632324-41-5

Basic information

• Product Name: Benzene, 1-broMo-3-fluoro-2-(triMethylsilyl)-
• Synonyms: Benzene, 1-broMo-3-fluoro-2-(triMethylsilyl)-;Silane, (2-bromo-6-fluorophenyl)trimethyl-;1-Bromo-3-fluoro-2-(trimethylsilyl)benzene
• CAS NO: 632324-41-5
• Molecular Formula: C₉H₁₂BrFSi
• Molecular Weight: 247.1794832
• Mol File: 632324-41-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzene, 1-broMo-3-fluoro-2-(triMethylsilyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-broMo-3-fluoro-2-(triMethylsilyl)-(632324-41-5)
• EPA Substance Registry System: Benzene, 1-broMo-3-fluoro-2-(triMethylsilyl)-(632324-41-5)

Safety Data

• Hazardous Substances Data: 632324-41-5(Hazardous Substances Data)

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 1073-06-9 3-fluorobromobenzene 

Downstream Products

• 1257793-02-4 bis(3-fluoro-2-(trimethylsilyl)phenyl)methoxyborane 
• 1257792-92-9 3-fluoro-2-(trimethylsilyl)phenylboronic acid 
• 2113-57-7 3-bromobiphenyl 
• 1418297-02-5 3-{(Z)-1-fluoro-2-[3-fluoro-4-(1,1,1-trifluoro-2-methylpropan-2-yl)phenyl]vinyl}-5-methyl-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole 
• 1418296-19-1 (1-{3-[(3-{(Z)-1-fluoro-2-[3-fluoro-4-(1,1,1-trifluoro-2-methylpropan-2-yl)phenyl]vinyl}-5-methyl-1H-pyrazol-1-yl)methyl]phenyl}cyclopropyl)methanol 
• 1418297-01-4 3-fluoro-4-(1,1,1-trifluoro-2-methylpropan-2-yl)benzaldehyde 
• 1346689-95-9 4-bromo-2-fluoro-1-(1,1,1-trifluoro-2-methylpropan-2-yl)benzene 
• 1346689-94-8 2-(4-bromo-2-fluorophenyl)-1,1,1-trifluoropropan-2-yl methanesulphonate 
• 1346689-93-7 2-(4-bromo-2-fluorophenyl)-1,1,1-trifluoropropan-2-ol 
• 617706-18-0 1-(4-bromo-2-fluorophenyl)-2,2,2-trifluoroethan-1-one 
• 1418297-00-3 3-{(Z)-1-fluoro-2-[3-fluoro-4-(1,1,1-trifluoro-2-methylpropan-2-yl)phenyl]vinyl}-5-methyl-1H-pyrazole 
• 928715-37-1 1-(2-bromo-6-fluorophenyl)ethanone 

Relevant articles and documents

Synthesis method of 2-fluoro-4-halogen benzoic acid

The invention provides a synthesis method of 2-fluoro-4-halogen benzoic acid. The synthesis method comprises the following steps: (a) removing hydrogen from a substance shown in a formula (I) by using a lithium amide reagent or an alkyl lithium reagent (LDA, TMPLi, n-butyl lithium and the like), and reacting with trialkyl halosilane (TMSCl, TESCl, TBSCl and the like) to obtain a compound shown in a formula (II); (b) removing hydrogen from the compound represented by the formula (II) obtained in the step (a) by using a lithium amide reagent or an alkyl lithium reagent (LDA, TMPLi, n-butyl lithium and the like), and adding into dry ice/THF to react to obtain a compound represented by a formula (III); and (c) removing a trialkyl silane protecting group from the compound shown in the formula (III) obtained in the step (b) to obtain a compound shown in a formula (IV). According to the preparation method, starting raw materials, process routes and post-treatment processes are different, the raw materials are simple and easy to obtain, the cost is low, and the preparation method is suitable for laboratory small-scale preparation and industrial production.

Bromine as the Ortho-Directing Group in the Aromatic Metalation/Silylation of Substituted Bromobenzenes

The one-pot metalation/disilylation of selected bromobenzenes bearing electron-withdrawing substituents p-, m-, o-XC6H4Br (X = F, Cl, I, CN, CF3) using 2 equiv of lithium diisopropylamide (LDA) and 2 equiv of chlorotrimethylsilane (TMSCl) was investigated. The best results of disilylation were obtained for para-substituted bromobenzenes, but the regioselectivity of the reaction is strongly influenced by the ortho-directing power of the substituent. On the contrary, the disilylation of metasubstituted bromobenzenes was not efficient or even failed in some cases and hence monosilylated derivatives were isolated as major or sole products. Diverse reactivity was observed for orthosubstituted bromobenzenes, e.g., 2-bromobenzonitrile and 2-bromochlorobenzene, were converted into corresponding disilylated derivatives in a high and moderate yield, respectively, whereas 1-bromo-2-(trifluoromethyl)benzene underwent only monosilylation.