51263-40-2

Usage

Chemical Properties

Orange Oil

InChI:InChI=1/C6H9BrO2/c1-4(2)5(7)6(8)9-3/h1-3H3

Upstream product

• 186581-53-3 diazomethane 
• 1578-14-9 2-bromo-3-methyl-crotonic acid 
• 63881-44-7 2,3-dibromo-3-metyl-butenoate 
• 82962-51-4 2-bromo-3-chloro-3-methyl-butenoate 
• 924-50-5 Methyl 3,3-dimethylacrylate 
• 5927-18-4 trimethyl phosphonoacetate 
• 80573-34-8 α,β-dibromo-β,β-dimethylpropionic acid 
• 541-47-9 3-Methylbutenoic acid 

Downstream Products

• 91496-59-2 3,3-Dimethyl-2-phenoxy-acrylsaeure-methylester 
• 13794-02-0 (RS)-2-phenoxyisovaleric acid 
• 65566-55-4 3-methyl-2-phenoxybut-2-enoic acid 
• 91496-61-6 3-methyl-2-(p-tolyloxy)but-2-enoic acid 
• 98017-54-0 3-Methyl-2-<2,6-dimethyl-phenoxy>-buten-(3)-saeure 
• 1446396-59-3 2-(2-iodophenoxy)-3-methylbut-2-enoic acid 
• 1446396-58-2 3-methyl-2-(o-tolyloxy)but-2-enoic acid 
• 1446396-57-1 3-methyl-2-(m-tolyloxy)but-2-enoic acid 
• 17642-22-7 2-(4-chlorophenoxy)-3-methylbut-2-enoic acid 
• 1446396-72-0 (S)-methyl 2-(2-iodophenoxy)-3-methylbutanoate 
• 1446396-70-8 (S)-2-(2-iodophenoxy)-3-methylbutanoic acid 
• 19128-90-6 (S)-3-methyl-2-phenoxybutanoic acid 

Relevant academic research and scientific papers

Total Synthesis and Biological Evaluation of Zealactone 1a/b

Strigolactones are plant hormones, which play pivotal roles in plant growth and development with potential application in sustainable agriculture. Recently, zealactone 1a/b has been identified as the major strigolactone from the root exudates of corn. Although zealactone is a promising molecule affecting signaling in the rhizosphere as well as in planta, evaluating its biological activities has been hampered by its low natural abundance and its relative chemical instability. Herein, we present the total synthesis of zealactone 1a/b based on our studies employing a [2+2]-cycloaddition strategy and a chemoselective Baeyer-Villiger oxidation to forge the γ-butyrolactone fragment. Furthermore, we disclose the biological activities of zealactone 1a/b on corn and in soil in comparison with related synthetic analogues.

Further demonstration of the higher reactivity of the vinyl hydrogen rather than the allyl hydrogen towards singlet oxygen

In a new linear twisted 1,3-diene, an anomalously high reactivity of the vinyl hydrogen rather than the allyl hydrogen towards singlet oxygen is observed.

COMPOUNDS FOR INHIBITION OF FUNGAL MYCOTOXIN AND SPORULATION

Compounds and compositions are described herein that inhibit the biosynthesis of mycotoxins and fungal sporulation. Such compounds and compositions are useful for inhibiting mold. Methods of using such compounds and compositions are also described herein that involve applying the compositions to plants, plant parts, structures, containers, and other surfaces.

Improved synthesis of three brominated analogues of the potent environmental mutagen 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX)

The synthesis of three brominated analogues of the environmental mutagen 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (MX), namely, 3-chloro- 4-(bromochloromethyl)-5-hydroxy-2(5H)-furanone (BMX-1), 3-chloro-4- (dibromomethyl)-5-hydroxy-2(5H)-furanone (BMX-2) and 3-bromo-4- (dibromomethyl)-5-hydroxy-2(5H)-furanone (BMX-3), by employing a simple procedure from a common precursor, is described. (C) 2000 Elsevier Science Ltd.

Photosensitized oxygenation of twisted 1,3-dienes: Abnormally higher reactivity of vinyl hydrogen rather than allyl hydrogen toward singlet oxygen

As one of the novel examples to investigate the characteristic reactivity of significantly twisted 1,3-dienes, the photosensitized oxygenation of two types of significantly twisted 1,3-dienes, cis-βionol derivative 2 and acyclic derivative 11, is investigated. Photosensitized oxygenation of 2a-f and 11a-e revealed that the vinyl hydrogen Ha was more reactive than the allyl hydrogen Hb. Thus, phenyl derivative 2e and tert- butyl-substituted compound 11d selectively produced allenes 3e and 13d in 67% and 75% yield resulting from the ene reaction of the vinyl hydrogen Ha rather than allyl alcohols 4e and 14d resulting from the allyl hydrogen abstraction in 24% and 8% yield, respectively. Furthermore, in the case of methyl- substituted compound 11b, the extent of the inherent reactivity of the vinyl hydrogen Ha was similar to that of the allyl hydrogen Hc. On the basis of X- ray analysis and MM and MO calculations, the discovered abnormally higher reactivity of the vinyl hydrogen would be rationalized by considering mainly the large σ*-π orbital interaction between the vinyl C-H bond and another double bond in significantly twisted 1,3-dienes resulting from calculations of HOMO electron densities.

Antimicrobial N-acyl-2-azetidinones

The present invention provides novel compositions of matter and processes for their preparation. Particularly, the present invention relates to novel monocyclic β-lactams of formula I, having a carbonyl group, other than a negatively charged group, attached to the N-1 position. The compounds are useful as antimicrobial agents or as intermediates thereto. The present invention also provides a novel process for making these compounds which utilizes palladium (O)--catalyzed carbonylation of an appropriate 2-bromo-1-propen-3-yl amine and novel intermediates prepared by this process.

ADDITION OF CHLORINE, BROMINE AND BROMINE CHLORIDE TO SOME α,β-UNSATURATED METHYL ESTERS

The additions of chlorine, bromine and bromine chloride to trans methyl 2-butenoate 1, trans methyl 2-methyl-2-butenoate 2 and methyl 3-methyl-2-butenoate 3 under ionic conditions were studied.Bromine chloride addition always gave as a major regioisomer the 2-bromo-3-chloro compound, almost quantitatively in the case of 3.The mechanism of bromonium ion ring-opening (SN1 or SN2) is discussed with respect to the double bond substitution and regioisomer proportions.The dihalo products were identified by MS, 1H and 13C NMR.