ChemicalBook--->CAS DataBase List--->821-48-7

821-48-7

821-48-7 Structure

821-48-7 Structure
IdentificationMore
[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 PropertiesBack 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]

2,2'-Dichlorodiethylamine hydrochloride(821-48-7)
[EPA Substance Registry System]

821-48-7(EPA Substance)
Safety DataBack 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
[Storage Class]

8A - Combustible corrosive hazardous materials
[Hazard Classifications]

Acute Tox. 4 Oral
Eye Dam. 1
Met. Corr. 1
Skin Corr. 1B
[Toxicity]

LD50 orally in Rabbit: 1150 mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Diethanolamine-->1,2-Dichloroethane-->Thionyl chloride
[Preparation Products]

1-CYCLOPROPYLPIPERAZINE-->(4-PHENYL-PIPERAZIN-1-YL)-ACETIC ACID-->1-AMINO-4-(2-HYDROXYETHYL)PIPERAZINE-->N-(3-Trifluoromethylphenyl)piperazine-->4-CYANO-4-PHENYLPIPERIDINE HYDROCHLORIDE-->3-(4-PHENYL-PIPERAZIN-1-YL)-PROPIONIC ACID-->1-(3-NITROPHENYL)-PIPERAZINE-->Thiomorpholine-->1-(3,5-DICHLOROPHENYL)PIPERAZINE-->1-(3-FLUOROPHENYL)PIPERAZINE-->1-(1-PHENYLETHYL)PIPERAZINE-->1-(4-Methoxyphenyl)piperazine-->1-(3-Chlorophenyl)piperazine dihydrochloride-->3-(4-methylpiperazin-1-yl)phenylboronic acid-->1-(3,4-Dichlorophenyl)piperazine-->1-(4-Methoxyphenyl)piperazine dihydrochloride-->4-(4-Methylpiperazin-1-yl)phenylboronic Acid-->1-[2-(MORPHOLIN-4-YL)-ETHYL]-PIPERAZINE-->1-(2-Methoxyphenyl)piperazine hydrobromide-->1-(3-METHYLPHENYL)PIPERAZINE-->1-(3-Methoxyphenyl)piperazine-->1-(2-FLUOROPHENYL)PIPERAZINE HYDROCHLORIDE-->1-(2-ETHOXYPHENYL)PIPERAZINE HYDROCHLORIDE-->Tert-butyl bis(2-chloroethyl)carbamate-->1-(4-Chlorophenyl)piperazine-->1-(2-Methylphenyl)piperazine-->1-(4-METHYLPHENYL)PIPERAZINE-->1-(1-NAPHTHYL)PIPERAZINE HYDROCHLORIDE-->N-(2-Methylphenyl)piperazine hydrochloride
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Bis(2-chloroethyl)amine hydrochloride(821-48-7).msds
Hazard InformationBack 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]

Diethanolamine

111-42-2

Bis(2-chloroethyl)amine hydrochloride

821-48-7

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
Spectrum DetailBack Directory
[Spectrum Detail]

Bis(2-chloroethyl)amine hydrochloride(821-48-7)MS
Bis(2-chloroethyl)amine hydrochloride(821-48-7)1HNMR
Bis(2-chloroethyl)amine hydrochloride(821-48-7)13CNMR
Bis(2-chloroethyl)amine hydrochloride(821-48-7)IR1
Bis(2-chloroethyl)amine hydrochloride(821-48-7)IR2
Bis(2-chloroethyl)amine hydrochloride(821-48-7)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Bis(2-chloroethyl)amine hydrochloride, 98%(821-48-7)
[Alfa Aesar]

Bis(2-chloroethyl)amine hydrochloride, 98%(821-48-7)
[Sigma Aldrich]

821-48-7(sigmaaldrich)
[TCI AMERICA]

Bis(2-chloroethyl)amine Hydrochloride,>99.0%(T)(821-48-7)
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