Dibenzoylethyne

Base Information

• Chemical Name: Dibenzoylethyne
• CAS No.: 1087-09-8
• Molecular Formula: C16H10 O2
• Molecular Weight: 234.254
• Hs Code.: 2914399090
• Mol file: 1087-09-8.mol

Synonyms:1,2-Dibenzoylacetylene;1,4-Diphenyl-2-butyne-1,4-dione; Dibenzoylacetylene; Ethyne, dibenzoyl-; NSC20233

Chemical Property of Dibenzoylethyne

Chemical Property:

• Vapor Pressure: 4.09E-06mmHg at 25°C
• Melting Point: 111.0 to 115.0 °C
• Boiling Point: 384.5°C at 760 mmHg
• Flash Point: 165.6°C
• PSA: 34.14000
• Density: 1.19g/cm³
• LogP: 2.75560
• Storage Temp.: 2-8°C

Purity/Quality:

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

1,4-Diphenyl-2-butyne-1,4-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 611463
• Hazard Codes: N
• Statements: 50/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Dibenzoylethyne

There total 29 articles about Dibenzoylethyne 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: 96.0%

1,4-diphenyl-but-2-yne-1,4-diol (4482-17-1) → 1,4-diphenyl-but-2-yne-1,4-dione (1087-09-8)

Guidance literature:

With methyltrifluoromethyldioxirane; In acetone; at 0 ℃; for 0.3h;

DOI:10.1016/j.tetlet.2004.09.110

Reference yield: 89.0%

(E)-2,3-dibromo-1,4-diphenyl-2-butene-1,4-dione (54723-12-5) → 1,4-diphenyl-but-2-yne-1,4-dione (1087-09-8)

Guidance literature:

With 1-methyl-3-pentyl-1H-imidazolium tetrafluoroborate; at 130 - 135 ℃; for 0.0333333h; microwave irradiation;

DOI:10.1021/jo051373r

Reference yield: 82.0%

1,4-diphenyl-3-triphenylphosporanylidenebutane-1,2,4-trione (64875-44-1) → 1,4-diphenyl-but-2-yne-1,4-dione (1087-09-8) + Triphenylphosphine oxide (791-28-6)

Guidance literature:

at 500 ℃; under 0.01 Torr;

DOI:10.1016/S0040-4039(00)73898-6

upstream raw materials:

2,3-dibromo-1,4-diphenyl-butane-1,4-dione

meso-2,3-dibromo-1,4-diphenyl-1,4-butanedione

meso-1,4-diphenyl-but-2-yne-1,4-diol

rac-1,4-diphenylbut-2-yne-1,4-diol

Downstream raw materials:

C₂₃H₂₄N⁽¹⁵⁾NO₂

(Z)-1-benzimidazolyl-1,2-dibenzoylethylene

(E)-1-benzimidazolyl-1,2-dibenzoylethylene

2-<α-(phenylglyoxyloyl)phenacylidene>-3,6,7-trimethylquinoxaline 4-oxide

Refernces

• 1、 Chen, Kai,Wu, Feng,Ye, Lijuan,Tian, Zi-You,Yu, Zhi-Xiang,Zhu, Shifa. "Cycloaddition Reaction of Vinylphenylfurans and Dimethyl Acetylenedicarboxylate to [8 + 2] Isomers via Tandem [4 + 2]/Diradical Alkene-Alkene Coupling/[1,3]-H Shift Reactions: Experimental Exploration and DFT Understanding of Reaction Mechanisms". supporting information. p. 8155 - 8168. Retrieved 2016/09/28.
• 2、 Dey, Sumit,Pal, Churala,Nandi, Debkumar,Giri, Venkatachalam Sesha,Zaidlewicz, Marek,Krzeminski, Marek,Smentek, Lidia,Hess Jr., B. Andes,Gawronski, Jacek,Kwit, Marcin,Babu, N. Jagadeesh,Nangia, Ashwini,Jaisankar, Parasuraman. "Lewis acid-catalyzed one-pot, three-component route to chiral 3,3′-bipyrroles". supporting information; experimental part. p. 1373 - 1376. Retrieved 2009/04/10.