(1R,2R)-Cyclopentane-1,2-diylbis(phosphonous dichloride)

Base Information

• Chemical Name: (1R,2R)-Cyclopentane-1,2-diylbis(phosphonous dichloride)
• CAS No.: 88293-05-4
• Molecular Formula: C₅H₈Cl₄P₂
• Molecular Weight: 271.878
• DSSTox Substance ID: DTXSID90572468
• Wikidata: Q82460830
• Mol file: 88293-05-4.mol

Synonyms:88293-05-4;SCHEMBL11045181;(1R,2R)-Cyclopentane-1,2-diylbis(phosphonous dichloride);DTXSID90572468

Chemical Property of (1R,2R)-Cyclopentane-1,2-diylbis(phosphonous dichloride)

Chemical Property:

• PSA: 27.18000
• LogP: 5.48650
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 271.882585
• Heavy Atom Count: 11
• Complexity: 116

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(C(C1)P(Cl)Cl)P(Cl)Cl
• Isomeric SMILES: C1C[C@H]([C@@H](C1)P(Cl)Cl)P(Cl)Cl

Technology Process of (1R,2R)-Cyclopentane-1,2-diylbis(phosphonous dichloride)

There total 2 articles about (1R,2R)-Cyclopentane-1,2-diylbis(phosphonous 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:

Tetraisopropyl 2,2'-[(1S,2S)-cyclopentane-1,2-diyl]bis[(4R,5R)-1,3,2-dioxaphospholane-4,5-dicarboxylate] (168556-99-8) → diisopropyl (4R,5R)-2-chloro-1,3,2-dioxaphospholane-4,5-dicarboxylate (130642-32-9) + trans-1,2-bis(dichlorophosphino)cyclopentane (88293-05-4,97714-71-1)

Guidance literature:

With phosphorus trichloride; In diethyl ether; Ambient temperature;

Reference yield:

cyclopentene (142-29-0) → Dichlor-cyclopentyl-phosphin (49771-77-9) + trans-1,2-bis(dichlorophosphino)cyclopentane (88293-05-4,97714-71-1) + cis-1,2-bis(dichlorophosphino)cyclopentane

Guidance literature:

at 215 ℃; for 40h; Yields of byproduct given;

DOI:10.1039/c39830000895

Reference yield: 78.0%

trans-1,2-bis(dichlorophosphino)cyclopentane (88293-05-4,97714-71-1) + phenol (108-95-2,27073-41-2) → C5H8(P(OC6H5)2)2

Guidance literature:

With pyridine; In diethyl ether; for 2h; Ambient temperature;

upstream raw materials:

Tetraisopropyl 2,2'-[(1S,2S)-cyclopentane-1,2-diyl]bis[(4R,5R)-1,3,2-dioxaphospholane-4,5-dicarboxylate]

cyclopentene

Downstream raw materials:

(+)-trans-1,2-bis(dimethylphosphino)cyclopentane

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