78707-59-2

Basic information

• Product Name: (E)-2-(tert-butyldimethylsiloxy)<(1-carboethoxy)methylidene>cyclohexane
• Synonyms: (E)-2-(tert-butyldimethylsiloxy)<(1-carboethoxy)methylidene>cyclohexane
• CAS NO: 78707-59-2
• Molecular Weight: 298.498
• Mol File: 78707-59-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E)-2-(tert-butyldimethylsiloxy)<(1-carboethoxy)methylidene>cyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-2-(tert-butyldimethylsiloxy)<(1-carboethoxy)methylidene>cyclohexane(78707-59-2)
• EPA Substance Registry System: (E)-2-(tert-butyldimethylsiloxy)<(1-carboethoxy)methylidene>cyclohexane(78707-59-2)

Safety Data

• Hazardous Substances Data: 78707-59-2(Hazardous Substances Data)

Upstream product

• 74173-08-3 2-(tert-Butyldimethylsilyloxy)-1-cyclohexanon 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 95713-78-3 (Z)-<(carboethoxy)methylidene>-2-hydroxycyclohexane 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 4071-88-9 trimethylsilanyl-acetic acid ethyl ester 
• 77772-30-6 2-(tert-Butyl-dimethyl-silanyloxy)-cyclopentanone 

Downstream Products

• 79707-72-5 (E)-2-(tert-butyldimethylsiloxy)<(4-(carbomethoxy)-3-oxopentyl)methylidene>cyclohexane 
• 79707-87-2 2-(benzenesulfonyl)-3-(cyclohex-1-en-1-yl)-2-methylcyclopentanone 
• 79707-87-2 2-(benzenesulfonyl)-3-(cyclohex-1-en-1-yl)-2-methylcyclopentanone 
• 79707-74-7 (E)-2-acetoxy<(4-(carbomethoxy)-3-oxopentyl)methylidene>cyclohexane 
• 74275-65-3 methyl (E)-2-<5-(cyclohex-1-en-1-yl)tetrahydrofuran-2-ylidene>propionate 
• 74275-65-3 methyl (Z)-2-<5-(cyclohex-1-en-1-yl)tetrahydrofuran-2-ylidene>propionate 
• 74275-70-0 2-(carbomethoxy)-3-(cyclohex-1-en-1-yl)-2-methylcyclopentanone 
• 74275-70-0 2-(carbomethoxy)-3-(cyclohex-1-en-1-yl)-2-methylcyclopentanone 
• 79707-78-1 (E)-2-(tert-butyldimethylsiloxy)<(4-(benzenesulfonyl)-3-oxopentyl)methylidene>cyclohexane 
• 79707-80-5 (E)-2-acetoxy<(4-(benzenesulfonyl)-3-oxopentyl)methylidene>cyclohexane 
• 79707-73-6 (E)-2-hydroxy<(4-(carbomethoxy)-3-oxopentyl)methylidene>cyclohexane 
• 79707-71-4 (E)-2-(tert-butyldimethylsiloxy)<(chloromethyl)methylidene>cyclohexane 
• 79707-70-3 (E)-2-(tert-butyldimethylsiloxy)<(hydroxymethyl)methylidene>cyclohexane 
• 79707-67-8 (E)-<(carboethoxy)methylidene>-2-hydroxycyclohexane 

Relevant articles and documents

THERMODYNAMIC AND KINETIC CONTROL IN THE REACTION OF CARBOETHOXYMETHYLENETRIPHENYLPHOSPHORANE AND ETHYL LITHIOTRIMETHYLSILYLACETATE WITH 2-(t-BUTYLDIMETHYLSILYLOXY)CYCLOALKANONES

The reaction of 2-t-butyldimethylsilyloxy cycloalkanones (5,6 and 7 membered rings) with carboethoxymethylenetriphenylphosphorane gives almost exclusively the E isomeric Wittig products, whereas reaction with ethyl lithiotrimethylsilylacetate gives predominantly the Z isomers.The Z products show the methine proton at ca. 5.5 ppm, an unusual large chemical shift for this type of proton.