| Identification | More | [Name]
Bis(2-chloroethyl)amine hydrochloride | [CAS]
821-48-7 | [Synonyms]
2,2'-DICHLORODIETHYLAMINE HYDROCHLORIDE
BIS (2-CHLOROETHYL) AMINE HCL
BIS(2-CHLOROETHYL)AMINE HYDROCHLORIDE
BIS(2-CHLOROETHYL)AMMONIUM CHLORIDE
DI-(2-CHLOROETHYL)AMINE HYDROCHLORIDE
2,2’-dichloro-diethylaminhydrochloride
2-chloro-n-(2-chloroethyl)ethanaminehydrochloride
2-chloro-n-(2-chloroethyl)-ethanaminhydrochloride
beta,beta’-dichlorodiethylaminehydrochloride
bis(beta-chloroethyl)-aminehydrochloride
leo72a
n,n-bis(2-chloroethyl)aminehydrochloride
nc26
nor-hn2hydrochloride
nor-losthydrochlorid
nornitrogenmustardhydrochloride
nsc10873
sk555
tl161
Bis(2-chlorolthyl)amine hydro-chloride | [EINECS(EC#)]
212-479-5 | [Molecular Formula]
C4H10Cl3N | [MDL Number]
MFCD00012515 | [Molecular Weight]
178.49 | [MOL File]
821-48-7.mol |
| Chemical Properties | Back Directory | [Appearance]
white to beige crystalline powder | [Melting point ]
212-214 °C(lit.)
| [storage temp. ]
Store below +30°C. | [solubility ]
>100g/l | [form ]
Crystalline Powder | [color ]
White to beige | [Water Solubility ]
SOLUBLE | [Sensitive ]
Hygroscopic | [BRN ]
3550356 | [InChI]
InChI=1S/C4H9Cl2N.ClH/c5-1-3-7-4-2-6;/h7H,1-4H2;1H | [InChIKey]
YMDZDFSUDFLGMX-UHFFFAOYSA-N | [SMILES]
N(CCCl)CCCl.Cl | [CAS DataBase Reference]
821-48-7(CAS DataBase Reference) | [NIST Chemistry Reference]
| [EPA Substance Registry System]
821-48-7(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,T,C | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R36:Irritating to the eyes.
R34:Causes burns. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing . | [RIDADR ]
2811 | [WGK Germany ]
3
| [RTECS ]
IA1225000
| [Hazard Note ]
Irritant/Toxic | [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29211980 | [Toxicity]
LD50 orally in Rabbit: 1150 mg/kg |
| Hazard Information | Back Directory | [Chemical Properties]
white to beige crystalline powder | [Uses]
A cytotoxic metabolite of Cyclophosphamide; a deuterated analog of Nor-nitrogen mustard. | [Safety Profile]
A poison by inhalation,intraperitoneal, intramuscular, and subcutaneous routes.An experimental teratogen. Human mutation datareported. When heated to decomposition it emits toxicfumes of NH3, NOx, and Cl-. | [Synthesis]
31.5 g (0.30 mol) of diethanolamine and 300 mL of dichloroethane were added to a 1 L round-bottomed flask equipped with a reflux condensing unit, followed by the slow dropwise addition of 51.0 mL of thionyl chloride. Immediately after the dropwise addition, the formation of a solid suspension was observed, and the suspension gradually dissolved as the temperature was raised to 50 °C. Stirring of the reaction mixture was continued under reflux conditions, during which the precipitation of crystalline solids was observed. Reflow was maintained and stirring was continued for 3 hours. Upon completion of the reaction, 20 mL of methanol was added to quench the reaction, followed by evaporation of the solvent under reduced pressure. The final white crystalline product bis(2-chloroethyl)amine hydrochloride was obtained in 53.0 g in quantitative yield. | [Purification Methods]
Crystallise the salt from Me2CO or MeOH/Et2O. The picrate has m 112-113o (from EtOH or Me2CO). [Mann J Chem Soc 464 1934, Ward J Am Chem Soc 57 915 1935, | [References]
[1] Patent: US2015/299113, 2015, A1. Location in patent: Paragraph 0043
[2] Phosphorus, Sulfur and Silicon and the Related Elements, 2017, vol. 192, # 2, p. 231 - 234
[3] Patent: CN106397356, 2017, A. Location in patent: Paragraph 0045; 0060; 0066; 0074; 0082; 0090; 0098
[4] Patent: EP2682390, 2014, A1. Location in patent: Paragraph 0018; 0080
[5] Synthesis, 2010, # 16, p. 2705 - 2707 |
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