54636-56-5

Basic information

• Product Name: Benzene, 1-(3-bromo-1-propenyl)-4-methyl-
• CAS NO: 54636-56-5
• Molecular Formula: C10H11Br
• Molecular Weight: 211.101
• Mol File: 54636-56-5.mol
• Article Data: 28

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(3-bromo-1-propenyl)-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(3-bromo-1-propenyl)-4-methyl-(54636-56-5)
• EPA Substance Registry System: Benzene, 1-(3-bromo-1-propenyl)-4-methyl-(54636-56-5)

Safety Data

• Hazardous Substances Data: 54636-56-5(Hazardous Substances Data)

Upstream product

• 122058-30-4 4-methylcinnamyl alcohol 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 58824-48-9 1-(4-methylphenyl)-2-propen-1-ol 
• 104-87-0 4-methyl-benzaldehyde 
• 624-31-7 4-tolyl iodide 
• 20754-20-5 3-p-tolyl-acrylic acid methyl ester 
• 1866-39-3 trans-p-methylcinnamic acid 
• 97585-04-1 ethyl (E)-3-(4-methylphenyl)acrylate 
• 122058-30-4 p-methylcinnamyl alcohol 
• 7560-43-2 methyl 3-(4-methylphenyl)acrylate 
• 20511-20-0 ethyl p-methylcinnamate 
• 1504-75-2 3-(4-methylphenyl)acrylaldehyde 
• 1826-67-1 vinyl magnesium bromide 
• 2749-96-4 4-methylphenylallene 

Downstream Products

• 56578-35-9 4-methyl-cinnamaldehyde 
• 94711-83-8 p-Methyl-cinnamyl-p-tolylether 
• 144365-85-5 (E)-4-methyl-N-(prop-2-yn-1-yl)-N-(3-(p-tolyl)allyl)benzenesulfonamide 
• 58102-69-5 1-methyl-4-(3-phenylallyloxy)benzene 
• 81392-97-4 (E)-1-methyl-4-(pent-1-en-1-yl)benzene 
• 144365-90-2 (1S,5R,7R)-5-(2-Oxo-propyl)-3-(toluene-4-sulfonyl)-7-p-tolyl-3-aza-bicyclo[3.2.0]heptan-6-one 
• 1296208-09-7 (3S,3aS,6R,7aR)-6-ethyl-1-phenyl-3-(p-tolyl)hexahydrobenzo[c]isoxazole-5,5(3H)-dicarbonitrile 
• 1319203-11-6 trans-4,4-dicyano-1-(p-tolyl)-1-butene 
• 167646-68-6 (E)-6-(p-tolyl)hex-5-enal 
• 1311160-87-8 (3R,3aS,9R,9aS)-3-((S)-2-nitro-1-phenylethyl)-9-(p-tolyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]quinoline 
• 1311160-88-9 (3R,3aS,9R,9aS)-7-bromo-3-((S)-2-nitro-1-phenylethyl)-9-p-tolyl-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]quinoline 
• 1311160-89-0 (3R,3aS,9R,9aS)-7-nitro-3-((S)-2-nitro-1-phenylethyl)-9-(p-tolyl)-2,3,3a,4,9,9a-hexahydro-1H-cyclopenta[b]quinoline 
• 128577-66-2 (E)-6-(p-tolyl)hex-5-en-1-ol 
• 1613244-46-4 (S,E)-1-(1-(3,4-dihydroquinolin-1(2H)-yl)-1-oxopropan-2-yl)-1-(3-(p-tolyl)allyl)piperidin-1-iumbromide 

Relevant articles and documents

Thermal proteome profiling efficiently identifies ribosome destabilizing oxazolidinones

Identifying the targets of bioactive small molecules is a challenging endeavor for which no general solution currently exists. Classical affinity purification experiments suffer from the need to functionalise a bioactive compound and link it to a solid support, which may interfere with target binding. A modern mass spectrometry-based proteomics technique that has partially circumvented this problem is thermal proteome profiling (TPP), which determines the effect of an unmodified small molecule on the thermal stability of the whole proteome simultaneously. Here, we use TPP to identify the mode-of-action of a newly-discovered autophagy inhibitor based on oxazolidinones often employed as chiral auxiliaries. Surprisingly, a significant portion of all ribosomal proteins were found to be destabilized by the inhibitor, highlighting the utility of this technology for determining a challenging mode-of-action.

Enantioselective Allenoate-Claisen Rearrangement Using Chiral Phosphate Catalysts

Herein we report the first highly enantioselective allenoate-Claisen rearrangement using doubly axially chiral phosphate sodium salts as catalysts. This synthetic method provides access to β-amino acid derivatives with vicinal stereocenters in up to 95percent ee. We also investigated the mechanism of enantioinduction by transition state (TS) computations with DFT as well as statistical modeling of the relationship between selectivity and the molecular features of both the catalyst and substrate. The mutual interactions of charge-separated regions in both the zwitterionic intermediate generated by reaction of an amine to the allenoate and the Na+-salt of the chiral phosphate leads to an orientation of the TS in the catalytic pocket that maximizes favorable noncovalent interactions. Crucial arene-arene interactions at the periphery of the catalyst lead to a differentiation of the TS diastereomers. These interactions were interrogated using DFT calculations and validated through statistical modeling of parameters describing noncovalent interactions.

Olefin Oxyamination with Unfunctionalized N-Alkylanilines

N-Alkylanilines have rarely been used in oxyamination reactions, due to the normally necessary pre-functionalization of the N-atom. Also, the formation of aminium radical cations (ARCs) of anilines bearing alkyl substituents is plagued by the ARC's tendency to instantaneously convert to α-amino radicals or iminium ions. We present a readily available reagent combination that addresses both challenges, and thus allows for an oxyamination with N-alkylanilines via ARCs as the crucial reactive intermediates and excellent diastereoselectivity. (Figure presented.).