19399-69-0

Basic information

• Product Name: 1,1':3',1''-Terphenyl, 4,4''-bis(bromomethyl)-
• Synonyms: 4,4''-bis(bromomethyl)-1,1':3',1''-terphenyl;4,4'-bis(bromomethyl)-1,1':3',1''-terphenyl;4,4''-bis(bromomethyl)-1.1:3',1'-terphenyl;4,4''-Bis-bromomethyl-[1,1';3',1'']terphenyl;4,4''-Bis-brommethyl-m-terphenyl
• CAS NO: 19399-69-0
• Molecular Formula: C20H16Br2
• Molecular Weight: 416.155
• Mol File: 19399-69-0.mol
• Article Data: 9

Chemical Properties

• Melting Point: 108 °C
• CAS DataBase Reference: 1,1':3',1''-Terphenyl, 4,4''-bis(bromomethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1':3',1''-Terphenyl, 4,4''-bis(bromomethyl)-(19399-69-0)
• EPA Substance Registry System: 1,1':3',1''-Terphenyl, 4,4''-bis(bromomethyl)-(19399-69-0)

Safety Data

• Hazardous Substances Data: 19399-69-0(Hazardous Substances Data)

Usage

Family

Terphenyl

Bromomethyl groups

Attached to the 4 and 4'' positions

Common use

Organic synthesis

Versatility

Building block for various organic compounds

Applications

Materials science, liquid crystals, polymers, and organic electronic devices

Stability

High

Thermal resistance

High

Importance

Development of advanced materials with tailored properties

Upstream product

• 6330-12-7 3-(4-methylphenyl)cyclohex-2-enone 
• 10374-81-9 4,4''-dicarbomethoxy-1,1':3',1''-terphenyl 
• 92-06-8 1,3-diphenylbenzene 
• 106-38-7 para-bromotoluene 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 158228-77-4 4,4''-bis(hydroxymethyl)-1,1':3',1''-terphenyl 
• 19399-68-9 1,3-di(p-tolyl)benzene 

Downstream Products

• 1350313-33-5 C₁₂H₄N₄*C₃₄H₂₆N₂O₂ 
• 601513-58-0 C₃₄H₂₆O₄ 
• 154488-12-7 4,4''-Bis-(4-chloromethyl-phenoxymethyl)-[1,1';3',1'']terphenyl 
• 154488-10-5 C₃₆H₃₀O₆ 
• 1422357-47-8 C₃₄H₂₆O₄ 
• 601513-62-6 (E)-3-(3-{4''-[3-((E)-3-Hydroxy-propenyl)-phenoxymethyl]-[1,1';3',1'']terphenyl-4-ylmethoxy}-phenyl)-prop-2-en-1-ol 
• 601513-64-8 4,4''-Bis-[3-((E)-3-bromo-propenyl)-phenoxymethyl]-[1,1';3',1'']terphenyl 
• 601513-59-1 4,4''-bis-(4-bromomethyl-phenoxymethyl)-[1,1';3',1'']terphenyl 
• 171820-02-3 [1,1':3',1-terphenyl]-4,4-dicarbaldehyde 
• 601513-60-4 (E)-3-(3-{4''-[3-((E)-2-Methoxycarbonyl-vinyl)-phenoxymethyl]-[1,1';3',1'']terphenyl-4-ylmethoxy}-phenyl)-acrylic acid methyl ester 

Relevant articles and documents

Solution and solid-state characterization of a dicopper receptor for large substrates

Ligand 2 contains two metal-binding domains separated by a rigid spacer and assembles into a dicopper receptor with a large central cavity with no evidence of catenation.

The use of McMurry coupling for the synthesis of indolophanes and cis-stilbenophanes

Treatment of 2equiv of indole-3-aldehyde with o, m, p-xylyl, 2,5-dimethoxy-p-xylyl dibromides and 4,4′-bis(bromomethyl)-1,1′- biphenyl gave the bisalkylated products, which underwent McMurry coupling with low valent titanium to give indolophanes. Various cis-stilbenophanes with m-terphenyl building blocks were also synthesized by application of the McMurry coupling technique.

Synthesis of cyclophanes with intra-annular functionality and cage structure

Cyclophanes of the type 1 and 2, with large cavity sizes, have been synthesized from the corresponding dichloride 8 or 8a and o-xylene-α,α′-dithiol (9), p-xylene-α,α′-dithiol (10), or m-terphenyldithiol (11). Similarly, cyclophanes of the type 3 with intr