40473-50-5

Basic information

• Product Name: Benzenemethanol, 2-hydroxy-a-phenyl-
• CAS NO: 40473-50-5
• Molecular Formula: C13H12O2
• Molecular Weight: 200.237
• Mol File: 40473-50-5.mol

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, 2-hydroxy-a-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, 2-hydroxy-a-phenyl-(40473-50-5)
• EPA Substance Registry System: Benzenemethanol, 2-hydroxy-a-phenyl-(40473-50-5)

Safety Data

• Hazardous Substances Data: 40473-50-5(Hazardous Substances Data)

Upstream product

• 89-95-2 2-methyl-benzyl alcohol 
• 90-02-8 salicylaldehyde 
• 67-56-1 methanol 
• 117-99-7 2-Hydroxybenzophenone 
• 100-58-3 phenylmagnesium bromide 
• 108-95-2 phenol 
• 100-59-4 phenylmagnesium chloride 
• 591-51-5 phenyllithium 
• 108-86-1 bromobenzene 
• 3117-37-1 3-phenyl-3H-benzofuran-2-one 
• 95-56-7 2-hydroxybromobenzene 
• 100-52-7 benzaldehyde 
• 59648-27-0 2,4-diphenyl-1,3,2-benzodioxaborin 

Downstream Products

• 69185-88-2 2-methyl-4-phenyl-4H-benzo[e][1,3]oxazine 
• 102102-95-4 (2R,3R,4S)-2-Ethoxy-3-methyl-4-phenyl-chroman 
• 102102-95-4 (2S,3S,4S)-2-Ethoxy-3-methyl-4-phenyl-chroman 
• 367-12-4 2-fluorophenol 
• 55190-55-1 o-Hydroxybenzhydrylmethylether 
• 147949-19-7 [2-(4-Methylamino-butoxy)-phenyl]-phenyl-methanol 
• 28994-41-4 o-Benzylphenol 
• 1189562-15-9 (2,4-diphenyl-4H-chromen-3-yl)(phenyl)methanone 
• 1189562-19-3 ethyl 2-ethyl-4-phenyl-4H-chromene-3-carboxylate 
• 1245449-11-9 1-(2-(methylthio)-4-phenyl-4H-chromen-3-yl)ethanone 
• 1245449-02-8 2-(methylthio)-4-phenyl-4H-chromene-3-carbonitrile 
• 57049-58-8 3-phenyl-2,3-dihydrobenzofuran 
• 1422447-26-4 2-(α-phenyl-p-toluenesulfonyl)phenol 

Relevant articles and documents

Organic Br?nsted acid-catalyzed cycloadditions of o-quinone methides with 1, 3-dicarbonlys: Facile access to xanthenones and chromanones

The in-situ generation of o-quinone methides and their inverse-electron-demand Diels–Alder reaction in the presence of pentacarboxycyclopentadiene—an organic Br?nsted acid—has been reported. The synthesis of xanthenones and chromanones in good to excellen

Asymmetric Transfer Hydrogenation of o-Hydroxyphenyl Ketones: Utilizing Directing Effects That Optimize the Asymmetric Synthesis of Challenging Alcohols

A systematic range of o-hydroxyphenyl ketones were reduced under asymmetric transfer hydrogenation conditions using the C3-tethered catalyst 2. Two directing effects, i.e., an o-hydroxyphenyl coupled to a bulky aromatic on the opposite side of the ketone substrate, combine in a matched manner to deliver reduction products with very high enantiomeric excess.

Regio- A nd Enantioselective Friedel-Crafts Benzhydrylation of Indoles in Carbocyclic Ring with ortho-Quinomethanes: Access to Chiral Diarylindolylmethanes

The functionalization of indoles in the carbocyclic ring has been achieved via organocatalytic enantioselective Friedel-Crafts benzhydrylation of hydroxyindoles with in situ generated ortho-quinomethanes in oil-water biphases, allowing an efficient access to varied diarylindolylmethanes with a wide substrate scope. The high yields, excellent stereoselectivities, mild conditions, low catalyst loading, and easy scalability also demonstrated the interest of this novel methodology.

