39212-13-0

Basic information

• Product Name: (E)-1-phenyl-3-(4-methoxyphenyl)prop-2-en-1-ol
• Synonyms: (E)-1-phenyl-3-(4-methoxyphenyl)prop-2-en-1-ol
• CAS NO: 39212-13-0
• Molecular Weight: 240.302
• Mol File: 39212-13-0.mol

Chemical Properties

• CAS DataBase Reference: (E)-1-phenyl-3-(4-methoxyphenyl)prop-2-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-phenyl-3-(4-methoxyphenyl)prop-2-en-1-ol(39212-13-0)
• EPA Substance Registry System: (E)-1-phenyl-3-(4-methoxyphenyl)prop-2-en-1-ol(39212-13-0)

Safety Data

• Hazardous Substances Data: 39212-13-0(Hazardous Substances Data)

Upstream product

• 959-33-1 3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one 
• 123-11-5 4-methoxy-benzaldehyde 
• 98-86-2 acetophenone 
• 100-52-7 benzaldehyde 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 109643-11-0 1-phenyl-3-(4-methoxyphenyl)prop-2-yn-1-ol 
• 4187-87-5 1-Phenyl-2-propyn-1-ol 
• 116460-49-2 1-(4-methoxyphenyl)-3-phenylprop-2-yn-1-ol 
• 536-74-3 phenylacetylene 
• 24680-50-0 4-methoxy-trans-cinnamaldehyde 
• 16635-23-7 phenyltriisopropoxytitanium(IV) 
• 22252-15-9 trans-4-methoxychalcone 

Downstream Products

• 184944-46-5 C₂₁H₂₂O₃ 
• 184944-45-4 C₂₁H₂₂O₃ 
• 20442-73-3 (1E)-3-(4-methoxyphenyl)-1-phenylpropene 
• 35856-81-6 1-methoxy-4-[(1E)-3-phenylprop-1-en-1-yl]benzene 
• 959-33-1 3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one 
• 343599-62-2 (E)-1-(4-methoxyphenyl)-5-styryl-1H-tetrazole 
• 67073-24-9 4-(4-methoxyphenyl)-2,6-bisphenylpyrimidine 
• 71858-10-1 2-(4-methoxyphenyl)-4-phenyl-6-methylquinoline 
• 1669-49-4 3-(4-methoxyphenyl)-1-phenylpropan-1-one 
• 3906-07-8 (R)-(E)-3-(4-methoxylphenyl)-1-phenyl-2-propen-1-ol 
• 1613507-09-7 (S,E)-3-(4-methoxyphenyl)-1-phenylallyl pivalate 

Relevant articles and documents

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.

Facile microwave-assisted synthesis and antitubercular evaluation of novel aziridine derivatives

Novel 2-(aryloxymethyl)aziridines and 2-((3-aryl-1-phenylallyloxy)methyl)aziridine derivatives were prepared via ring-opening reaction of epoxides. The synthesized derivatives were characterized by using elemental analysis (EA), FT-IR, 13C NMR, and 1H NMR. The in vitro antitubercular activities of the synthesized compounds were evaluated against Mycobacterium tuberculosis H37Rv (MTB H37Rv) strain using MTT-MABA assay. All the aziridine derivatives exhibited improved persuasive antitubercular activity against MTB H37Rv in comparison with standard drugs. Among the tested compounds, 2-(naphthalene-1-yloxy) methyl aziridine (5b), 2-(naphthalene-2-yloxy)methylaziridine (5c), 2-(m-tolyloxymethyl)aziridine (5e), 2-(3-(4-methoxyphenyl)-1-phenylalloxy)methylaziridine (12b) and 2-(3-(2-chlorophenyl)-1-phenylallyloxy)methylaziridine (12c) revealed promising activity against MTB H37Rv. Specifically, compound 5b and 12 b showed three-times more active (MIC = 0.5 μg/mL) than the standard drugs ethambutol (MIC = 1.56 μg/mL) and ciprofloxacin (MIC = 1.56 μg/mL).

