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

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

• 129113-13-9 2E-benzylidene-1,2,3,4-tetrahydronaphthalene 
• 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 
• 6261-33-2 2-benzyl-1,2,3,4,-tetrahydronaphthalen-1-ol 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 6261-32-1 2-benzylidene-1-tetralone 
• 100-52-7 benzaldehyde 

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.

Construction of C-C Bond via C-N and C-O Cleavage

The construction of a C-C bond is a center subject in synthetic organic chemistry. The cross-electrophile coupling has provided a powerful tool to forge the C-C bond. However, this process generally requires organic halides, which has severely restricted

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.

Palladium on charcoal plus enantiopure amino alcohols as catalytic systems for the enantioselective 1,4-reduction of α-substituted α,β-unsaturated ketones

The chemoselective reduction of α, β-unsaturated cyclic ketones 1-7 to the corresponding saturated ketones 8-12 was shown to proceed mainly by 1,4-addition of hydrogen to the activated double bond, resulting in enolic species. These entities could be selectively protonated in the presence of enantiopure amino alcohols to afford the corresponding saturated ketones with ee values of up to 47%. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

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.