197806-78-3

Usage

Uses

Used in Organic Synthesis:
Benzene, 1-bromo-2-(3,3-dimethyl-1-butynyl)is used as a building block in organic synthesis for the creation of various organic compounds. Its unique structure allows for a wide range of chemical reactions, making it a versatile component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Chemical Research:
Benzene, 1-bromo-2-(3,3-dimethyl-1-butynyl)is also used in chemical research to study the properties and reactivity of benzene derivatives. It serves as a model compound for understanding the behavior of similar molecules and contributes to the development of new synthetic methods and applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Benzene, 1-bromo-2-(3,3-dimethyl-1-butynyl)is used as an intermediate in the synthesis of various drug molecules. Its unique structure allows for the development of new drugs with improved efficacy and reduced side effects.
Used in Agrochemical Industry:
Benzene, 1-bromo-2-(3,3-dimethyl-1-butynyl)is used in the agrochemical industry as a precursor for the synthesis of various agrochemicals, such as pesticides and herbicides. Its unique structure enables the development of new and more effective agrochemicals with reduced environmental impact.
It is important to handle Benzene, 1-bromo-2-(3,3-dimethyl-1-butynyl)with caution, as it is considered to be toxic and potentially harmful to human health and the environment. Proper safety measures should be taken during its use and disposal to minimize any adverse effects.

Upstream product

• 917-92-0 3,3-Dimethylbut-1-yne 
• 583-55-1 1-Bromo-2-iodobenzene 

Downstream Products

• 1313372-48-3 (Z)-1-cyclohexylimino-3-(2,2-dimethylpropylidene)-1,3-dihydrobenzo[c]selenophene 
• 1337901-71-9 6-[2-(3,3-dimethylbut-1-yn-1-yl)phenyl]-11H-benzo[a]carbazole 
• 1337901-52-6 2-[(2-{[2-(3,3-dimethylbut-1-yn-1-yl)phenyl]ethynyl}phenyl)ethynyl]aniline 
• 197806-74-9 pentacarbonyl[methoxy(2-(3,3'-dimethylbutyn-1'-yl)phenyl)carbene]chromium⁽⁰⁾ 
• 205250-15-3 2-(3,3-dimethylbut-1-yn-1-yl)benzoic acid chloride 

Relevant academic research and scientific papers

Expansion of the scope of alkylboryl-bridged N → B-ladder boranes: New substituents and alternative substrates

A series of new boranes capable of forming intramolecular N → B-heterocycles has been prepared and their properties have been studied by electrochemical methods and UV-vis-spectroscopy complemented by DFT calculations. A dimethylborane (BMe2), haloborane derivatives (BBr2, BF2, BI2) and mixed cyano/isocyano-borane (B(CN)(NC)) have been prepared by different techniques. Furthermore, 2′-alkynyl-substituted 2-phenylpyridines bearing terminal tert-butyl- and trimethylsilyl-groups are introduced as a new class of substrates for hydroboration. Successful hydroboration with either 9H-borabicyclo[3.3.1]-nonane (9H-BBN), dimesitylborane (Mes2B-H), or Piers' borane ((C6F5)2B-H, BPF-H) furnished new π-extended boranes capable of forming intramolecular six- or seven-membered N → B-heterocycles (tBuBBN, SiBPF), and, in the case of Mes2BH, formation of a sterically crowded styrylborane (SiBMes2) incapable of intramolecular N → B-coordination was observed. All the boranes listed above except BMe2 have been structurally characterized, and a study of their electrochemical properties showed that the systematic variation of the substituents on boron allows for the incremental variation of the electron affinity of the phenylpyridine-model system over a total range of >0.7 eV between alkylboranes (BMe2, BBN) and B(CN)(NC). B(CN)(NC) shows the strongest N → B-bond (≈175 kJ mol-1), and highest electron-affinity observed so far, and is the first example of a borane bearing an isocyano-substituent on boron.

