4-Bromo diphenylacetylene

Base Information

• Chemical Name: 4-Bromo diphenylacetylene
• CAS No.: 13667-12-4
• Molecular Formula: C14H9Br
• Molecular Weight: 257.129
• Hs Code.: 2903999090
• Mol file: 13667-12-4.mol

Synonyms:Acetylene,(p-bromophenyl)phenyl- (7CI,8CI);Benzene, 1-bromo-4-(phenylethynyl)- (9CI);(4-Bromophenyl)phenylacetylene;(p-Bromophenyl)phenylacetylene;1-(p-Bromophenyl)-2-phenylacetylene;4-Bromotolan;NSC 155340;p-Bromotolan;p-Bromotolane;

Chemical Property of 4-Bromo diphenylacetylene

Chemical Property:

• Vapor Pressure: 0.00014mmHg at 25°C
• Melting Point: 83.0 to 87.0 °C
• Refractive Index: 1.661
• Boiling Point: 343.4 °C at 760 mmHg
• Flash Point: 160.5 °C
• PSA: 0.00000
• Density: 1.43 g/cm³
• LogP: 3.84890
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-(4-Bromophenyl)-2-phenylacetylene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Bromo diphenylacetylene

There total 90 articles about 4-Bromo diphenylacetylene 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%

1,4-bromoiodobenzene (589-87-7) + phenylacetylene (536-74-3) → 1-bromo-4-phenylethynylbenzene (13667-12-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In acetonitrile; at 20 ℃; for 17h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00053

Reference yield: 98.0%

1,4-bromoiodobenzene (589-87-7) + phenylpropyolic acid (637-44-5) → 1-bromo-4-phenylethynylbenzene (13667-12-4)

Guidance literature:

With copper(l) iodide; potassium carbonate; triphenylphosphine; In dimethyl sulfoxide; at 90 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c1ob05969f

Reference yield: 98.0%

4-bromo-1-ethynylbenzene (766-96-1) + iodobenzene (591-50-4) → 1-bromo-4-phenylethynylbenzene (13667-12-4)

Guidance literature:

With (diphenylphosphin)ferrocene; gold(I) iodide; potassium carbonate; In toluene; at 130 ℃; for 24h;

DOI:10.1002/ejoc.200800765

upstream raw materials:

carbon monoxide

1,4-bromoiodobenzene

phenylacetylene

1,2-Dibrom-1-(4-bromphenyl)-2-phenylethan

Downstream raw materials:

4-(Phenylethinyl)triphenylmethanol

Tris-(4-phenylethynyl-phenyl)-methanol

4-Phenylethynyl-benzenesulfonyl chloride

1-phenyl-2-(p-dimethylsilopropylsilyl)phenylacetylate

Refernces

• 1、 Hajipour, Abdol R.,Mohammadsaleh, Fatemeh. "Sonogashira reactions catalyzed by a new and efficient copper(I) catalyst incorporating N-benzyl DABCO chloride". . p. 3459 - 3462. Retrieved 2014.
• 2、 Pyo, Ayoung,Kim, Ji Dang,Choi, Hyun Chul,Lee, Sunwoo. "Ligand-free palladium-catalyzed decarboxylative coupling reactions of aryl iodides and alkynyl carboxylic acids". . p. 271 - 274. Retrieved 2013.
• 3、 Misumi et al.. "". . p. 1833,1835. Retrieved 1961.
• 4、 Shi, Yizhong,Li, Guanglei,Zhao, Baodong,Chen, Yu,Chao, Pengjie,Zhang, Huiqing,Wang, Xiaoning,Wang, Tao. "Synthesis and optical properties of cationic cyclopentadienyl iron complexes with diphenylacetylene chromophores". . p. 259 - 265. Retrieved 2015.
• 5、 Zhang, Mao-Mei,Gong, Jun,Song, Ren-Jie,Li, Jin-Heng. "Synthesis of internal alkynes by Pd(PPh3)4/TMEDA-catalyzed Kumada cross-coupling of alkynyl halides with grignard reagents". . p. 6769 - 6773. Retrieved 2014.
• 6、 Pramanik, Subhamay,Bhalla, Vandana,Kumar, Manoj. "A hexaphenylbenzene based AIEE active probe for the preparation of ferromagnetic α-Fe2O3 nanoparticles: Facile synthesis and catalytic applications". . p. 13533 - 13536. Retrieved 2014.
• 7、 Nasrollahzadeh, Mahmoud,Mohammad Sajadi,Rostami-Vartooni, Akbar,Khalaj, Mehdi. "Green synthesis of Pd/Fe3O4 nanoparticles using Euphorbia condylocarpa M. bieb root extract and their catalytic applications as magnetically recoverable and stable recyclable catalysts for the phosphine-free Sonogashira and Suzuki co". . p. 31 - 39. Retrieved 2015.
• 8、 Li, Fusheng,Zhao, Baodong,Chen, Yu,Zhang, Yufei,Wang, Tao,Xue, Song. "Synthesis, characterization, and nonlinear optical (NLO) properties of truxene-cored diphenylamine derivatives". . p. 20 - 26. Retrieved 2017.
• 9、 Rezapour, Elham,Jafarpour, Maasoumeh,Rezaeifard, Abdolreza. "Palladium Niacin Complex Immobilized on Starch-Coated Maghemite Nanoparticles as an Efficient Homo- and Cross-coupling Catalyst for the Synthesis of Symmetrical and Unsymmetrical Biaryls". . p. 3165 - 3177. Retrieved 2018.
• 10、 Eskandari, Ameneh,Jafarpour, Maasoumeh,Rezaeifard, Abdolreza,Salimi, Mehri. "Supramolecular photocatalyst of Palladium (II) Encapsulated within Dendrimer on TiO2 nanoparticles for Photo-induced Suzuki-Miyaura and Sonogashira Cross-Coupling reactions". . . Retrieved 2019.