl-, hydrochloride (9CI);Triethylamine, 2-chloro-,hydrochloride (6CI,7CI,8CI);(2-Chloroethyl)diethylamine monohydrochloride;(N,N-Diethylamino)ethyl chloride hydrochloride;2-Diethylaminoethyl chloridemonohydrochloride;N,N-Diethyl-2-chloroethylamine hydrochloride; |
| EINECS: | 212-786-4 |
| Density: | 1.1919 (rough estimate) |
| Melting Point: | 208-212 °C |
| Boiling Point: | 114 °C at 760 mmHg |
| Flash Point: | 22.8 °C |
| Solubility: | 2000 g/L (20 °C) in water |
| Appearance: | Colourless to beige crystals |
| Hazard Symbols: |
 Xn,  T,  Xi,  T+
|
| Risk Codes: | 22-36/37/38-26-24/25-23/24/25 |
| Safety: | 26-36-45-36/37/39-28A |
| Transport Information: | UN 2811 6.1/PG 2 |
| PSA: | 3.24000 |
| LogP: | 2.36900 |
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Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 2-(Diethylamino)ethanol With thionyl chloride In dichloromethane at -10 - 35℃; for 2.5h; Stage #2: With hydrogenchloride | 98.08% |
| With thionyl chloride; chloroform at -5℃; | |
| With thionyl chloride In chloroform |
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: diethylamine; 2-chloro-ethanol for 4h; Reflux; Stage #2: With thionyl chloride In tetrachloromethane at 20℃; for 4h; | 46.6% |
| Stage #1: diethylamine; 2-chloro-ethanol In toluene for 2h; Reflux; Stage #2: With thionyl chloride In toluene at 20℃; for 4h; Cooling with ice; | 3.3 g |
Conditions
| Conditions | Yield |
|---|---|
| at 70℃; for 2h; | 44.7% |
- 5449-19-4
1,1,4,4-tetraethyl-piperazinediium; dichloride
- 869-24-9
2-chloro-N,N-diethylethylamine hydrochloride
Conditions
| Conditions | Yield |
|---|---|
| With sodium carbonate In N,N-dimethyl-formamide at 33℃; Equilibrium constant; Decomposition; |
B
- 869-24-9
2-chloro-N,N-diethylethylamine hydrochloride
B
- 869-24-9
2-chloro-N,N-diethylethylamine hydrochloride
- 869-24-9
2-chloro-N,N-diethylethylamine hydrochloride
- 72030-42-3
3-methyl-1,8-dihydrocycloheptapyrazol-8-one
- 136052-98-7
1-<2-(diethylamino)ethyl>-3-methyl-1,8-dihydrocycloheptapyrazol-8-one
Conditions
| Conditions | Yield |
|---|---|
| With potassium carbonate In acetone for 6h; Heating; | 100% |
- 869-24-9
2-chloro-N,N-diethylethylamine hydrochloride
- 849029-93-2
methyl 4-butyloxy-3-hydroxybenzoate
Conditions
| Conditions | Yield |
|---|---|
| With potassium carbonate In acetone for 16h; Heating; | 100% |
- 869-24-9
2-chloro-N,N-diethylethylamine hydrochloride
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: 2-oxo-7-(trifluoromethyl)-1-[3-(trifluoromethyl)benzyl]-2,3-dihydro-1H-benzimidazole-5-carbonitrile With sodium hydride In DMF (N,N-dimethyl-formamide) at 20℃; for 0.166667h; Stage #2: 2-chloro-N,N-diethylethylamine hydrochloride With triethylamine In DMF (N,N-dimethyl-formamide) at 70℃; for 1.5h; | 100% |
- 869-24-9
2-chloro-N,N-diethylethylamine hydrochloride
Conditions
| Conditions | Yield |
|---|---|
| With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 16h; | 100% |
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2-Diethylaminoethylchloride hydrochloride
Chemistry
Molecular Formula: C6H15Cl2N 
Formula Weight: 172.1
mp of 2-CHLOROTRIETHYLAMINE HYDROCHLORIDE (869-24-9): 50-53 °C(lit.)
Boiling Point: 114 °C at 760 mmHg
Flash Point: 22.8 °C
storage temp. : Poison room
Vapour Pressure: 20.3 mmHg at 25°C
solubility of 2-CHLOROTRIETHYLAMINE HYDROCHLORIDE (869-24-9): methanol: 0.1 g/mL, clear, colorless
Water Solubility : 2000 g/L (20 oC)
Sensitive : Moisture Sensitive
Appearence of 2-CHLOROTRIETHYLAMINE HYDROCHLORIDE (869-24-9): Colourless to beige crystals
Formula Weight: 172.1
mp of 2-CHLOROTRIETHYLAMINE HYDROCHLORIDE (869-24-9): 50-53 °C(lit.)
