27019-11-0

Basic information

• Product Name: 3-Benzyl-1,2-dihydronaphthalene
• Synonyms: 3-Benzyl-1,2-dihydronaphthalene
• CAS NO: 27019-11-0
• Molecular Formula: C₁₇H₁₆
• Molecular Weight: 220.31
• Mol File: 27019-11-0.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Benzyl-1,2-dihydronaphthalene(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Benzyl-1,2-dihydronaphthalene(27019-11-0)
• EPA Substance Registry System: 3-Benzyl-1,2-dihydronaphthalene(27019-11-0)

Safety Data

• Hazardous Substances Data: 27019-11-0(Hazardous Substances Data)

Upstream product

• 6261-33-2 2-benzyl-1,2,3,4,-tetrahydronaphthalen-1-ol 
• 129113-13-9 2E-benzylidene-1,2,3,4-tetrahydronaphthalene 
• 100-52-7 benzaldehyde 
• 6261-32-1 2-benzylidene-1-tetralone 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 849943-93-7 3,4-dihydronaphthalen-2-yl 4-methylbenzenesulfonate 
• 5281-18-5 benzaldehyde, hydrazone 
• 7555-67-1 1-phenylmethylenecyclopropane 
• 260783-80-0 N,N,N--trimethyl--1--phenylmethanaminium trifluoromethanesulfonate 
• 19455-85-7 3, 4-dihydronaphthalen-2-yl acetate 

Downstream Products

• 613-59-2 2-benzylnaphthalene 
• 129113-11-7 2-benzyl-1,4-dihydronaphthalene 
• 129113-12-8 2Z-benzylidene-1,2,3,4-tetrahydronaphthalene 

Relevant articles and documents

Synthesis of 2-Benzyl-3,4-dihydronaphthalenes via Oxidative Radical Opening/Cyclization of Methylenecyclopropanes with Potassium Benzyltrifluoroborates

A Copper-catalyzed benzylation of methylenecyclopropanes with potassium benzyltrifluoroborate salts has been developed to produce 2-benzyl-3,4-dihydronaphthalenes in moderate to good yields. This oxidative cyclization reaction proceeds well via a sequence of radical addition, ring-opening, and cyclization. This protocol represents a new example of methylenecyclopropane oxidative cyclization and tolerates a diverse range of substrate.

Cross-Coupling of Phenol Derivatives with Umpolung Aldehydes Catalyzed by Nickel

A nickel-catalyzed cross-coupling to construct the C(sp2)-C(sp3) bond was developed from two sustainable biomass-based feedstocks: phenol derivatives with umpolung aldehydes. This strategy features the in situ generation of moisture/air-stable hydrazones from naturally abundant aldehydes, which act as alkyl nucleophiles under catalysis to couple with readily available phenol derivatives. The avoidance of using both halides as the electrophiles and organometallic or organoboron reagents (also derived from halides) as the nucleophiles makes this method more sustainable. Water tolerance, great functional group (ketone, ester, free amine, amide, etc.) compatibility, and late-stage elaboration of complex biological molecules exemplified its practicability and unique chemoselectivity over organometallic reagents.

The photochemical rearrangement of 1,2-dihydronaphthalenes into 1,4-dihydronaphthalenes induced by amines

The synthetic usefulness of the deprotonation/protonation reaction of excited 1,2-dihydronaphthalenes into 1,4-dihydronaphthalenes induced by amines has been investigated using 13 different substituted 1,2-dihydronaphthalenes and related compounds.The yield of the rearrangement ranges from 5 to 96percent.The formation of side-products depends on the position of protons in the substrate, which can be abstracted by the amine, and on competitive photoreactions.