Gold-Catalyzed Cascade and Divergent Synthesis of Indolobenzazepines and Indoloquinolines from Nitrogen-Tethered 1,8-Diynes

We describe the divergent construction of two nitrogen-containing polycyclic systems by gold-catalyzed cycloisomerizations. The gold-catalyzed cascade hydroamination and 7-endo-dig-selective cycloisomerization of nitrogen-tethered 1,8-diynes yielded indol

Synthesis of divergent benzo[b]fluorenones through cycloaromatization reactions of 1,5-enynols and 1,5-diynols

A facile and efficient synthesis of divergent benzo[b]fluorenones is described through the use of dichlorobenzoquinone-promoted oxidative cycloaromatization reactions of acyclic 1,5-enynols and 1,5-diynols. The success of these cascade reactions depends on the chemoselectivity of the initial Meyer-Schuster rearrangement to produce allenol intermediate, which is followed by regioselective Schmittel cyclization and the subsequent Friedal-Crafts alkylation or radical attack at the terminal Ar moiety. Only an oxidant and a solvent were required in the reaction, thus delivering a small library of the expected polycarbocyclic products with excellent functional group tolerance under metal-free conditions. The absorption and photoluminescence properties of the selected benzo[b] fluorenones were also investigated. The results indicated that the compound (2h) which contained an electron-donating 4-OMe group at the phenyl moiety displayed deep green color emission (491 nm).

Construction of Six-Membered Silacyclic Skeletons via Platinum-Catalyzed Tandem Hydrosilylation/Cyclization with Dihydrosilanes

Catalytic silicon-carbon or silicon-heteroatom bond-forming hydrosilylation has become increasingly important in synthetic chemistry, catalysis and organosilicon chemistry. Herein we report a platinum-catalyzed one-pot and tandem hydrosilylation/cyclization of OH-containing alkynes with dihydrosilanes, allowing for facile synthesis of six-membered organosilicon compounds, including silyloxycycles and cyclic siloxanes in high yields and with good stereoselectivities. (Figure presented.).

Intramolecular anti-Phosphinoauration of Alkynes: An FLP-Motivated Approach to Stable Aurated Phosphindolium Complexes

The synthesis of aurated phosphindolium complexes from easy accessible 1,5-alkynylphosphine derivatives has been studied by using gold(I) complexes featuring carbene and phosphine ligands as initiators. Upon formation of the mixed phosphine NHC/phosphine

DDQ-Mediated Oxidative Radical Cycloisomerization of 1,5-Diynols: Regioselective Synthesis of Benzo[b]fluorenones under Metal-Free Conditions

A regio- and chemoselective oxidative cycloisomerization reaction of acyclic 1,5-diynols has been developed. The reaction proceeds under metal-free reaction conditions with high efficiency and broad functional group tolerance, which offers a general and straightforward access to benzo[b]fluorenones under metal-free conditions. The preliminary mechanistic studies revealed the possible involvement of a Meyer-Schuster rearrangement combined with an oxidative radical cyclization.

Visible light-promoted radical cyclization of silicon-tethered alkyl iodide and phenyl alkyne. An efficient approach to synthesize benzosilolines

An efficient approach to synthesize benzosiloline has been developed using a visible light-promoted radical cyclization reaction of silicon-tethered alkyl iodide and phenyl alkyne.

Gold(I)-catalyzed polycyclizations of polyenyne-type anilines based on hydroamination and consecutive hydroarylation cascade

A hydroamination-double hydroarylation cascade using aniline derivatives bearing a trienyne moiety as the substrate was efficiently promoted by a gold(I) catalyst to produce benzo[a]naphtho[2,1-c]carbazole derivatives in good yields. This reaction is applicable to various substituted trienyne-type anilines, including 2,3-diethynylthiophene derivatives. The reaction of anilines bearing a tetraenyne and pentaenyne moiety allows direct construction of highly fused carbazoles by tetra- and pentacyclization, respectively, through hydroamination and consecutive hydroarylation without producing any theoretical waste products from the substrates.

A convenient one-pot preparation of benzo[b] -tellurophenes, - selenophenes, and -thiophenes from o- bromoethynylben zenes

2-Substituted and unsubstituted benzo[b]tellurophenes (3Aa-e) were synthesized in one-pot from o-bromoethynylbenzenes (2) via three steps in good yields. Similarly, benzo[b]-selenophenes (3Ba-e) and -thiophenes (3Ca- e) were also obtained.