Ruthenium-Catalyzed Direct Asymmetric Reductive Amination of Diaryl and Sterically Hindered Ketones with Ammonium Salts and H2

A Ru-catalyzed direct asymmetric reductive amination of ortho-OH-substituted diaryl and sterically hindered ketones with ammonium salts is reported. This method represents a straightforward route toward the synthesis of synthetically useful chiral primary diarylmethylamines and sterically hindered benzylamines (up to 97 % yield, 93–>99 % ee). Elaborations of the chiral amine products into bioactive compounds and a chiral ligand were demonstrated through manipulation of the removable and convertible -OH group.

Synthesis of 2 H-Chromenes via Unexpected [4 + 2] Annulation of Alkynyl Thioethers with o-Hydroxybenzyl Alcohols

A novel Br?nsted acid-catalyzed reaction of alkynyl thioethers with o-hydroxybenzyl alcohols via an unexpected formal [4 + 2] annulation has been developed. This metal-free protocol leads to the facile and practical synthesis of valuable polysubstituted 2

Efficient visible-light photocatalytic aerobic oxidation of cyclic sulfamides to imines

A highly efficient photocatalytic aerobic oxidation of cyclic sulfamides to synthesize cyclic N-sulfonyl imines with Ir(ppy)2(dtbpy)PF6 as photocatalyst is reported. These environmentally friendly transformations exihibit good to excellent isolated yields and good generality with respect to both five-membered and six-membered cyclic sulfamides.

Catalytic Asymmetric Three-component Hydroacyloxylation/ 1,4-Conjugate Addition of Ynamides

A highly enantioselective three-component hydroacyloxylation/1,4-conjugate addition of ortho-hydroxybenzyl alcohols, ynamides and carboxylic acids was developed under mild reaction conditions in the presence of a chiral N,N′-dioxide/Sc(OTf)3 complex, which went through in situ generated ortho-quinone methides with α-acyloxyenamides, delivering a range of corresponding chiral α-acyloxyenamides derivatives containing gem(1,1)-diaryl skeletons in moderate to good yields with excellent ee values. The scale-up experiment and further derivation showed the practicality of this catalytic system. In addition, a possible catalytic cycle and transition state model was proposed to elucidate the origin of the stereoselectivity based on X-ray crystal structure of the α-acyloxyenamide intermediate and product.

[4 + 2]-Cycloaddition and 1,4-Addition of ortho-Quinone Methides by a Chiral Crotyl Silane

Anhydrous FeCl3 in the presence of 2,6-lutidine promotes the substrate-controlled enantioselective [4 + 2]-cycloaddition and crotylation reaction between an enantioenriched (S,E)-crotyl silane and in situ generated ortho-quinone methides (oQMs)

A base-promoted cascade reaction of α,β-unsaturated: N -tosylhydrazones with o -hydroxybenzyl alcohols: Highly regioselective synthesis of N-sec -alkylpyrazoles

An efficient method for the synthesis of N-sec-alkylpyrazoles through a base-promoted cascade cyclization/Michael addition reaction of α,β-unsaturated N-tosylhydrazones with ortho-hydroxybenzyl alcohols has been developed. The desired products containing di- or triaryl groups at the same carbon atom were afforded in good to excellent yields with excellent regioselectivities (>20:1). Moreover, a three-component reaction of ortho-hydroxybenzyl alcohols, α,β-unsaturated N-tosylhydrazones and saturated N-tosylhydrazones also took place to afford pyrazoles in good yields. This reaction offers a new route to triarylmethanes with a simple operation and is applicable for large-scale synthesis.

A Simple Synthesis of Densely Substituted Benzofurans by Domino Reaction of 2-Hydroxybenzyl Alcohols with 2-Substituted Furans

The Br?nsted acid-catalyzed cascade synthesis of densely substituted benzofurans from easily available salicyl alcohols and biomass-derived furans has been developed. The disclosed sequence includes the intermediate formation of 2-(2-hydroxybenzyl)furans