16814-21-4

Basic information

• Product Name: Benzenemethanaminium, N,N,N,4-tetramethyl-, bromide
• CAS NO: 16814-21-4
• Molecular Formula: C11H18N.Br
• Molecular Weight: 244.175
• Mol File: 16814-21-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzenemethanaminium, N,N,N,4-tetramethyl-, bromide(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanaminium, N,N,N,4-tetramethyl-, bromide(16814-21-4)
• EPA Substance Registry System: Benzenemethanaminium, N,N,N,4-tetramethyl-, bromide(16814-21-4)

Safety Data

• Hazardous Substances Data: 16814-21-4(Hazardous Substances Data)

Upstream product

• 106-42-3 para-xylene 
• 589-18-4 4-Methylbenzyl alcohol 
• 104-81-4 4-Methylbenzyl bromide 
• 75-50-3 trimethylamine 

Downstream Products

• 22865-60-7 1-(4-methoxybenzyl)-4-methylbenzene 
• 20288-35-1 (4-methylbenzyl)(p-tolyl)sulfane 
• 1633-22-3 [2.2]Paracyclophan 
• 22440-35-3 trans-2-(4-methylbenzenyl)-3-phenyl-oxirane 
• 1617001-66-7 [Rh(5,10,15,20-tetraphenylporphyrinato)(p-methylbenzyl)] 
• 610-72-0 2,5-dimethylbenzoic acid 
• 35117-18-1 (+/-)-4,7-Dimethyl-<2.2>-paracyclophan 
• 4432-72-8 <2>paracyclo<2> (1,4)naphthalenophane 

Relevant articles and documents

A new protocol for the synthesis of 4,7,12,15-tetrachloro[2.2]paracyclophane

We report a green and convenient protocol to prepare 4,7,12,15-tetrachloro[2.2]paracyclophane, the precursor of parylene D, from 2,5-dichloro-p-xylene. In the first bromination step, with H2O2-HBr as a bromide source, this procedure becomes organic-waste-free and organic-solvent-free and can appropriately replace the existing bromination methods. The Winberg elimination-dimerization step, using aqueous sodium hydroxide solution instead of silver oxide for anion exchange, results in a significant improvement in product yield. Furthermore, four substituted [2.2]paracyclophanes were also prepared in this convenient way.

An improved method for the regiospecific synthesis of polysubstituted [2.2]paracyclophanes

4,16-Disubstituted, 4,7,12,15-tetrasubstituted, 4,8,12,16-tetrasubstituted and 4,5,7,8,12,13,15,16-octasubstituted [2.2]paracyclophanes can be prepared in significantly improved yields and excellent regiospecificities via the Winberg 1,6-elimination-dimerization reaction from substituted (4-methylbenzyl) trimethylammonium hydroxides. Using 2-chloro-phenothiazine instead of phenothiazine as a polymerization inhibitor results in a doubling of product yields. Georg Thieme Verlag Stuttgart.