153404-60-5

Basic information

• Product Name: Bis(3-bromophenyl)acetylene
• Synonyms: 3,3'-Dibromotolane;Bis(3-bromophenyl)acetylene >Benzene, 1,1'-(1,2-ethynediyl)bis[3-bromo-
• CAS NO: 153404-60-5
• Molecular Formula: C₁₄H₈Br₂
• Molecular Weight: 336.02132
• EINECS: -0
• Mol File: 153404-60-5.mol
• Article Data: 13

Chemical Properties

• Melting Point: 104.0 to 108.0 °C
• Boiling Point: 404.2±30.0 °C(Predicted)
• Appearance: /
• Density: 1.74±0.1 g/cm3(Predicted)
• CAS DataBase Reference: Bis(3-bromophenyl)acetylene(CAS DataBase Reference)
• NIST Chemistry Reference: Bis(3-bromophenyl)acetylene(153404-60-5)
• EPA Substance Registry System: Bis(3-bromophenyl)acetylene(153404-60-5)

Safety Data

• Hazardous Substances Data: 153404-60-5(Hazardous Substances Data)

Upstream product

• 18293-53-3 2-trimethylsilylacetonitrile 
• 591-18-4 1-Bromo-3-iodobenzene 
• 75-20-7 calcium carbide 
• 823-78-9 meta-bromobenzyl bromide 
• 3132-99-8 m-bromobenzoic aldehyde 
• 130891-01-9 1-bromo-3-((phenylsulfonyl)methyl)benzene 
• 766-81-4 3-bromophenylacetylene 
• 66107-31-1 3-bromophenyl trifluoromethanesulfonate 
• 1066-54-2 trimethylsilylacetylene 
• 74-86-2 acetylene 

Downstream Products

• 1564241-89-9 C₂₁H₁₆Br₂O 
• 1879010-27-1 C₂₆H₃₂B₂O₄ 
• 1357560-48-5 2,3-bis(3-bromophenyl)-6-methyl-4-phenylpyridine 
• 914673-79-3 3,3'-bis(trimethylsilylethynyl)tolane 
• 448895-61-2 3,3'-bis-(trisopropylsilyl)ethynyltolan 

Relevant articles and documents

Synthesis of Diarylethynes from Aryldiazonium Salts by Using Calcium Carbide as an Alkyne Source in a Deep Eutectic Solvent

An efficient method for the synthesis of diarylethynes from aryldiazonium salts by using calcium carbide as an alkyne source at room temperature in a deep eutectic solvent is described. The salient features of this protocol are an inexpensive and easy-to-handle alkyne source, a nonvolatile and recyclable solvent, mild conditions, and a simple workup procedure.

Dichotomy of Manganese Catalysis via Organometallic or Radical Mechanism: Stereodivergent Hydrosilylation of Alkynes

Herein, we disclose the first manganese-catalyzed hydrosilylation of alkynes featuring diverse selectivities. The highly selective formation of E-products was achieved by using mononuclear MnBr(CO)5 with the arsenic ligand, AsPh3. Whereas using the dinuclear catalyst Mn2(CO)10 and LPO (dilauroyl peroxide) enabled the reversed generation of Z-products in good to excellent stereo- and regioselectivity. Such a way of controlling the reaction stereoselectivity is unprecedented. Mechanistic experiments revealed the dichotomy of manganese catalysis via organometallic and radical pathways operating in the E- and Z-selective routes, respectively.

Synthesis of α-fluoroimines by copper-catalyzed reaction of diarylacetylenes and n-fluorobenzenesulfonimide

Difunctionalization of unsaturated bonds with fluorinating reagents has been regarded as an efficient route to vicdifunctional organic fluorides. Here we report a coppercatalyzed synthesis of α-fluoroimines from diarylacetylenes and N-fluorobenzenesulfonimide. Mechanistically, the reaction initiates from the generation of imidyl radical, which reacts with alkyne to give the product. The resulting α-fluoroimine can easily be transformed into other organic fluorides such as fluoroketone and fluoroamines.