910212-97-4

Basic information

• Product Name: 4-chlorobenzyl diphenylphosphinite
• Synonyms: 4-chlorobenzyl diphenylphosphinite
• CAS NO: 910212-97-4
• Molecular Weight: 326.762
• Mol File: 910212-97-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 4-chlorobenzyl diphenylphosphinite(CAS DataBase Reference)
• NIST Chemistry Reference: 4-chlorobenzyl diphenylphosphinite(910212-97-4)
• EPA Substance Registry System: 4-chlorobenzyl diphenylphosphinite(910212-97-4)

Safety Data

• Hazardous Substances Data: 910212-97-4(Hazardous Substances Data)

Upstream product

• 1079-66-9 chloro-diphenylphosphine 
• 873-76-7 para-Chlorobenzyl alcohol 

Downstream Products

• 81577-07-3 1-chloro-4-(2,2,2-trifluoroethyl)benzene 
• 112944-92-0 4-chlorobenzyl 4-methoxyphenyl ether 
• 140-53-4 p-chlorobenzyl cyanide 

Relevant articles and documents

Efficient methods for the preparation of alkyl-aryl and symmetrical or unsymmetrical dialkyl ethers between alcohols and phenols or two alcohols by oxidation-reduction condensation

Oxidation-reduction condensation via alkoxydiphenylphosphines (diphenylphosphinite esters) (1), generated in situ from chlorodiphenylphosphine (2) and alcohols, 2,6-dimethyl-1,4-benzoquinone (3), and phenols proceeds smoothly to afford alkyl-aryl ethers in good to high yields under neutral conditions. In a similar fashion, a new and efficient method for the preparation of symmetrical or unsymmetrical dialkyl ethers in good to high yields is established via tetrafluoro-1,4-benzoquinone (fluoranil) (4), alcohols, and 1 formed in situ from nBuLi-treated alcohols and 2. This method is applicable also to the etherification of chiral secondary or tertiary alcohols with retention or inversion of configurations. The inverted ethers are afforded by treating chiral alkoxydiphenylphosphines and achiral alcohols, while the reaction of achiral alkoxydiphenylphosphines and chiral alcohols forms retained ethers.

Cyanation of alcohols with diethyl cyanophosphonate and 2,6-dimethyl-1,4-benzoquinone by a new type of oxidation-reduction condensation

Cyanation of various alcohols by a new type of oxidation-reduction condensation is described. Primary alkyl diphenylphosphinites, 2,6-dimethyl-1,4-benzoquinone (DMBQ), and diethyl cyanophosphonate gave the corresponding nitriles in high yields. During the above experiment on cyanation of 4-phenylbutan-2-ol, the unexpected formation of a mixture of nitrile and isocyanide was observed. After careful examination of the reaction conditions, selective synthesis of isocyanides from secondary alcohols was successfully accomplished by the use of zinc oxide (ZnO) as an additive. Reaction of tertiary alcohols provided the corresponding isocyanides exclusively in the absence of an additive. Cyanation of optically active alcohols was tried in order to clarify the stereochemistry of this reaction, and the reaction was thus proved to proceed with the inversion of configuration.