6261-32-1

Usage

Uses

Used in Pharmaceutical Industry:
2-Benzylidene-1-tetralone is used as an active ingredient in the production of pharmaceuticals. Its aromatic properties contribute to the development of medications with specific therapeutic effects.
Used in Fragrance Industry:
In the fragrance industry, 2-benzylidene-1-tetralone is used as a key component in creating various scents. Its sweet, floral odor makes it a desirable addition to perfumes, colognes, and other scented products.
Used as a Precursor in Organic Synthesis:
2-Benzylidene-1-tetralone also serves as a precursor in the synthesis of various organic compounds. Its chemical structure allows it to be a building block for the creation of new molecules with different applications.
Safety Precautions:
It is important to handle 2-benzylidene-1-tetralone with care, as it is a potential irritant to the skin and eyes. Additionally, it may cause respiratory irritation if inhaled. Proper safety measures should be taken during its use to minimize any adverse effects.

InChI:InChI=1/C17H14O/c18-17-15(12-13-6-2-1-3-7-13)11-10-14-8-4-5-9-16(14)17/h1-9,12H,10-11H2/b15-12-

Upstream product

• 124-41-4 sodium methylate 
• 100-52-7 benzaldehyde 
• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 17216-08-9 2-acetyl-1-tetralone 
• 545376-55-4 trichloro-acetic acid 3,4-dihydro-naphthalen-1-yl ester 
• 21175-64-4 1,1-dideuteriophenylmethanol 
• 100-51-6 benzyl alcohol 
• 55305-43-6 N-cyano-N-phenyl-p-toluenesulfonamide 
• 684215-46-1 2-(4'-phenyl-3'-butynyl)-1-iodobenzene 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 
• 179735-97-8 (Z)-2-(4'-phenyl-3'-butenyl)-1-iodobenzene 
• 6261-31-0 2-benzylidene-1-tetralol 
• 78364-65-5 2-bromo-2-(α-bromo-benzyl)-3,4-dihydro-2H-naphthalen-1-one 

Downstream Products

• 36441-32-4 2-benzyl-1-naphthol 
• 6261-33-2 cis-2-benzyl-1,2,3,4-tetrahydronaphthalene-1-ol 
• 134952-52-6 7-Phenyl-5,6,7,11-tetrahydro-7a,8,10,11-tetraaza-cyclopenta[b]phenanthrene 
• 32631-50-8 5,6,7a,8,9,10,11,11a-Octahydro-7-phenyl-11a-piperidinobenzo-7H-xanthene 
• 78018-88-9 2,3,4-Triphenyl-5,6-dihydro-benzo[h]chromenylium; perchlorate 
• 85990-49-4 5,6,8,9-tetrahydro-1,4-dimethyl-7-phenyldibenzoxanthylium trifluoromethanesulphonate 
• 96814-45-8 trans-2-carbamoyl-3-phenyl-3,3a,4,5-tetrahydro-2H-benzindazole 
• 96814-45-8 cis-2-carbamoyl-3-phenyl-3,3a,4,5-tetrahydro-2H-benzindazole 
• 90963-73-8 Phenyl-[3-(triphenyl-λ⁵-phosphanylidene)-3,4,5,6-tetrahydro-benzo[h]chromen-(2Z)-ylidene]-amine 
• 96814-47-0 cis-3-phenyl-2-thiocarbamoyl-3,3a,4,5-tetrahydro-2H-benzindazole 
• 78018-83-4 C₂₇H₂₃O⁽¹⁺⁾*BF₄^(1-) 
• 85660-18-0 3,4,6,7-tetrahydro-4-phenylbenzoquinazolin-2(1H)-thione 
• 65419-98-9 2-<(2-Oxacyclopentyl)phenylmethyl>-1-tetralone 
• 78018-78-7 C₂₆H₂₁O⁽¹⁺⁾*BF₄^(1-) 

Relevant academic research and scientific papers

Palladium-Catalyzed Synthesis of α-Methyl Ketones from Allylic Alcohols and Methanol

One-pot synthesis of α-methyl ketones starting from 1,3-diaryl propenols or 1-aryl propenols and methanol as a C1 source is demonstrated. This one-pot isomerization-methylation is catalyzed by commercially available Pd(OAc)2 with H2O as the only by-product. Mechanistic studies and deuterium labelling experiments indicate the involvement of isomerization of allyl alcohol followed by methylation through a hydrogen-borrowing pathway in these isomerization-methylation reactions.

