Ph₂PC*C-C*CPh

Base Information

• Chemical Name: Ph₂PC*C-C*CPh
• CAS No.: 7608-31-3
• Molecular Formula: C₂₂H₁₅P
• Molecular Weight: 310.335
• Mol file: 7608-31-3.mol

Synonyms:

Chemical Property of Ph₂PC*C-C*CPh

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ph₂PC*C-C*CPh

There total 8 articles about Ph₂PC*C-C*CPh 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: 62.0%

(Z)-1-(4-chlorobut-3-en-1-ynyl)benzene (18684-88-3) + chloro-diphenylphosphine (1079-66-9,74391-44-9) → Ph2PC*C-C*CPh (7608-31-3)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1139/v96-262

Reference yield:

phenylacetylene (536-74-3) → Ph2PC*C-C*CPh (7608-31-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / n-butylamine, copper iodide / trans-Pd(PPh₃)2Cl₂ / toluene / 16 h / Ambient temperature

2: 62 percent / LDA / tetrahydrofuran / 2 h / Ambient temperature

With copper(l) iodide; N-butylamine; lithium diisopropyl amide; trans-dichlorobis(triphenylphosphine)palladium(II); In tetrahydrofuran; toluene;

DOI:10.1139/v96-262

Reference yield:

1-trichloromethyl-3-phenyl-2-propyn-1-ol (6181-26-6) → Ph2PC*C-C*CPh (7608-31-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 50 percent / PCl₅

2: 63 percent / Et₃N / petroleum ether / 18 h / Ambient temperature

3: 1.) 15 percent BuLi / ether, hexane, 1.) -70 to 10 deg C, 3 h, 2.) r.t., 3 h

With n-butyllithium; phosphorus pentachloride; triethylamine; In Petroleum ether;

upstream raw materials:

buta-1,3-diynylbenzene

chloro-diphenylphosphine

1,1,2-Trichlor-4-phenyl-1-buten-3-in

(Z)-1-(4-chlorobut-3-en-1-ynyl)benzene

Downstream raw materials:

[Ru₃(CO)11(P(C₆H₅)2CCCCC₆H₅)]

Diphenyl-<4-phenyl-buta-1,3-diinyl>-phosphin-sulfid

Diphenyl-<4-phenyl-buta-1,3-diinyl>-phosphinoxid

Refernces

• 1、 Himbert, Gerhard,Umbach, Hermann,Barz, Michael. "Polyynes, IV. Synthesis of Unsymmetrically Substituted Diacetylenes via 1,1,2-Trichloro-1-alken-3-ynes". . p. 661 - 667. Retrieved 2007/10/02.