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Basic Information
CAS No.: 821-48-7
Name: Bis(2-chloroethyl)amine hydrochloride
Molecular Structure:
Molecular Structure of 821-48-7 (Bis(2-chloroethyl)amine hydrochloride)
Formula: C4H9Cl2N.HCl
Molecular Weight: 178.489
Synonyms: N,N-Bis(2-chloroethyl)amine hydrochloride;NSC 10873;Nornitrogen mustard hydrochloride;b,b'-Dichlorodiethylamine hydrochloride;Diethylamine,2,2'-dichloro-, hydrochloride (6CI,8CI);Ethanamine, 2-chloro-N-(2-chloroethyl)-,hydrochloride (9CI);1,5-Dichloro-3-azapentane hydrochloride;2,2'-Dichlorodiethylamine hydrochloride;2-Chloro-N-(2-chloroethyl)ethanaminehydrochloride;Bis(2-chloroethyl)amine hydrochloride;Bis(2-chloroethyl)ammonium chloride;Bis(b-chloroethyl)aminehydrochloride;Leo 72a;
EINECS: 212-479-5
Density: 1.125 g/cm3
Melting Point: 212-214 °C(lit.)
Boiling Point: 204.2 °C at 760 mmHg
Flash Point: 77.3 °C
Solubility: soluble in water
Appearance: white to light beige powder
Hazard Symbols: IrritantXi, ToxicT, CorrosiveC
Risk Codes: 36/37/38-36-34
Safety: 26-45-36/37/39-27
Transport Information: UN 2811
PSA: 12.03000
LogP: 2.24650
Synthetic route
111-42-2

2,2'-iminobis[ethanol]

821-48-7

bis-(2-chloroethyl)amine hydrochloride

Conditions
ConditionsYield
With thionyl chloride In 1,2-dichloro-ethane at 50℃; for 3h;100%
With thionyl chloride In dichloromethane for 24h;100%
With thionyl chloride In chloroform at 50℃; for 4h; Temperature;98.8%
50-18-0

cyclophosphamide

A

821-48-7

bis-(2-chloroethyl)amine hydrochloride

B

Phosphoric acid mono-(3-amino-propyl) ester; hydrochloride

Conditions
ConditionsYield
With hydrogenchloride at 37℃; pH 1.2;
15567-79-0

N,N,N',N'-tetrakis(2-chloroethyl)methanediamine

821-48-7

bis-(2-chloroethyl)amine hydrochloride

Conditions
ConditionsYield
With acetyl chloride In dichloromethane Cooling;
821-48-7

bis-(2-chloroethyl)amine hydrochloride

127-88-8

N,N-di(2-chloroethyl)amidophosphoric acid dichloride

Conditions
ConditionsYield
With trichlorophosphate for 75h; Heating;100%
With trichlorophosphate100%
With trichlorophosphate Heating;93%
821-48-7

bis-(2-chloroethyl)amine hydrochloride

541-41-3

chloroformic acid ethyl ester

5467-15-2

bis(2-chloroethyl)carbamic acid ether

Conditions
ConditionsYield
With potassium carbonate In acetone for 4h; Heating / reflux;100%
With triethylamine In dichloromethane at 0℃; for 1.5h;99%
With triethylamine In dichloromethane at 0℃; for 1.5h;99%
With sodium hydroxide; water at 7 - 10℃;
821-48-7

bis-(2-chloroethyl)amine hydrochloride

124-63-0

methanesulfonyl chloride

54533-09-4

N,N-bis(2-chloroethyl)methanesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 15h;100%
With triethylamine In dichloromethane at 20℃; for 3h;94%
Stage #1: bis-(2-chloroethyl)amine hydrochloride With triethylamine In dichloromethane
Stage #2: methanesulfonyl chloride In dichloromethane at 20℃; for 3h;
94%
50-00-0

formaldehyd

821-48-7

bis-(2-chloroethyl)amine hydrochloride

55-86-7

mechlorethamine hydrochloride

Conditions
ConditionsYield
With formic acid at 100 - 120℃; for 3.33333h;100%
With formic acid In water at 100 - 120℃; for 3.33333h; Heating / reflux;100%
With formic acid In water at 100 - 120℃; for 3.33333h;100%
With formic acid In water 1a.) 100 deg C, 3 h, 1b.) 120 deg C, 20 min; Yield given;
24424-99-5

di-tert-butyl dicarbonate

821-48-7

bis-(2-chloroethyl)amine hydrochloride

118753-70-1

N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine

Conditions
ConditionsYield
With triethylamine100%
In dichloromethane100%
With sodium hydroxide In dichloromethane at 20℃; for 18.5h;100%