Boiling Point: 114 °C at 760 mmHg
Flash Point: 22.8 °C
storage temp. : Poison room
Vapour Pressure: 20.3 mmHg at 25°C
solubility of 2-CHLOROTRIETHYLAMINE HYDROCHLORIDE (869-24-9): methanol: 0.1 g/mL, clear, colorless
Water Solubility : 2000 g/L (20 oC)
Sensitive : Moisture Sensitive
Appearence of 2-CHLOROTRIETHYLAMINE HYDROCHLORIDE (869-24-9): Colourless to beige crystals
Uses
2-CHLOROTRIETHYLAMINE HYDROCHLORIDE (869-24-9) is used as an organic synthesis intermediate for the syntheses of pharmaceuticals (e.g. amiodarone, butetamate citrate, flurazepam and naftidrofuryl).
Production
β-Diethylaminoethanol reacts with thionyl chloride to form 2-CHLOROTRIETHYLAMINE HYDROCHLORIDE (869-24-9).
Toxicity Data With Reference
| 1. | mmo-sat 500 µmol/L | ENMUDM Environmental Mutagenesis. 3 (1981),11. | ||
| 2. | mmo-esc 1 µmol/L | JPPMAB Journal of Pharmacy and Pharmacology. 31 (1979),67P. | ||
| 3. | dns-rat:lvr 100 µmol/L | ENMUDM Environmental Mutagenesis. 3 (1981),11. | ||
| 4. | msc-mus:lym 22 µmol/L | ENMUDM Environmental Mutagenesis. 3 (1981),33. | ||
| 5. | ipr-rat LD50:30 mg/kg | CPBTAL Chemical and Pharmaceutical Bulletin. 8 (1960),807. | ||
| 6. | orl-mus LDLo:320 mg/kg | AECTCV Archives of Environmental Contamination and Toxicology. 14 (1985),111. | ||
| 7. | ipr-mus LD50:71 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 94 (1948),249. | ||
| 8. | scu-mus LD50:100 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 91 (1947),224. | ||
| 9. | ivn-mus LD50:100 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 91 (1947),224. | ||
| 10. | ivn-rbt LDLo:40 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 91 (1947),224. | ||
Consensus Reports
Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.
Safety Profile
Safety: DANGER: POISON, causes CNS injury
Hazard Codes : Xn,T,Xi,T+ (Harmful; Toxic; Irritant; Very Toxic)
Risk Statements : 22-36/37/38-26-24/25-23/24/25 (Harmful if swallowed; Irritating to eyes, respiratory system and skin; Very Toxic by inhalation; Toxic in contact with skin and if swallowed; Toxic by inhalation, in contact with skin and if swallowed)
Safety Statements : 26-36-45-36/37/39-28A (In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Wear suitable protective clothing; In case of accident or if you feel unwell, seek medical advice immediately; Wear suitable protective clothing, gloves and eye/face protection; After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer))
RIDADR : UN 2811 6.1/PG 2
WGK Germany : 3
RTECS : DC2810000
Hazard Note : Irritant/Very Toxic
HazardClass : 6.1
PackingGroup : II
HS Code : 29211980
Poison by ingestion, intraperitoneal, subcutaneous, and intravenous routes. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cl− and NOx. See also AMINES and CHLORIDES.
Hazard Codes : Xn,T,Xi,T+ (Harmful; Toxic; Irritant; Very Toxic)
Risk Statements : 22-36/37/38-26-24/25-23/24/25 (Harmful if swallowed; Irritating to eyes, respiratory system and skin; Very Toxic by inhalation; Toxic in contact with skin and if swallowed; Toxic by inhalation, in contact with skin and if swallowed)
Safety Statements : 26-36-45-36/37/39-28A (In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Wear suitable protective clothing; In case of accident or if you feel unwell, seek medical advice immediately; Wear suitable protective clothing, gloves and eye/face protection; After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer))
RIDADR : UN 2811 6.1/PG 2
WGK Germany : 3
RTECS : DC2810000
Hazard Note : Irritant/Very Toxic
HazardClass : 6.1
PackingGroup : II
HS Code : 29211980
Poison by ingestion, intraperitoneal, subcutaneous, and intravenous routes. Mutation data reported. When heated to decomposition it emits very toxic fumes of Cl− and NOx. See also AMINES and CHLORIDES.
Standards and Recommendations
ASSAY (TITRIMETRIC): 99.5% min
CHLORINE: 40.0 - 42.0%
CHLORIDE: 20.0 - 21.0%
LOSS ON DRYING: 0.5% max
CHLORINE: 40.0 - 42.0%
CHLORIDE: 20.0 - 21.0%
LOSS ON DRYING: 0.5% max
Specification
Storage: Take precautions to avoid contact with atmospheric moisture. 2-CHLOROTRIETHYLAMINE HYDROCHLORIDE (869-24-9) is hygroscopic. Store in tightly sealed containers in a cool place.