90601-08-4 Usage
Physical state
Yellow solid
Usage
Reagent for the Horner-Wadsworth-Emmons reaction (a method for the synthesis of unsaturated esters)
Functional group
Phosphoranylidene group (a phosphorus atom double-bonded to a carbon atom)
Importance
Role in the formation of carbon-carbon double bonds in target molecules
Role
Important intermediate in the synthesis of various organic compounds and significant contribution to the field of organic chemistry.
Check Digit Verification of cas no
The CAS Registry Mumber 90601-08-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,0,6,0 and 1 respectively; the second part has 2 digits, 0 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 90601-08:
(7*9)+(6*0)+(5*6)+(4*0)+(3*1)+(2*0)+(1*8)=104
104 % 10 = 4
So 90601-08-4 is a valid CAS Registry Number.
InChI:InChI=1/C22H21OP/c1-2-19(18-23)24(20-12-6-3-7-13-20,21-14-8-4-9-15-21)22-16-10-5-11-17-22/h3-18H,2H2,1H3
90601-08-4Relevant articles and documents
Reactions with Phosphine Alkylenes, XLV. Reactions of Alkylidenetriphenylphosphoranes with Tetramethylformamidinium Chloride. Synthesis of triphenylphosphonium Chloride and (Formylalkylidene)triphenylphosphoranes
Bestmann, Hans Juergen,Schmid, Guenter,Oechsner, Helmut,Ermann, Peter
, p. 1561 - 1571 (2007/10/02)
Phosphonium ylides 1 react with tetramethylformamidinium chloride (2) to form enamine phosphonium chlorides 8 and the formic orthoamide 7.The salts 8 show temperature depending 1H NMR spectra with respect to the protons of the dimethylamino group (hindered rotation around the C - N(CH3)2 bond).Treatment of 8 with acids and subsequently with bases gives rise to the formation of the formyl ylides 19. 8a is deprotonated with sodium amide to give the phosphaallene ylide 20, which reacts with water to yield the phosphane oxide 21, and with methyl iodide stereospecifically to form 8b.
