50341-99-6

Basic information

• Product Name: 1-Naphthalenecarbonyl chloride, 1,2,3,4-tetrahydro-
• CAS NO: 50341-99-6
• Molecular Formula: C11H11ClO
• Molecular Weight: 194.661
• Mol File: 50341-99-6.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: 1-Naphthalenecarbonyl chloride, 1,2,3,4-tetrahydro-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Naphthalenecarbonyl chloride, 1,2,3,4-tetrahydro-(50341-99-6)
• EPA Substance Registry System: 1-Naphthalenecarbonyl chloride, 1,2,3,4-tetrahydro-(50341-99-6)

Safety Data

• Hazardous Substances Data: 50341-99-6(Hazardous Substances Data)

Usage

Appearance

White to light yellow crystalline solid

Uses

Production of pharmaceuticals and agrochemicals

Reactivity

Reactive intermediate used to introduce the naphthalene carbonyl group into various organic molecules

Importance

Building block in the synthesis of pharmaceuticals and other advanced materials, valuable tool in medicinal chemistry and chemical synthesis.

Upstream product

• 1914-65-4 tetralin-1-carboxylic acid 

Downstream Products

• 177793-79-2 N-(1-azabicyclo[2.2.2]oct-3S-yl)-1,2,3,4-tetrahydronaphthalene-1S-carboxamide 
• 135755-51-0 palonosetron hydrochloride 
• 177793-80-5 C₁₈H₂₆N₂ 
• 1459789-84-4 N-(2-bromo-4-fluorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalene-1-carboxamide 
• 1459789-83-3 N-(2-bromo-4-methoxyphenyl)-N-methyl-1,2,3,4-tetrahydronaphthalene-1-carboxamide 
• 1459789-82-2 N-(2-bromo-4-methylphenyl)-N-methyl-1,2,3,4-tetrahydronaphthalene-1-carboxamide 
• 1459789-80-0 N-(2-bromophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalene-1-carboxamide 
• 1401467-17-1 diethyl (E)-cinnamyloxy(3,4-dihydronaphthalen-1(2H)-ylidene)methylphosphonate 
• 94540-41-7 phenyl(1,2,3,4-tetrahydronaphthalen-1-yl)methanone 

Relevant articles and documents

Palladium-Catalyzed Migratory Insertion of Carbenes and C-C Cleavage of Cycloalkanecarboxamides

A palladium catalyzed reaction of cycloalkanecarboxamides and diazomalonates or bis(phenylsulfonyl)diazomethane has been developed. The reaction proceeds via carbene migratory insertion and cascade C-C cleavage pathways. Cycloalkanecarboxamides with four to seven membered rings are applicable in the transformation. A series of ring opening products were prepared with moderate yields. The finding provides valuable clues for the development of new reactions involving carbene migratory insertion and the cleavage of unstrained C(sp3)-C(sp3) bonds.

Visible-light-induced oxidation/[3 + 2] cycloaddition/oxidative aromatization to construct benzo[ a]carbazoles from 1,2,3,4-tetrahydronaphthalene and arylhydrazine hydrochlorides

An efficient synthesis of benzo[a]carbazoles via visible-light-induced tandem oxidation/[3 + 2] cycloaddition/oxidative aromatization reactions was reported. The benzylic C(sp3)-H of tetrahydronaphthalene was activated through visible-light photoredox catalyst with oxygen as the clean oxidant under mild reaction conditions. This protocol proceeds efficiently with broad substrate scope, and the mechanism study was performed.

Origins of diastereoselectivity in lewis acid promoted ketene-alkene [2 + 2] cycloadditions

A detailed analysis of a Lewis acid promoted ketene-alkene [2 + 2] cycloaddition is reported. The studies have led to a rationalization for an observed inversion of diastereoselectivity between thermally induced and Lewis acid promoted ketene-alkene [2 + 2] cycloadditions. The model is supported with both experimental and computational results.