1,4-bis(2-bromophenyl)-1,3-butadiyne

Base Information

• Chemical Name: 1,4-bis(2-bromophenyl)-1,3-butadiyne
• CAS No.: 107793-04-4
• Molecular Formula: C₁₆H₈Br₂
• Molecular Weight: 360.048
• Mol file: 107793-04-4.mol

Synonyms:1,4-bis(2-bromophenyl)-1,3-butadiyne

Chemical Property of 1,4-bis(2-bromophenyl)-1,3-butadiyne

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-bis(2-bromophenyl)-1,3-butadiyne

There total 9 articles about 1,4-bis(2-bromophenyl)-1,3-butadiyne which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2-bromo-1-ethynylbenzene (766-46-1) → 1,4-bis(2-bromophenyl)-1,3-butadiyne (107793-04-4)

Guidance literature:

With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; oxygen; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1002/chir.22489

Reference yield: 97.0%

3'-(benzyloxy)-1-((2-bromophenyl)ethynyl)-5',5'-dimethyl-1H-1λ3-spiro[benzo[d][1,2]iodaoxole-3,2'-oxazolidin]-4'-one → 1,4-bis(2-bromophenyl)-1,3-butadiyne (107793-04-4)

Guidance literature:

With potassium phosphate; copper(l) iodide; In N,N-dimethyl-formamide; at 135 ℃; for 12h;

DOI:10.1002/chem.202005124

Reference yield: 93.0%

2-bromo-1-(trimethylsilylethynyl)benzene (38274-16-7) → 1,4-bis(2-bromophenyl)-1,3-butadiyne (107793-04-4)

Guidance literature:

With copper(l) iodide; 4,7-bis(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)-1,10-phenanthroline; oxygen; sodium hydroxide; In water; at 80 ℃; for 6h; under 2250.23 Torr; Schlenk technique; Green chemistry;

DOI:10.1039/c8gc03815e

upstream raw materials:

2-bromo-1-ethynylbenzene

2-bromo-1-(trimethylsilylethynyl)benzene

2-bromophenyl methyl ketone

1-bromo-2-[(Z)-2-bromoethenyl]benzene

Downstream raw materials:

1,4-bis[2-(2-trimethylsilylethynyl)phenyl]buta-1,3-diyne

1,4-bis(2-ethynylphenyl)buta-1,3-diyne

1,4-bis(2-(dimethyl-(2-(4-fluorophenyl)ethynyl)silyl)phenyl)buta-1,3-diyne

1,4-bis(2-(dimethyl-(2-(4-methoxyphenyl)ethynyl)silyl)phenyl)buta-1,3-diyne

Refernces

• 1、 Okamoto, Toshihiro,Kudoh, Kenichi,Wakamiya, Atsushi,Yamaguchi, Shigehiro. "General synthesis of thiophene and selenophene-based heteroacenes". . p. 5301 - 5304. Retrieved 2005.
• 2、 Chen, Bo,Guo, Mengping,Wen, Yongju,Shen, Xiuli,Zhou, Xiuling,Lv, Meiyun. "Efficient P, O chelate palladium(II)/AgNO3cocatalyzed homocoupling of aromatic terminal alkynes in aqueous media under ambient atmosphere". . p. 259 - 263. Retrieved 2017.
• 3、 Guo, Mengping,Chen, Bo,Lv, Meiyun,Zhou, Xiuling,Wen, Yongju,Shen, Xiuli. "The homocoupling reaction of aromatic terminal alkynes by a highly active palladium(II)/AgNO3 cocatalyst in aqueous media under aerobic conditions". . . Retrieved 2016.
• 4、 Zhang, Wen-Sheng,Xu, Wen-Jing,Zhang, Fei,Qu, Gui-Rong. "Synthesis of symmetrical 1,3-diynes via tandem reaction of (Z)-arylvinyl bromides in the presence of DBU and CuI". . p. 407 - 410. Retrieved 2013.
• 5、 Li, Kang,Wu, Kai,Lu, Yu-Lin,Guo, Jing,Hu, Peng,Su, Cheng-Yong. "Creating Dynamic Nanospaces in Solution by Cationic Cages as Multirole Catalytic Platform for Unconventional C(sp)?H Activation Beyond Enzyme Mimics". supporting information. . Retrieved 2021/12/14.
• 6、 De los Santos, Zeus A.,Yusin, Georgy,Wolf, Christian. "Enantioselective sensing of carboxylic acids with a bis(urea)oligo(phenylene)ethynylene foldamer". supporting information. p. 1504 - 1509. Retrieved 2019/02/13.