Iridium-catalyzed chemoselective transfer hydrogenation of α, β-unsaturated ketones to saturated ketones in water

A chemoselective iridium-catalyzed transfer hydrogenation of α, β-unsaturated ketones was realized in water. The C[dbnd]C double bonds of 2-benzylidene indanones and analogues were hydrogenated exclusively catalyzed by an iridium complex (0.1 mol%) bearin

Aerobic oxidation of alcohols enabled by nitrogen-doped copper nanoparticle catalysts

Heterogeneous nitrogen-doped carbon-incarcerated copper nanoparticle catalysts have been developed. The catalysts promoted the oxidation of alcohols to the corresponding aldehydes, including aliphatic substrates, in high yield in the presence of an N-oxyl

Benzoquinazoline compound and organic electroluminescent element

A benzoquinazoline compound having a structure represented by formula (I) wherein R1 and R2 are as defined in the specification, and an organic electroluminescent element using the compound. The organic electroluminescent element has the advantages of low driving voltage, high efficiency, long service life and the like.

Asymmetric Transfer Hydrogenation of Arylidene-Substituted Chromanones and Tetralones Catalyzed by Noyori-Ikariya Ru(II) Complexes: One-Pot Reduction of C═C and C═O bonds

3-Arylidenechroman-4-ones and 2-arylidene-1-tetralones are hydrogenated to cis-benzylic alcohols in dr's and er's up to 99:1 via a C═C and C═O one-pot reduction in the presence of 2-5 mol % Noyori-Ikariya-type RuII chiral complexes and HCO2Na as a hydroge

Copper/GanPhos-Catalyzed 1,3-Dipolar Cycloaddition of Azo?-methine Ylides: An Efficient Access to Chiral Pyrrolidine Spirocycles

A highly efficient copper/GanPhos-catalyzed 1,3-dipolar cyclo?-addition?-of azomethine ylides is reported. This viable transformation provides a series of optically active spiro[dihydronaphthalene-2,3′-pyrrolidine]s, bearing one spiro quaternary and three tertiary stereogenic centers, in good yields and with high ee values. This protocol features high diastereo- A nd enantioselectivity, broad substrate scope and mild reaction conditions.

Tetralone derivatives are MIF tautomerase inhibitors and attenuate macrophage activation and amplify the hypothermic response in endotoxemic mice

Macrophage migration inhibitory factor (MIF) is a pro-inflammatory cytokine playing crucial role in immunity. MIF exerts a unique tautomerase enzymatic activity that has relevance concerning its multiple functions and its small molecule inhibitors have been proven to block its pro-inflammatory effects. Here we demonstrate that some of the E-2-arylmethylene-1-tetralones and their heteroanalogues efficiently bind to MIF’s active site and inhibit MIF tautomeric (enolase, ketolase activity) functions. A small set of the synthesised derivatives, namely compounds (4), (23), (24), (26) and (32), reduced inflammatory macrophage activation. Two of the selected compounds (24) and (26), however, markedly inhibited ROS and nitrite production, NF-κB activation, TNF-α, IL-6 and CCL-2 cytokine expression. Pre-treatment of mice with compound (24) exaggerated the hypothermic response to high dose of bacterial endotoxin. Our experiments suggest that tetralones and their derivatives inhibit MIF’s tautomeric functions and regulate macrophage activation and thermal changes in severe forms of systemic inflammation.

Ash of pomegranate peels (APP): A bio-waste heterogeneous catalyst for sustainable synthesis of α,α′-bis(substituted benzylidine)cycloalkanones and 2-arylidene-1-tetralones

Abstract: α,α′-bis(substituted benzylidene)cycloalkanones were efficiently prepared from variously substituted aldehydes and cycloalkanones in water by using ash of pomegranate peels (APP) as a catalyst. The APP-catalyst was obtained from bio-waste by simple thermal treatment to dry peels of pomegranate fruit and formation of its active phase was confirmed by FT-IR, XRD, XRF, EDX, SEM, DSC-TGA and BET techniques. The analysis revealed that the present catalyst has basic sites which promote the synthesis of desired products. The main attractions of our protocol are utilization of highly abundant bio-waste-derived catalyst and good-to-excellent yield in shortest reaction time. This green protocol was further extended for structurally diverse 2-arylidene-1-tetralones by condensation of equimolar quantity of aromatic aldehydes and 1-tetralone at low temperature. The catalyst could be quantitatively recovered and reused effectively for five times. Graphic abstract: [Figure not available: see fulltext.].

Bromomethyl Silicate: A Robust Methylene Transfer Reagent for Radical-Polar Crossover Cyclopropanation of Alkenes

A general protocol for visible-light-induced cyclopropanation of alkenes was developed with bromomethyl silicate as a methylene transfer reagent, offering a robust tool for accessing highly valuable cyclopropanes. In addition to α-aryl or methyl-substituted Michael acceptors and styrene derivatives, the unactivated 1,1-dialkyl ethylenes were also shown to be viable substrates. Apart from realizing the cyclopropanation of terminal alkenes, the methyl transfer reaction has been further demonstrated to be amenable to the internal olefins. The photocatalytic cyclopropanation of 1,3-bis(1-arylethenyl)benzenes was also achieved, giving polycyclopropane derivatives in excellent yields. With late-stage cyclopropanation as the key strategy, the synthetic utility of this transformation was also demonstrated by the total synthesis of LG100268.