22842-54-2

Basic information

• Product Name: tert-butyl 3-methyl-2-butenoate
• Synonyms: tert-butyl 3-methyl-2-butenoate;3,3-Dimethylacrylic acid tert-butyl ester;3-Methyl-2-butenoic acid 1,1-dimethylethyl ester
• CAS NO: 22842-54-2
• Molecular Formula: C₉H₁₆O₂
• Molecular Weight: 156.22214
• EINECS: 245-263-4
• Mol File: 22842-54-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 182.1°Cat760mmHg
• Flash Point: 63.5°C
• Appearance: /
• Density: 0.897g/cm³
• Vapor Pressure: 0.823mmHg at 25°C
• Refractive Index: 1.434
• CAS DataBase Reference: tert-butyl 3-methyl-2-butenoate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 3-methyl-2-butenoate(22842-54-2)
• EPA Substance Registry System: tert-butyl 3-methyl-2-butenoate(22842-54-2)

Safety Data

• Hazardous Substances Data: 22842-54-2(Hazardous Substances Data)

Usage

General Description

Tert-butyl 3-methyl-2-butenoate, also known as tert-butyl isopropenyl acetate, is a chemical compound with the molecular formula C9H16O2. It is commonly used as a flavoring agent and in the production of fragrances. This clear, colorless liquid has a fruity, floral odor and is often found in food products, cosmetics, and personal care items. Tert-butyl 3-methyl-2-butenoate is also used as an intermediate in organic synthesis, particularly in the production of pharmaceuticals and other fine chemicals. It is important to handle this compound with care, as it can be hazardous if not used properly.

InChI:InChI=1/C9H16O2/c1-7(2)6-8(10)11-9(3,4)5/h6H,1-5H3

Upstream product

• 5292-12-6 tert-butyl 3-hydroxy-3-methylbutyrate 
• 540-88-5 acetic acid tert-butyl ester 
• 3350-78-5 3,3-Dimethylacryloyl chloride 
• 75-65-0 tert-butyl alcohol 
• 110614-18-1 2'-hydroxyphenyl 3-chloro-3-methylbutanoate 
• 594-71-8 2-chloro-2-nitro-propane 
• 541-47-9 3-Methylbutenoic acid 
• 115-11-7 isobutene 
• 41108-81-0 tert-butyl (trimethylsilyl)acetate 
• 67-64-1 acetone 

Downstream Products

• 26465-81-6 3,3-dimethylindan-1-one 
• 3304-27-6 5-Methyl-2-(1'-methylethyliden)-4-hexen-1-ol 
• 58191-81-4 2-isopropenyl-5-methyl-4-hexenal 
• 239078-62-7 3(R)-(2-benzenesulfonyl-7-hydroxy-3-methyloct-3(E)-enyl)-2,2-dimethylcycloprpane-1(R)-carboxylic acid tert-butyl ester 
• 79211-74-8 2-Chloro-3,3-dimethyl-2-trichlorovinyl-cyclopropanecarboxylic acid 
• 115-11-7 isobutene 

Relevant articles and documents

Matrix metalloprotease inhibitors

The present invention relates to compounds of Formula I: STR1 that are matrix metalloprotease inhibitors, pharmaceutical compositions containing them, methods for their use and methods of preparing these compounds.

Matrix metalloprotease inhibitors

Compounds of the formula: wherein: n is0, 1 or 2; Y ishydroxy or XONH-, where X is hydrogen or lower alkyl; R1is hydrogen or lower alkyl; R2is hydrogen, lower alkyl, heteroalkyl, aryl, aralkyl, arylheteroalkyl, cycloalkyl, cycloalkylalkyl, heteroaryl, heteroaralkyl, heteroarylheteroalkyl, heterocyclo, heterocylo-lower alkyl, heterocyclo-lower heteroalkyl or -NR6R7, wherein: R6is hydrogen, lower alkyl, cycloalkyl or cycloalkylalkyl, aryl, heteroaryl and heteroaralkyl; R7is hydrogen, lower alkyl, cycloalkyl or cycloalkylalkyl, aryl, aralkyl, heteroaryl, heteroaralkyl, -C(O)R8, -C(O)NR8R9, -SO2NR8R9, -SO2R10, aryloxycarbonyl, or alkoxycarbonyl; or R6and R7together with the nitrogen atom to which they are attached represent a heterocyclo group; wherein R8and R9are independently hydrogen, lower alkyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, heteroaryl, heteroaralkyl or heteroalkyl; and R10is lower alkyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, heteroaryl, heteroaralkyl, heteroalkyl or heterocyclo; or R1and R2together with the carbon atom to which they are attached represent a cycloalkyl or heterocyclo group; R3ishydrogen, lower alkyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, heteroaryl, heteroaralkyl, heteroalkyl or lower alkoxy; R4ishydrogen, lower alkyl, cycloalkyl or cycloalkylalkyl; or R2and R3together with the carbons to which they are attached represent a cycloalkyl or heterocyclo group; or R3and R4together with the carbon to which they are attached represent a cycloalkyl or heterocyclo group; and R5islower alkyl, cycloalkyl, cycloalkylalkyl, aryl, aralkyl, heteroaryl, or heteroaralkyl; or pharmaceutically acceptable salts or esters thereof exhibit useful pharmacological properties, in particular for use as matrix metalloprotease inhibitors, particularly for interstitial collagenases.

THE REACTION OF CARBANIONS WITH 2-SUBSTITUTED -2-NITROPROPANES SUBSTITUTION AND DIMERIZATION OCCURRING BY RADICAL CHAIN PROCESSES INVOLVING ELECTRON TRANSFER

The reaction of mono-enolate anions with O2NCMe2X where X=Cl, NO2, p-MePhSO2 yield coupling (RCOCH(R')(CMe2NO2) and enolate dimerization products (RCOCH(R')CH(R')COR) by free radical chain mechanisms involving bimolecular substitution or electron transfer reactions between the enolate anion and the intermediate nitro alkane radical anion (XCMe2NO2(1-)).