136802-85-2 Usage
Description
BIS(3,5-DIMETHYL-4-METHOXYPHENYL)CHLOROPHOSPHINE is an organophosphorus compound with the chemical formula C17H18ClO2P. It is a derivative of chlorophosphine, featuring two 3,5-dimethyl-4-methoxyphenyl groups attached to the phosphorus atom. BIS(3,5-DIMETHYL-4-METHOXYPHENYL)CHLOROPHOSPHINE is known for its reactivity and utility in various chemical reactions and processes.
Uses
Used in Asymmetric Organocatalytic Electrophilic Phosphination:
BIS(3,5-DIMETHYL-4-METHOXYPHENYL)CHLOROPHOSPHINE is used as a reagent for asymmetric organocatalytic electrophilic phosphination. Its unique structure allows for selective phosphination reactions, leading to the formation of chiral phosphines with high enantioselectivity.
Used in Asymmetric Hydroformulation using Taddol-based Chiral Phosphine-Phosphite Ligands:
In the field of asymmetric hydroformulation, BIS(3,5-DIMETHYL-4-METHOXYPHENYL)CHLOROPHOSPHINE serves as a key component in the synthesis of Taddol-based chiral phosphine-phosphite ligands. These ligands are crucial for the selective formation of aldehydes with high enantiomeric excess in hydroformulation reactions.
Used in Synthesis of Ferrocene-based Chiral Diphosphines:
BIS(3,5-DIMETHYL-4-METHOXYPHENYL)CHLOROPHOSPHINE is utilized as a starting material in the synthesis of ferrocene-based chiral diphosphines. These diphosphines are valuable catalysts in various homogeneous catalytic reactions, such as hydrogenation and hydroformylation, due to their unique electronic and steric properties.
Used in Alcoholysis of Phosphane-Boranes:
BIS(3,5-DIMETHYL-4-METHOXYPHENYL)CHLOROPHOSPHINE is also employed as a reactant in the alcoholysis of phosphane-boranes. The reaction results in the formation of phosphine-borane adducts, which are useful intermediates in the synthesis of various phosphorus-containing compounds.
Used in Asymmetric Hydrogenations of Bifep-type Biferrocenes:
BIS(3,5-DIMETHYL-4-METHOXYPHENYL)CHLOROPHOSPHINE is used as a catalyst in asymmetric hydrogenations of bifep-type biferrocenes. The compound's unique structure enables the selective reduction of prochiral substrates, leading to the formation of chiral products with high enantioselectivity.
Check Digit Verification of cas no
The CAS Registry Mumber 136802-85-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,6,8,0 and 2 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 136802-85:
(8*1)+(7*3)+(6*6)+(5*8)+(4*0)+(3*2)+(2*8)+(1*5)=132
132 % 10 = 2
So 136802-85-2 is a valid CAS Registry Number.
InChI:InChI=1/C18H22ClO2P/c1-11-7-15(8-12(2)17(11)20-5)22(19)16-9-13(3)18(21-6)14(4)10-16/h7-10H,1-6H3
136802-85-2Relevant articles and documents
Asymmetric hydrogenation reactions mediated by a new class of bicyclic bisphosphinites
Derrien, Nadine,Dousson, Cyril B.,Roberts, Stanley M.,Berens, Ulrich,Burk, Mark J.,Ohff, Manuela
, p. 3341 - 3352 (1999)
The bicyclic alcohol (-)-4 was prepared from (-)-bicyclo[3.2.0]hept-2- en-6-one (-)-1 in 50% yield. The diol (-)-4 was coupled to selected chlorophosphines 6-12 to produce a series of bisphosphinites 13-19 in 89-95% yield. From these bisphosphinites were prepared the rhodium complexes 20-26 which were characterised by 31P NMR and used in situ for the asymmetric hydrogenation of α-enamides 27-29. Complexes 21, 23-25 proved to be the superior catalysts for the production of (R)-N-acetylphenylalanine (91, 84, 90 and 87.5% ee) from 27 and (S)-N-acetylalanine methyl ester (70, 72, 68 and 71% ee) from 28.
Chiral phosphorus-based ligands
-
, (2008/06/13)
A chiral phosphorus-based ligand, in single enantiomer form, which is capable of complexing a transition metal atom and of acting as a ligand in asymmetric chemical catalysts, which comprises the partial structureR1R2P-O-C-X-Y-C-O-PR1R2(I)wherein each of
