Bis(2-chloroethyl)phosphoramidic dichloride

Base Information

• Chemical Name: Bis(2-chloroethyl)phosphoramidic dichloride
• CAS No.: 127-88-8
• Molecular Formula: C4H8Cl4NOP
• Molecular Weight: 258.899
• Hs Code.: 2931900090
• European Community (EC) Number: 683-015-0
• NSC Number: 64119
• DSSTox Substance ID: DTXSID40155366
• Nikkaji Number: J2.604.386G
• Wikidata: Q72444632
• Mol file: 127-88-8.mol

Synonyms:127-88-8;Bis(2-chloroethyl)phosphoramidic dichloride;Bis(2-chloroethyl)aminophosphoric dichloride;Phosphoramidic dichloride, bis(2-chloroethyl)-;bis(2-CHLOROETHYL)AMINOPHOSPHONIC DICHLORIDE;2-chloro-N-(2-chloroethyl)-N-dichlorophosphorylethanamine;Phosphoramidic dichloride, N,N-bis(2-chloroethyl)-;BIS-(2-CHLOROETHYL)AMINOPHOSPHONIC DICHLORIDE;C4H8Cl4NOP;NSC64119;Phosphoramidicdichloride, N,N-bis(2-chloroethyl)-;NSC 64119;N,N-Bis(2-chloroethyl)phosphoramidic Dichloride;NCIOpen2_003083;SCHEMBL886844;C4-H8-Cl4-N-O-P;DTXSID40155366;BCP22513;MFCD00191796;NSC-64119;AKOS004909553;CS-T-06825;BP-23561;di(2-chloroethyl)phosphoramidic dichloride;Dichlorophosphinic bis(2-chloroethyl)amide;Di-(2-chloroethyl)amidophosphorodichloridate;N,N-Bis(2-chloroethyl)dichlorophosphinamide;B5908;bis(2-chloroethyl)-phosphoramidic dichloride;CS-0361221;di-(2-chloroethyl)-phosphoramidic dichloride;FT-0663247;[bis(2-chloroethyl)amino]phosphonoyl dichloride;n,n-bis(2-chlorethyl) phosphoramidic dichloride;T70185;BIS(2-CHLOROETHYL)AMINOPHOSPHONOYL DICHLORIDE;J-005551;N,N-bis-(2-chloroethyl)-amidophosphoric Acid Dichloride

Chemical Property of Bis(2-chloroethyl)phosphoramidic dichloride

Chemical Property:

• Vapor Pressure: 0.000847mmHg at 25°C
• Melting Point: 54 °C
• Refractive Index: 1.501
• Boiling Point: 304.9 °C at 760 mmHg
• PKA: -9.97±0.70(Predicted)
• Flash Point: 138.2 °C
• PSA: 30.12000
• Density: 1.509 g/cm³
• LogP: 3.35170
• Storage Temp.: Hygroscopic, Refrigerator, Under inert atmosphere
• Solubility.: Acetonitrile (Slightly), Benzene (Slightly), Chloroform (Slightly), DMSO (Slight
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 258.906812
• Heavy Atom Count: 11
• Complexity: 143

Purity/Quality:

98%min ^*data from raw suppliers

Bis(2-chloroethyl)aminophosphoricDichloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCl)N(CCCl)P(=O)(Cl)Cl
• Uses: Bis(2-chloroethyl)aminophosphonic dichloride can be ued as an intermediate for the synthesis of antitumor drugs used in chemotherapy.

Technology Process of Bis(2-chloroethyl)phosphoramidic dichloride

There total 5 articles about Bis(2-chloroethyl)phosphoramidic dichloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

bis-(2-chloroethyl)amine hydrochloride (821-48-7) → N,N-di(2-chloroethyl)amidophosphoric acid dichloride (127-88-8)

Guidance literature:

With trichlorophosphate; for 75h; Heating;

DOI:10.1055/s-1993-25855

Reference yield:

N,N-bis(chloro-2-ethyl)amine (334-22-5) → N,N-di(2-chloroethyl)amidophosphoric acid dichloride (127-88-8)

Guidance literature:

With trichlorophosphate;

DOI:10.1021/jm00246a017

Reference yield:

N,N-dichloroethylamine (24948-83-2) → N,N-di(2-chloroethyl)amidophosphoric acid dichloride (127-88-8)

Guidance literature:

With triethylamine; trichlorophosphate; In tetrahydrofuran; toluene;

upstream raw materials:

bis-(2-chloroethyl)amine hydrochloride

N,N-bis(chloro-2-ethyl)amine

N,N-dichloroethylamine

Downstream raw materials:

N,N-bis(2-chloroethyl)phosphoric triamide

cyclophosphamide

1--hexahydro-1H,3H-pyrido<1,2-c><1,3,2>oxaazaphosphorin-oxyd-(1)

C₂₀H₂₈Cl₂N₃OP

Refernces

• 1、 Zou, Yu,Yan, Chang,Knaus, Edward E.,Zhang, Huibin,Zhang, Yihua,Huang, Zhangjian. "Discovery of phosphorodiamidate mustard-based O2-phosphorylated diazeniumdiolates with potent anticancer activity". . p. 18893 - 18899. Retrieved 2017.
• 2、 Lu, Shui-Ming,Mao, Li-Juan,Xiong, Ye-Rong. "Synthesis and antitumor activity of novel nitrogen mustard derivatives of 2, 4, 6-trioxo-1, 3, 5, 2-triazaphosphorine". . p. 91 - 97. Retrieved 2000.
• 3、 McGuigan,Narashiman. "Synthesis of some amino acid linked nitrogen mustard derivatives". . p. 311 - 314. Retrieved 1993.
• 4、 White et al.. "". . p. 1937,1939,1940. Retrieved 1979.
• 5、 Roux, Charlotte le,Modro, Agnes M.,Modro, Tomasz A.. "Decomposition of N-Phosphorylated Nitrogen Mustards: A Mechanistic Investigation". . p. 3832 - 3839. Retrieved 1995.
• 6、 Canitrot, Damien,Chezal, Jean-Michel,Galmier, Marie-Josephe,Gaumet, Vincent,Gerard, Yvain,Ghedira, Donia,Maubert, Elise,Miot-Noirault, Elisabeth,Peyrode, Caroline,Tarrit, Sebastien,Voissière, Aurélien,Weber, Valérie. "Design, synthesis and evaluation of targeted hypoxia-activated prodrugs applied to chondrosarcoma chemotherapy". supporting information. . Retrieved 2020/04/08.
• 7、 -. "Process for preparing cyclophosphamide, intermediates, and monohydrate thereof". Page/Page column 4; 5. . Retrieved 2019/11/28.