Benzene, 1,2-diethynyl- (9CI)

Base Information

• Chemical Name: Benzene, 1,2-diethynyl- (9CI)
• CAS No.: 21792-52-9
• Molecular Formula: C10H6
• Molecular Weight: 126.158
• Hs Code.: 2902909090
• Mol file: 21792-52-9.mol

Synonyms:Benzene,o-diethynyl- (7CI,8CI); 1,2-Bis(ethynyl)benzene; 1,2-Diethynylbenzene;o-Diethynylbenzene

Chemical Property of Benzene, 1,2-diethynyl- (9CI)

Chemical Property:

• Vapor Pressure: 0.463mmHg at 25°C
• Melting Point: -20 °C
• Boiling Point: 200.3°Cat760mmHg
• Flash Point: 62.4°C
• PSA: 0.00000
• Density: 1g/cm³
• LogP: 1.64920

Purity/Quality:

99% ^*data from raw suppliers

1,2-Diethynylbenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzene, 1,2-diethynyl- (9CI)

There total 26 articles about Benzene, 1,2-diethynyl- (9CI) 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%

1,2-bis(trimethylsilylethynyl)benzene (73392-23-1) → 1,2-diethynylbenzene (21792-52-9)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; methanol; at 25 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.bmc.2009.07.059

Reference yield: 96.0%

(E,E)-bis-1,2-(2,2-dibromoethenyl)benzene (851758-56-0) → 1,2-diethynylbenzene (21792-52-9)

Guidance literature:

With n-butyllithium; In hexane; at -78 - 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2005.02.101

Reference yield: 72.0%

diethyl (1-diazo-2-oxopropyl)phosphonate (21047-57-4) + o-phthalic dicarboxaldehyde (643-79-8) → 1,2-diethynylbenzene (21792-52-9)

Guidance literature:

With potassium carbonate; In methanol; at 0 - 20 ℃; for 12h;

DOI:10.1002/ejoc.200601137

upstream raw materials:

o-bis(α,β-dibromoethyl)benzene

sodium ethanolate

2-(2(E)-bromoethenyl)phenylacetylene

1,2-bis(trimethylsilylethynyl)benzene

Downstream raw materials:

1,2-Bis-((Z)-4-chloro-but-3-en-1-ynyl)-benzene

1-phenyl-1-benzphosphepin

1,2-bis(iodoethynyl)benzene

2-(2-Hydroxy-3,4-dimethyl-1-trimethylsilanylethynyl-indeno[1,2-c]chromen-6-yl)-5,6-dimethyl-3-trimethylsilanylethynyl-benzene-1,4-diol

Refernces

• 1、 Poloukhtine, Andrei,Popik, Vladimir V.. "Photoswitchable enediynes: Use of cyclopropenone as photocleavable masking group for the enediyne triple bond". . p. 617 - 619. Retrieved 2005.
• 2、 Hasegawa, Masashi,Iyoda, Masahiko. "Self-assembly of radially π-extended tetrathiafulvalene tetramers for visible and near infrared electrochromic nanofiber". . p. 154 - 162. Retrieved 2020.
• 3、 Ding, Nan,Li, Haiwei,Feng, Xiao,Wang, Qianyou,Wang, Shan,Ma, Li,Zhou, Junwen,Wang, Bo. "Partitioning MOF-5 into Confined and Hydrophobic Compartments for Carbon Capture under Humid Conditions". . p. 10100 - 10103. Retrieved 2016.
• 4、 Beer, Paul D.,Bunchuay, Thanthapatra,Docker, Andrew,White, Nicholas G.. "A new halogen bonding 1,2-iodo-triazolium-triazole benzene motif for anion recognition". . . Retrieved 2021/09/28.
• 5、 He, Feifei,Jana, Sripati,Koenigs, Rene M.. "Gold-Catalyzed Carbazolation Reactions of Alkynes". supporting information. . Retrieved 2020/07/03.