Potassium Base-Catalyzed Michael Additions of Allylic Alcohols to α,β-Unsaturated Amides: Scope and Mechanistic Insights

We report herein the first KHMDS-catalyzed Michael additions of allylic alcohols to α,β-unsaturated amides through allylic isomerization. The reaction proceeds smoothly in the presence of only 5 mol% of KHMDS to afford a variety of 1,5-ketoamides in high yields. Mechanistic investigations, including experimental and computational studies, reveal that the KHMDS-catalyzed in-situ generation of the enolate from the allylic alcohol through a tunneling-assisted 1,2-hydride shift is the key to the success of this transformation. (Figure presented.).

Potassium Base-Promoted Diastereoselective Synthesis of 1,3-Diols from Allylic Alcohols and Aldehydes through a Tandem Allylic-Isomerization/Aldol–Tishchenko Reaction

This study reports the first base-promoted aldol–Tishchenko reactions of allylic alcohols with aldehydes initiated by allylic isomerization. The reaction enables the diastereoselective synthesis of a variety of 1,3-diols with three contiguous stereogenic centers. Unlike commonly reported systems, our method allows the use of readily available allylic alcohols as nucleophiles instead of enolizable aldehydes and ketones.

Direct Reduction of Allylic Alcohols Using Isopropanol as Reductant

The lithium cation-catalyzed direct reduction of allylic alcohols to alkenes using isopropanol as a hydride donor was developed. The hydride transfer of the in situ-generated lithium isopropoxide to an allylic cation is the key process in this transformation. The reaction generates only water and acetone as byproducts, which highlights the synthetic utility of this method. (Figure presented.).

Bi(OTf)3 catalyzed disproportionation reaction of cinnamyl alcohols

Bi(OTf)3 catalyzed disproportionation reaction of cinnamyl alcohols provides chalcones and benzyl styrenes. The use of various metal triflates is investigated herein for facile and efficient redox transformation. A plausible mechanism has been proposed.

Transition-Metal-Free Synthesis of Homo- and Hetero-1,2,4-Triaryl Benzenes by an Unexpected Base-Promoted Dearylative Pathway

An unprecedented approach for the synthesis of homo- and hetero-1,2,4-triaryl benzenes has been developed using a simple base-mediated reaction of either α-aryl cinnamyl alcohols or α,γ-di-aryl propanones. The salient feature of this strategy involves the sequential hydride transfer, regiospecific condensation, regiospecific dearylation, and aromatization under metal-free reaction conditions. The synthesis of unsymmetrically substituted triphenylenes by oxidative coupling of the synthesized 1,2,4-triaryl benzenes has also been demonstrated.

Chemoselective reduction of the carbonyl functionality through hydrosilylation: Integrating click catalysis with hydrosilylation in one pot

Herein we report the chemoselective reduction of the carbonyl functionality via hydrosilylation using a copper(I) catalyst bearing the abnormal N-heterocyclic carbene 1 with low (0.25 mol %) catalyst loading at ambient temperature in excellent yield within a very short reaction time. The hydrosilylation reaction of α,β-unsaturated carbonyl compounds takes place selectively toward 1,2-addition (C=O) to yield the corresponding allyl alcohols in good yields. Moreover, when two reducible functional groups such as imine and ketone groups are present in the same molecule, this catalyst selectively reduces the ketone functionality. Further, 1 was used in a consecutive fashion by combining the Huisgen cycloaddition and hydrosilylation reactions in one pot, yielding a range of functionalized triazole substituted alcohols in excellent yields.

Copper-catalyzed oxidative transformation of secondary alcohols to 1,5-disubstituted tetrazoles

A mild and convenient oxidative transformation of secondary alcohols to 1,5-disubstituted tetrazoles is uncovered by employing trimethylsilyl azide (TMSN3) as a nitrogen source in the presence of a catalytic amount of copper(II) perchlorate hexahydrate [Cu(ClO4)2 .6 H2O] (5 mol%) and 2,3-dichloro-5,6-dicyano-para- benzoquinone (DDQ) (1.2 equiv.) as an oxidant. This reaction is performed under ambient conditions and proceeds through C-C bond cleavage.

Catalytic stereospecific allyl-allyl cross-coupling of internal allyl electrophiles with allylB(pin)

Application of internal electrophiles in catalytic stereospecific allyl-allyl cross-coupling enable the rapid construction of multisubstituted 1,5-dienes, including those with all carbon quaternary centers. Compounds with minimal steric differentiation ca