169126-63-0

Basic information

• Product Name: 5,5,8,8-TetraMethyl-5,6,7,8-tetrahydronaphthalene-2-boronic acid
• Synonyms: 5,5,8,8-TetraMethyl-5,6,7,8-tetrahydronaphthalene-2-boronic acid;(5,5,8,8-tetraMethyl-5,6,7,8-tetrahydronaphthalen-2-yl)boronic acid;(1,1,4,4-Tetramethyl-1,2,3,4-tetrahydronaphthalen-6-yl)boronic acid;[5,6,7,8-Tetrahydro-5,5,8,8-tetramethylnaphthalen-2-yl]boronic acid;B-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)boronic acid
• CAS NO: 169126-63-0
• Molecular Formula: C₁₄H₂₁BO₂
• Molecular Weight: 232.12634
• Mol File: 169126-63-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 195-197℃
• Boiling Point: 362.0±52.0 °C(Predicted)
• Appearance: White/Powder
• Density: 1.05±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 8.92±0.60(Predicted)
• CAS DataBase Reference: 5,5,8,8-TetraMethyl-5,6,7,8-tetrahydronaphthalene-2-boronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5,8,8-TetraMethyl-5,6,7,8-tetrahydronaphthalene-2-boronic acid(169126-63-0)
• EPA Substance Registry System: 5,5,8,8-TetraMethyl-5,6,7,8-tetrahydronaphthalene-2-boronic acid(169126-63-0)

Safety Data

• Hazardous Substances Data: 169126-63-0(Hazardous Substances Data)

Usage

General Description

5,5,8,8-TetraMethyl-5,6,7,8-tetrahydronaphthalene-2-boronic acid is a chemical compound that is commonly used in organic synthesis and medicinal chemistry. It is a boronic acid derivative of 5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene, which is a hydrocarbon with four methyl groups on the naphthalene ring. The boronic acid functional group makes this compound a useful reagent for Suzuki-Miyaura cross-coupling reactions, which are important in the construction of carbon-carbon bonds. Additionally, the presence of the naphthalene ring in the structure of this compound makes it potentially useful in the development of new pharmaceuticals or agrochemicals.

Upstream product

• 27452-17-1 6-bromo-1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene 
• 13780-71-7 dihydroxyborane 
• 5419-55-6 Triisopropyl borate 

Downstream Products

• 1241944-25-1 2-[morpholino(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)methyl]phenol 
• 1442650-13-6 4-bromobenzyl (S)-6-(1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethyl)-2-naphthoate 
• 1450928-02-5 C₂₀H₂₃NO₂ 
• 77308-52-2 1,1,4,4-Tetramethyl-6-phenyl-1,2,3,4-tetrahydro-naphthalene 
• 220951-23-5 ethyl 4'-hydroxy-3'-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)biphenyl-4-carboxylate 

Relevant articles and documents

Functional-group-tolerant, nickel-catalyzed cross-coupling reaction for enantioselective construction of tertiary methyl-bearing stereocenters

The first Negishi nickel-catalyzed stereospecific cross-coupling reaction of secondary benzylic esters is reported. A series of traceless directing groups is evaluated for ability to promote cross-coupling with dimethylzinc. Esters with a chelating thioether derived from commercially available 2-(methylthio)acetic acid are most effective. The products are formed in high yield and with excellent stereospecificity. A variety of functional groups are tolerated in the reaction including alkenes, alkynes, esters, amines, imides, and O-, S-, and N-heterocycles. The utility of this transformation is highlighted in the enantioselective synthesis of a retinoic acid receptor agonist and a fatty acid amide hydrolase inhibitor.

Bicyclic-aromatic compounds

PCT No. PCT/FR97/00391 Sec. 371 Date Jan. 26, 1998 Sec. 102(e) Date Jan. 26, 1998 PCT Filed Mar. 5, 1997 PCT Pub. No. WO97/33881 PCT Pub. Date Sep. 18, 1997The invention relates to novel bicyclic aromatic compounds which have the general formula (I): as well as to the use of these compounds in pharmaceutical compositions intended for use in human or veterinary medicine (dermatological, rheumatic, respiratory, cardiovascular and ophthalmological complaints in particular), or alternatively in cosmetic compositions.