6065-32-3

Basic information

• Product Name: ethyl 4-bromocrotonate
• Synonyms: 4-Bromo-2-butenoic acid ethyl ester;Ethyl 4-bromo-2-butenoate;2-Butenoic acid, 4-bromo-, ethyl ester;Ai3-52372;Einecs 227-996-1;Ethyl 4-broMobut-2-enoate;NSC 77083
• CAS NO: 6065-32-3
• Molecular Formula: C₆H₉BrO₂
• Molecular Weight: 193.0385
• EINECS: 227-996-1
• Mol File: 6065-32-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 97-98℃ (15 Torr)
• Flash Point: 76.7°C
• Appearance: /
• Density: 1.4g/cm³
• Vapor Pressure: 0.161mmHg at 25°C
• Refractive Index: 1.492 (589.3 nm 16℃)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: ethyl 4-bromocrotonate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-bromocrotonate(6065-32-3)
• EPA Substance Registry System: ethyl 4-bromocrotonate(6065-32-3)

Safety Data

• Hazard Codes: Xi:Irritant
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 3265 8 / PGII
• Hazardous Substances Data: 6065-32-3(Hazardous Substances Data)

Usage

General Description

Ethyl 4-bromocrotonate is a chemical compound that falls under the category of organic halogen compounds. Its molecular formula is C7H9BrO2. It is characterized by a specific weight of 215.052 g/mol and a boiling point of 114-116 °C/12mm. Ethyl 4-bromocrotonate is notable for its applications in the field of chemical synthesis, often serving as a useful synthetic intermediate. Primarily, it's used for research and development purposes. It's also a chemical intermediate in the synthesis of pharmaceuticals. Despite its uses, it's crucial to handle this chemical with care as it can potentially cause skin irritation, serious eye irritation, and may be harmful if inhaled or swallowed, suggesting the need for appropriate safety measures when in use.

InChI:InChI=1/C6H9BrO2/c1-2-9-6(8)4-3-5-7/h3-4H,2,5H2,1H3/b4-3+

Upstream product

• 10544-63-5 ethyl crotonate 
• 623-70-1 ethyl (E)-crotonate 

Downstream Products

• 92904-43-3 Cyclohexanon-(1)-<γ-crotonsaeure>-(2)-aethylester 
• 2352-48-9 4-(3',5',5'-Trimethyl-2'-cyclohexyliden)-buten-⁽²⁾-saeure-ethylester 
• 94801-97-5 2-<3-Ethoxycarbonyl-allyl>-2-hydroxy-1,3-dimethyl-cyclohexan-carbonsaeure-ethylester 
• 59425-01-3 Aethyl-4-jod-crotonat 
• 116425-58-2 ethyl 5-hydroxy-5-(3-methoxy-4-methylphenyl)-2-hexenoate 
• 130351-30-3 ethyl 5-<4-(tert-butoxycarbonyl)phenyl>-5-hydroxy-2-hexenoate 
• 133343-57-4 (E)-4-[(S)-2-Chloro-2,2-difluoro-1-((S)-toluene-4-sulfinylmethyl)-ethoxy]-but-2-enoic acid ethyl ester 
• 73933-19-4 ethyl 4-(phenylmethyl)-2-morpholineacetate 
• 89922-39-4 ethyl 2-(α-hydroxybenzyl)-3-butenoate 
• 1097628-74-4 4-[6-(3-cyano-5-methyl-benzoyl)-5-isopropyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl]-but-2-enoic acid ethyl ester 
• 637008-23-2 C₁₃H₁₆O₃ 
• 114996-07-5 2E-5-hydroxy-5-phenyl-pent-2-enoic acid ethyl ester 

Relevant articles and documents

PROGRANULIN MODULATORS AND METHODS OF USING THE SAME

Provided herein are compounds that modulate progranulin and methods of using the compounds in progranulin-associated disorders, such as Frontotemporal dementia (FTD).

Synthesis and herbicidal activity of diphenyl ether derivatives containing unsaturated carboxylates

A series of novel diphenyl ether derivatives containing unsaturated carboxylates were designed and synthesized. Their structures were identified by 1H nuclear magnetic resonance and elemental analyses. The bioassays indicated that the compounds 5b and 5c exhibited good herbicidal activities against velvetleaf at a concentration of 30-40 g/hm2. The relationship between structure and herbicidal activity was also discussed. Among unsaturated carboxylates group, butenoate is the most promising one. Amonst them, 4-ethoxy-4-oxobutenyl 5-(2-chloro-4-(trifluoromethyl)phenoxy)-2- nitrobenzoate 5b was identified as the most promising candidate due to its high protoporphyrinogen IX oxidase inhibition effect (pI50 = 6.64) and good herbicidal activity against broadleaf weeds with selectivity to soybean and low toxicity to mammals.

Consecutive Ring Closure and Neophyl Rearrangement of Some Alkenylaryl Radicals

The endo cyclization products 4a, 18a, 18b, 25b, and 25c obtained from the reaction of tributylstannane with the bromoarenes 1a, 12a, 12b, 22b, and 22c, respectively, are formed, at least in part, by exo cyclization of the corresponding substituted aryl radicals followed by neophyl rearrangement of the initial products.Kinetic data show that the rearrangement is more rapid for the radicals 15a and 15b containing the naphtalene nucleus than it is for the benzenoid radicals 24b and 24c and is facilitated by the presence of the electron-attracting substituent in 3a.