110212-61-8

Basic information

• Product Name: (Isopropyloxycarbonylmethylene)triphenylphosphorane
• Synonyms: (Isopropyloxycarbonylmethylene)triphenylphosphorane
• CAS NO: 110212-61-8
• Molecular Formula: C₂₃H₂₃O₂P
• Molecular Weight: 362.401281
• Mol File: 110212-61-8.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (Isopropyloxycarbonylmethylene)triphenylphosphorane(CAS DataBase Reference)
• NIST Chemistry Reference: (Isopropyloxycarbonylmethylene)triphenylphosphorane(110212-61-8)
• EPA Substance Registry System: (Isopropyloxycarbonylmethylene)triphenylphosphorane(110212-61-8)

Safety Data

• Hazardous Substances Data: 110212-61-8(Hazardous Substances Data)

Usage

General Description

(Isopropyloxycarbonylmethylene)triphenylphosphorane is a chemical compound with the formula (CH3)2CHOCOCH(CO2C6H5)3. It is a phosphorane derivative and is commonly used as a reagent in organic synthesis for the formation of Wittig reagents. (Isopropyloxycarbonylmethylene)triphenylphosphorane is a strong base and is known for its ability to efficiently convert aldehydes and ketones into alkenes by reacting with them to form stable ylides. It is commonly used in the pharmaceutical and agrochemical industries for the synthesis of various organic compounds and is known for its high reactivity and selectivity in organic reactions.

Upstream product

• 105-48-6 isopropyl chloroacetate 
• 603-35-0 triphenylphosphine 
• 29921-57-1 isopropyl 2-bromoacetate 
• 952609-88-0 [(isopropoxycarbonyl)(phenylcarbamoyl)methylene]triphenylphosphorane 
• 159377-42-1 (isopropyloxycarbonylmethyl)triphenylphosphonium bromide 

Downstream Products

• 952609-88-0 [(isopropoxycarbonyl)(phenylcarbamoyl)methylene]triphenylphosphorane 
• 1609398-87-9 (Z)-2-[2-(4-fluorobenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid isopropyl ester 
• 1609398-86-8 (Z)-2-[2-(4-trifluoromethylbenzyl)-1,1-dioxido-2H-1,2-benzothiazin-4(3H)-ylidene]acetic acid isopropyl butyl ester 
• 1609398-90-4 2-[2-(4-trifluoromethylbenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid isopropyl ester 
• 1609398-91-5 2-[2-(4-fluorobenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid isopropyl ester 
• 1609398-93-7 (+)-2-[2-(2,4,5-trifluorobenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid isopropyl ester 
• 1609398-94-8 (-)-2-[2-(2,4,5-trifluorobenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid isopropyl ester 
• 1609398-96-0 (+)-2-[2-(4-trifluoromethylbenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid isopropyl ester 
• 1609398-97-1 (-)-2-[2-(4-trifluoromethylbenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid isopropyl ester 
• 1609398-98-2 (+)-2-[2-(4-fluorobenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid isopropyl ester 
• 1609398-99-3 (-)-2-[2-(4-fluorobenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid isopropyl ester 
• 1609398-88-0 2-[2-(2,4,5-trifluorobenzyl)-1,1-dioxido-3,4-dihydro-2H-1,2-benzothiazinyl]acetic acid isopropyl ester 
• 1469887-38-4 α-(2-furoyl)-α-(isopropyloxycarbonyl)methylenetriphenylphosphorane 
• 60512-85-8 (E)-isopropyl cinnamate 

Relevant articles and documents

Catalytic asymmetric [3+2] cycloaddition of isomünchnones with methyleneindolinones

An efficient enantioselective [3+2] cycloaddition of isomünchnones with methyleneindolinones that are generated by anin situintramolecular addition of the carbonyl group to rhodium carbenes is realized with a chiralN,N′-dioxide/Zn(ii) complex as a Lewis acid. A series of chiral oxa-bridged 3-spiropiperidines are obtained in high yields with excellent dr and excellent ee values.

Heavier Carbonyl Olefination: The Sila-Wittig Reaction

The Wittig reaction is one of the most versatile tools in the repertoire of organic chemists. Thus, a broad variety of carbonyl compounds can be converted to tailor-made alkenes with phosphorus ylides under mild conditions. However, no comparable reaction has been reported for silanones, the silicon congeners of ketones. Here, we demonstrate for the first time the successful application of the Wittig olefination to iminosilylsilanone 1. The selective formation of a series of silenes (R2Sia? CR2) via the sila-Wittig reaction revealed an unprecedented approach to otherwise elusive compounds. In addition, the highly reactive and zwitterionic nature of 1 was also susceptible to nucleophilic attacks and cycloaddition reactions by and with the phosphorus ylides. Our results therefore make another important contribution to discovering the differences and similarities between carbon and silicon.

Photoinduced Intermolecular [4+2] Cycloaddition Reaction for Construction of Benzobicyclo[2.2.2]octane Skeletons

A novel and efficient method for the synthesis of highly substituted benzobicyclo[2.2.2]octane skeletons has been explored. Under UV-light irradiation, o-divinylbenzenes underwent a pericyclic reaction to form the cyclic o-quinodimethane intermediates which were subsequently reacted with olefins through [4+2] addition to construct the benzobicyclo[2.2.2]octane skeletons in mild conditions. Gram scale reactions demonstrated the synthetic potential application of this protocol.