2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholidine

Base Information

• Chemical Name: 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholidine
• CAS No.: 314730-65-9
• Molecular Formula: C26H38 Cl N2 P
• Molecular Weight: 445.028
• European Community (EC) Number: 625-205-8
• DSSTox Substance ID: DTXSID30479503
• Nikkaji Number: J2.257.339J
• Wikidata: Q82313580
• Mol file: 314730-65-9.mol

Synonyms:314730-65-9;2-CHLORO-1,3-BIS(2,6-DIISOPROPYLPHENYL)-1,3,2-DIAZAPHOSPHOLIDINE;2-chloro-1,3-bis[2,6-di(propan-2-yl)phenyl]-1,3,2-diazaphospholidine;2-Chloro-1,3-bis(2,6-diisopropylphenyl);SCHEMBL2671042;DTXSID30479503;AKOS025295139;J-018439

Chemical Property of 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholidine

Chemical Property:

• Melting Point: 212-220 °C
• PSA: 20.07000
• LogP: 9.10250
• XLogP3: 9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 444.2461139
• Heavy Atom Count: 30
• Complexity: 459

Purity/Quality:

97% ^*data from raw suppliers

2-CHLORO-1,3-BIS(2,6-DIISOPROPYLPHENYL)-1,3,2-DIAZAPHOSPHOLIDINE 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)C1=C(C(=CC=C1)C(C)C)N2CCN(P2Cl)C3=C(C=CC=C3C(C)C)C(C)C

Technology Process of 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholidine

There total 5 articles about 2-Chloro-1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholidine 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: 92.0%

N,N'-bis(2,6-diisopropylphenyl)ethane-1,2-diamine (134030-22-1) → 2-chloro-1,3-[di-(2,6-diisopropyl)phenyl]-1,3,2-diazaphospholidine (314730-65-9)

Guidance literature:

With 4-methyl-morpholine; phosphorus trichloride; In tetrahydrofuran; at -78 - 20 ℃; for 20h;

DOI:10.1039/b801684d

Reference yield:

2,6-diisopropylbenzenamine (24544-04-5) → 2-chloro-1,3-[di-(2,6-diisopropyl)phenyl]-1,3,2-diazaphospholidine (314730-65-9)

Guidance literature:

Multi-step reaction with 2 steps

2: triethylamine; phosphorus trichloride / dichloromethane

With triethylamine; phosphorus trichloride; In dichloromethane;

DOI:10.1021/om300755j

Reference yield:

N,N'-bis(2,6-diisopropylphenyl)ethane-1,2-diamine (134030-22-1) → 2-chloro-1,3-[di-(2,6-diisopropyl)phenyl]-1,3,2-diazaphospholidine (314730-65-9) + C26H38Cl4N2P2 (1048658-00-9) + N,N'-bis-(2,6-diisopropylphenylamino)ethane dihydrochloride

Guidance literature:

With triethylamine; phosphorus trichloride; In dichloromethane;

DOI:10.1039/b801684d

upstream raw materials:

N,N'-bis(2,6-diisopropylphenyl)ethane-1,2-diamine

Wilkinson's catalyst

((C₃H₇)2C₆H₃)2N₂C₂H₄P⁽¹⁺⁾*CF₃SO₃^(1-)=((C₃H₇)2C₆H₃)2N₂C₂H₄PCF₃SO₃

2,6-diisopropylbenzenamine

Downstream raw materials:

((C₃H₇)2C₆H₃)2N₂C₂H₄P⁽¹⁺⁾*CF₃SO₃^(1-)=((C₃H₇)2C₆H₃)2N₂C₂H₄PCF₃SO₃

1,1 ,3,3-tetradiisopropylphenyl-2,2-bi-1,3,2-diazaphospholidine

lithium (2-[1,3-di-(2,6-diisopropyl)phenyl]-1,3,2-diazaphospholidin-2-yl)benzenesulfonate

1,3-bis(2,6-diisopropylphenyl)-1,3,2-diazaphospholidine

Refernces

• 1、 Puntigam, Oliver,Foerster, Daniela,Giffin, Nick A.,Burck, Sebastian,Bender, Johannes,Ehret, Fabian,Hendsbee, Arthur D.,Nieger, Martin,Masuda, Jason D.,Gudat, Dietrich. "Rational synthesis and mutual conversion of Bis-N-heterocyclic diphosphanes and secondary N-heterocyclic phosphanes". . p. 2041 - 2050. Retrieved 2013/05/22.
• 2、 Puntigam, Oliver,Hajdok, Imre,Nieger, Martin,Niemeyer, Mark,Strobel, Sabine,Gudat, Dietrich. "Structure-Analytical Investigations of P-Substituted 1,3,2- Diazaphospholidines". scheme or table. p. 988 - 994. Retrieved 2011/09/12.