51318-62-8

Basic information

• Product Name: (E)-Ethyl 4-Bromo-3-methyl-2-butenoate
• Synonyms: ethyl 4-broMo-3-Methyl-2-butenoate;trans-4-BroMo-3-Methyl-but-2-enoic Acid Ethyl Ester;2-Butenoicacid, 4-broMo-3-Methyl-, ethyl ester, (2E)-;Trans-5-BroMo-1-ethoxy-4-Methylpent-3-en-2-one
• CAS NO: 51318-62-8
• Molecular Formula: C₇H₁₁BrO₂
• Molecular Weight: 207.06504
• Product Categories: Aliphatics
• Mol File: 51318-62-8.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 52-570C/0.7Torr
• Appearance: /
• Density: 1.343±0.06 g/cm3(Predicted)
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• CAS DataBase Reference: (E)-Ethyl 4-Bromo-3-methyl-2-butenoate(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-Ethyl 4-Bromo-3-methyl-2-butenoate(51318-62-8)
• EPA Substance Registry System: (E)-Ethyl 4-Bromo-3-methyl-2-butenoate(51318-62-8)

Safety Data

• Hazardous Substances Data: 51318-62-8(Hazardous Substances Data)

Usage

Description

(E)-Ethyl 4-Bromo-3-methyl-2-butenoate, with the CAS number 51318-62-8, is an organic compound that is characterized as a colorless oil. It is primarily utilized in the field of organic synthesis due to its unique chemical structure and properties.

Uses

Used in Organic Synthesis:
(E)-Ethyl 4-Bromo-3-methyl-2-butenoate is used as a synthetic intermediate for the creation of various organic compounds. Its chemical structure, which includes a bromine atom and a methyl group, allows it to participate in a range of reactions, making it a valuable building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (E)-Ethyl 4-Bromo-3-methyl-2-butenoate is used as a key component in the development of new drugs. Its unique structure can be modified to create molecules with specific biological activities, potentially leading to the discovery of novel therapeutic agents.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, (E)-Ethyl 4-Bromo-3-methyl-2-butenoate is employed as a starting material for the synthesis of new pesticides or other agricultural chemicals. Its versatility in organic synthesis enables the development of compounds with targeted pest control properties.
Used in Specialty Chemicals:
(E)-Ethyl 4-Bromo-3-methyl-2-butenoate is also used in the production of specialty chemicals, such as fragrances, dyes, and additives. Its chemical properties make it suitable for creating compounds with specific functional groups that can be tailored for various applications in the chemical industry.

Upstream product

• 638-10-8 ethyl 3-methylbut-2-enoate 
• 65527-85-7 ethyl (E)-4-hydroxy-3-methyl-2-butenoate 
• 62054-49-3 ethyl (E)-3-formyl-2-butenoate 
• 541-47-9 3-Methylbutenoic acid 
• 138777-15-8 ethyl 4-{[tert-butyl(dimethyl)silyl]oxy}-3-methyl-2-butenoate 
• 70423-43-7 (E)-Ethyl-4-hydroxy-3-methylbut-2-enoate 
• 2388-07-0 lithium ethoxide 
• 842127-06-4 (E)-4-bromo-3-methyl-2-butenoyl chloride 
• 19041-16-8 (E)-4-bromo-3-methyl-2-butenoic acid 
• 33537-17-6 ethyl 2-hydroxy-3-methyl-3-butenoate 

Downstream Products

• 100450-35-9 (+/-)-6-chloromethyl-4-methyl-5,6-dihydro-pyran-2-one 
• 100612-56-4 ethyl 3-methyl-4-phenoxybut-2-enoate 
• 109515-03-9 3-methyl-4-phthalimido-crotonic acid ethyl ester 
• 81143-94-4 3-methyl-hex-2-enedioic acid diethyl ester 
• 110030-98-3 5-benzoyl-3-methyl-hex-2-enedioic acid diethyl ester 
• 101774-56-5 (+/-)-6-chloromethyl-4,6-dimethyl-5,6-dihydro-pyran-2-one 
• 85379-16-4 4,6-dimethyl-6-phenyl-5,6-dihydro-2H-pyran-2-one 
• 100379-11-1 (+/-)-6-bromomethyl-4,6-dimethyl-5,6-dihydro-pyran-2-one 
• 57003-48-2 3-Hydroxy-2-isopropenyl-3,4-dimethyl-pentanoic acid ethyl ester 
• 57003-49-3 (Z)-5-Hydroxy-3,5,6-trimethyl-hept-2-enoic acid ethyl ester 
• 13058-12-3 ethyl 3,7-dimethyl-2,6-octadienoate 
• 51318-38-8 (E)-4-[4-(4-Chloro-phenoxy)-phenoxy]-3-methyl-but-2-enoic acid ethyl ester 
• 39760-56-0 triethyl 3-methyl-4-phosphonocrotonate 
• 51318-22-0 (E)-4-(4-Benzyloxy-phenoxy)-3-methyl-but-2-enoic acid ethyl ester 

Relevant articles and documents

N-Heterocyclic Carbene-Catalyzed Enantioselective Intramolecular Annulations to Construct Benzo-Fused Pyranones with Quaternary Stereocenter

A highly enantioselective intramolecular NHC-catalyzed approach for the synthesis of benzo-fused pyranones bearing quaternary stereocenter is described. The developed methodology is based on annulation reaction between acyl anion intermediates and β,β-disubstituted Michael acceptors. The reaction offers streamlined and effective access to target products in a highly stereoselective manner. (Figure presented.).

COMPOUNDS AND SYNTHETIC METHODS FOR THE PREPARATION OF RETINOID X RECEPTOR-SPECIFIC RETINOIDS

Provided herein are compounds useful for the preparation of compounds that have retinoid-like biological activity. Also provided herein are processes for the preparation of compounds that have retinoid-like biological activity.

Asymmetric Reductive Carbocyclization Using Engineered Ene Reductases

Ene reductases from the Old Yellow Enzyme (OYE) family reduce the C=C double bond in α,β-unsaturated compounds bearing an electron-withdrawing group, for example, a carbonyl group. This asymmetric reduction has been exploited for biocatalysis. Going beyond its canonical function, we show that members of this enzyme family can also catalyze the formation of C?C bonds. α,β-Unsaturated aldehydes and ketones containing an additional electrophilic group undergo reductive cyclization. Mechanistically, the two-electron-reduced enzyme cofactor FMN delivers a hydride to generate an enolate intermediate, which reacts with the internal electrophile. Single-site replacement of a crucial Tyr residue with a non-protic Phe or Trp favored the cyclization over the natural reduction reaction. The new transformation enabled the enantioselective synthesis of chiral cyclopropanes in up to >99 % ee.