Name: BIS-(2-CHLOROETHYL)AMINOPHOSPHONIC DICHLORIDE
SKU: 127-88-8

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Basic Information

Molecular Structure:
CAS No.:	127-88-8
Name:	BIS-(2-CHLOROETHYL)AMINOPHOSPHONIC DICHLORIDE

Formula:	C₄H₈Cl₄NOP
Molecular Weight:	258.899
Synonyms:	Bis(2-chloroethyl)phosphoramidic dichloride;2-Chloro-N-(2-chloroethyl)-N-dichlorophosphorylethanamine;
EINECS:	683-015-0
Density:	1.509 g/cm³
Melting Point:	54 °C
Boiling Point:	304.9 °C at 760 mmHg
Flash Point:	138.2 °C
PSA:	30.12000
LogP:	3.35170

Synthetic route

: 821-48-7
bis-(2-chloroethyl)amine hydrochloride

: 127-88-8
N,N-di(2-chloroethyl)amidophosphoric acid dichloride

Conditions

Conditions	Yield
With trichlorophosphate for 75h; Heating;	100%
With trichlorophosphate	100%
With trichlorophosphate Heating;	93%

: 334-22-5
N,N-bis(chloro-2-ethyl)amine

: 127-88-8
N,N-di(2-chloroethyl)amidophosphoric acid dichloride

Conditions

Conditions	Yield
With trichlorophosphate
With trichlorophosphate
With trichlorophosphate In dichloromethane at 20℃; Inert atmosphere; Cooling with ice;
With trichlorophosphate at 120℃; for 48h;
With hydrogenchloride; triethylamine; trichlorophosphate In dichloromethane; water at -20℃; Inert atmosphere;

2.2'-dichloro-diethylamine hydrochloride: 2.2'-dichloro-diethylamine hydrochloride

: 127-88-8
N,N-di(2-chloroethyl)amidophosphoric acid dichloride

Conditions

Conditions	Yield
With pyridine; trichlorophosphate

: 24948-83-2
N,N-dichloroethylamine

: 127-88-8
N,N-di(2-chloroethyl)amidophosphoric acid dichloride

Conditions

Conditions	Yield
With triethylamine; trichlorophosphate In tetrahydrofuran; toluene

: 288-32-4
1H-imidazole

: 127-88-8
N,N-di(2-chloroethyl)amidophosphoric acid dichloride

: 2- N,N'-diimidazolyl phosphoramide

Conditions

Conditions	Yield
With triethylamine In benzene at 15 - 20℃; for 15h;	99%

: 127-88-8
N,N-di(2-chloroethyl)amidophosphoric acid dichloride

: 75-04-7
ethylamine

: 21099-84-3
N,N-bis(2-chloroethyl)-N',N"-diethylphosphoric triamide

Conditions

Conditions	Yield
In diethyl ether at -80 - 20℃; Substitution;	97%

: 127-88-8
N,N-di(2-chloroethyl)amidophosphoric acid dichloride

: 100-46-9
benzylamine

: 256496-40-9
N,N-bis(2-chloroethyl)-N',N"-dibenzylphosphoric triamide

Conditions

Conditions	Yield
In diethyl ether at -70 - 20℃; for 142h; Substitution;	97%

: 127-88-8
N,N-di(2-chloroethyl)amidophosphoric acid dichloride

: 120578-81-6
erythro-5,6-bis(4-methoxyphenyl)-N-(3-hydroxypropyl)-1-octylamine

: 120578-82-7
N,N-bis(2-chloroethyl)-N'-(erythro-5,6-bis(4-methoxyphenyl)-1-octyl)-N',O-propylenephosphoric acid ester diamide

Conditions

Conditions	Yield
With pyridine for 12h;	94%

: 127-88-8
N,N-di(2-chloroethyl)amidophosphoric acid dichloride

: 3-[(5-hydroxymethyl)-2-nitro-1H-imidazo-1-N′-yl]-N,N-dimethylpropyl-1-amine borane complex

: 4-{5-[({amino[bis(2-chloroethyl)amino]phosphoryl}oxy)methyl]-2-nitro-1H-imidazol-1-N′-yl}-N,N-dimethylpropan-1-amine borane complex

Conditions

Yield

Stage #1: 3-[(5-hydroxymethyl)-2-nitro-1H-imidazo-1-N′-yl]-N,N-dimethylpropyl-1-amine borane complex With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.0833333h; Inert atmosphere;
Stage #2: N,N-di(2-chloroethyl)amidophosphoric acid dichloride In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;
Stage #3: With ammonia In tetrahydrofuran at -78℃; for 0.0333333h; Inert atmosphere;

93%

: 127-88-8
N,N-di(2-chloroethyl)amidophosphoric acid dichloride

: 97-23-4
2,2'-methylenebis(4-chlorophenol)

: Bis-(2-chloro-ethyl)-(2,10-dichloro-6-oxo-12H-5,7-dioxa-6λ5-phospha-dibenzo[a,d]cycloocten-6-yl)-amine

Conditions

Conditions	Yield
With triethylamine In ethyl acetate at 33℃; for 3h;	92%
With triethylamine In toluene at 50 - 60℃; for 5h;	72%

Total:34 Page 1 of 1 1

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Specification

The Phosphoramidicdichloride, N,N-bis(2-chloroethyl)-, with the CAS registry number 127-88-8, is also known as Bis(2-chloroethyl)phosphoramidic dichloride. This chemical's molecular formula is C₄H₈Cl₄NOP and molecular weight is 258.90. What's more, its IUPAC name is 2-chloro-N-(2-chloroethyl)-N-dichlorophosphorylethanamine.

Physical properties of Phosphoramidicdichloride, N,N-bis(2-chloroethyl)- are: (1)ACD/LogP: 1.24; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.24; (4)ACD/LogD (pH 7.4): 1.24; (5)ACD/BCF (pH 5.5): 5.13; (6)ACD/BCF (pH 7.4): 5.13; (7)ACD/KOC (pH 5.5): 112.12; (8)ACD/KOC (pH 7.4): 112.12; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 30.12 Å²; (13)Index of Refraction: 1.501; (14)Molar Refractivity: 50.57 cm³; (15)Molar Volume: 171.5 cm³; (16)Polarizability: 20.04×10^-24cm³; (17)Surface Tension: 44.4 dyne/cm; (18)Density: 1.509 g/cm³; (19)Flash Point: 138.2 °C; (20)Enthalpy of Vaporization: 54.53 kJ/mol; (21)Boiling Point: 304.9 °C at 760 mmHg; (22)Vapour Pressure: 0.000847 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: ClP(Cl)(=O)N(CCCl)CCCl
(2)Std. InChI: InChI=1S/C4H8Cl4NOP/c5-1-3-9(4-2-6)11(7,8)10/h1-4H2
(3)Std. InChIKey: IQPMYTNILJQKBS-UHFFFAOYSA-N

127-88-8

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Specification