37803-02-4

Basic information

• Product Name: S-2,2'-Bis(broMoMethyl)-1,1'-binaphthalene
• Synonyms: S-2,2'-Bis(broMoMethyl)-1,1'-binaphthalene;(S)-2,2'-Bis(bromomethyl)-1,1'-binaphthyl;1,1'-BINAPHTHALENE, 2,2'-BIS(BROMOMETHYL)-, (1S)-;(S)-2,2'-Bis(bromomethyl)-1,1'-binaphthalene, 99%e.e.
• CAS NO: 37803-02-4
• Molecular Formula: C₂₂H₁₆Br₂
• Molecular Weight: 440.17044
• Mol File: 37803-02-4.mol
• Article Data: 1

Chemical Properties

• Melting Point: 185.5-186.5℃
• Appearance: /
• Density: 1.561±0.06 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: S-2,2'-Bis(broMoMethyl)-1,1'-binaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: S-2,2'-Bis(broMoMethyl)-1,1'-binaphthalene(37803-02-4)
• EPA Substance Registry System: S-2,2'-Bis(broMoMethyl)-1,1'-binaphthalene(37803-02-4)

Safety Data

• Hazardous Substances Data: 37803-02-4(Hazardous Substances Data)

Usage

General Description

S-2,2'-Bis(bromomethyl)-1,1'-binaphthalene is a chemical compound that belongs to the family of binaphthalene derivatives. It is commonly used as a reagent in organic synthesis and asymmetric catalysis. S-2,2'-Bis(broMoMethyl)-1,1'-binaphthalene has a chiral structure, making it useful for preparing chiral ligands and catalysts in enantioselective synthesis. The bromomethyl groups on the binaphthalene structure are important for its reactivity and selectivity in various chemical reactions. Additionally, S-2,2'-Bis(bromomethyl)-1,1'-binaphthalene has been studied for its potential applications in pharmaceuticals and materials science due to its unique properties and reactivity.

Upstream product

• 172748-15-1 7,22-dihydro-8,21-dioxa-tetranaphtho<2,1-b:1',2'-d:2'',1''-h:1''',2'''-j>cyclododecene 

Downstream Products

• 188-52-3 dibenzo[c,g]phenanthrene 
• 54130-91-5 4-(Diphenyl-phosphinoyl)-4,5-dihydro-3H-cyclohepta[2,1-a;3,4-a']dinaphthalene 
• 86631-57-4 4-((1S,2R)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-4-methyl-4,5-dihydro-3H-4-azonia-cyclohepta[2,1-a;3,4-a']dinaphthalene; bromide 
• 86593-80-8 4-((1S,2R)-2-Hydroxy-1-methyl-2-phenyl-ethyl)-4-methyl-4,5-dihydro-3H-4-azonia-cyclohepta[2,1-a;3,4-a']dinaphthalene; bromide 
• 19634-89-0 (R)-2,2'-dimethyl-1,1'-binaphthyl 
• 32587-64-7 (S)-(+)-2,2'-dimethyl-1,1'-binaphthyl 
• 132666-12-7 4-(1-Phenyl-ethyl)-4,5-dihydro-3H-4-aza-cyclohepta[2,1-a;3,4-a']dinaphthalene 
• 132666-12-7 4-(1-Phenyl-ethyl)-4,5-dihydro-3H-4-aza-cyclohepta[2,1-a;3,4-a']dinaphthalene 
• 97590-56-2 (-)-α-<4,5-dihydro-3H-dinaphtho<2,1-c:1',2'-e>azepinyl>-α-phenylacetamide 
• 97551-07-0 (+)-α-<4,5-dihydro-3H-dinaphtho<2,1-c:1',2'-e>azepinyl>-α-phenylacetamide 
• 60536-98-3 2,2'-dimethyl-1,1'-binaphthyl 

Relevant articles and documents

The Williamson Reaction: A New and Efficient Method for the Alternate Reaction of 2,2'-Bis(bromomethyl)-1,1'-binaphthyl and 1,1'-Binaphthalene-2,2'-diol

Treatment of 2,2'-bis(bromomethyl)-1,1'-binaphthyl with 1,1'-binaphthalene-2,2'-diol (+)-(R)-1 and cesium or potassium carbonate in refluxing acetone, gave the diastereomeric dioxacyclophanes (-)-(R,S)-3a and (+)-(R,R)-3b, both obtained in high yield, and the cyclic tetraether (+)-(R,R,R,S)-4 as isolated side product.Boron tribromide-promoted ether cleavage of 3a and 3b gave optically pure (-)-S-2 and (+)-(R)-2, respectively, and the recovered diol (+)-(R)-1.Alternatively, the same reaction sequence furnished the resolved diols (-)-(S)-1 and (+)-(R)-1 from (R,S)-1 and (+)-R-2, as well as optically pure 2,2'-bis(chloromethyl)-1,1'-binaphthyl (+)-(R)-5 from the racemic dibromide (R,S)-2 by using boron trichloride for ether cleavage.