2-chloro-N-(3-hydroxypropyl)-3,5-dinitrobenzamide

821-48-7

bis-(2-chloroethyl)amine hydrochloride

851627-23-1

2-[bis(2-chloroethyl)amino]-N-(3-hydroxypropyl)-3,5-dinitrobenzamide

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane at 50℃; for 24h;100%
851627-28-6

2-chloro-N-(4-hydroxybutyl)-3,5-dinitrobenzamide

821-48-7

bis-(2-chloroethyl)amine hydrochloride

2-[bis(2-chloroethyl)amino]-N-(4-hydroxybutyl)-3,5-dinitrobenzamide

Conditions
ConditionsYield
With triethylamine In 1,4-dioxane at 50℃; for 24h;100%
Raw Materials
111-42-2
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    Product name: Bis(2-Chloroethyl)Amine Hydrochloride CAS No.:821-48-7 Molecule Formula:C4H10Cl2N Molecule Weight:143.03 Purity: 99.0% Package: 25kg/drum Description:White crystalline powder Manufacture Standards:Enterprise Standard

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Chemistry

Bis(2-chloroethyl) (CAS NO.821-48-7) amine hydrochloride can be also named as 2,2'-dichloro-diethylaminhydrochloride;2-chloro-n-(2-chloroethyl)ethanaminehydrochloride;2-chloro-n-(2-chloroethyl)-ethanaminhydrochloride;2-Chloro-N-(2-chlorethyl)-ethanamine, Hydrochloride; Bis-(2-chlorethyl)-amine HCl; 2-chloro-N-(2-chloroethyl)ethanamine hydrochloride,and so on.Bis(2-chloroethyl)amine hydrochloride is usually white to light beige powder.
CAS: 821-48-7
Molecular Formula: C4H10Cl3N
Molecular Weight: 178.49
EINECS: 212-479-5
Molecular structure:
Melting point:  212-214 °C(lit.)
Water Solubility:  Soluble
Sensitive:  Hygroscopic
BRN:  3550356

Uses

Bis(2-chloroethyl) (CAS NO.821-48-7) is commonly used as a pharmaceutical intermediate.

Toxicity Data With Reference

1.    

hmn-lym 1 mg/L

    CRNGDP    Carcinogenesis. 5 (1984),163.
2.    

hmn-lym 250 µg/L

    CRNGDP    Carcinogenesis. 5 (1984),163.
3.    

mmo-sat 50 µg/plate

    PNASA6    Proceedings of the National Academy of Sciences of the United States of America. 72 (1975),979.
4.    

ipr-rat LD50:100 mg/kg

    ARZNAD    Arzneimittel-Forschung. Drug Research. 11 (1961),143.
5.    

ims-rat LD50:160 mg/kg

    ZKKOBW    Zeitschrift fuer Krebsforschung und Klinische Onkologie. 84 (1975),227.
6.    

ihl-mus LCLo:1000 mg/m3/10M

    NDRC**    National Defense Research Committee, Office of Scientific Research and Development, Progress Report NDCrc-132,July (1942).
7.    

scu-mus LD50:20 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 91 (1947),224.

 
RTECS:  IA1225000

Consensus Reports

EPA Genetic Toxicology Program. Reported in EPA TSCA Inventory.

Safety Profile

A poison by inhalation, intraperitoneal, intramuscular, and subcutaneous routes. An experimental teratogen. Human mutation data reported. When heated to decomposition it emits toxic fumes of NH3, NOx, and Cl.

Hazard Codes:  XiIrritant,TToxic,CCorrosive
Risk Statements:  36/37/38-36-34 
R36/37/38:Irritating to eyes, respiratory system and skin. 
R36:Irritating to eyes. 
R34:Causes burns.
Safety Statements:  26-45-36/37/39-27 
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 the label whenever 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
Hazard Note:  Irritant/Toxic
HazardClass:  8
PackingGroup:  III
HS Code:  29211980