174813-84-4

Basic information

• Product Name: 4-[Hydroxy(4-Methoxyphenyl)Methyl]benzonitrile
• Synonyms: 4-[Hydroxy(4-Methoxyphenyl)Methyl]benzonitrile
• CAS NO: 174813-84-4
• Molecular Formula: C₁₅H₁₃NO₂
• Molecular Weight: 239.26922
• Mol File: 174813-84-4.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-[Hydroxy(4-Methoxyphenyl)Methyl]benzonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[Hydroxy(4-Methoxyphenyl)Methyl]benzonitrile(174813-84-4)
• EPA Substance Registry System: 4-[Hydroxy(4-Methoxyphenyl)Methyl]benzonitrile(174813-84-4)

Safety Data

• Hazardous Substances Data: 174813-84-4(Hazardous Substances Data)

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 105-07-7 4-cyanobenzaldehyde 
• 623-00-7 4-bromobenzenecarbonitrile 
• 123-11-5 4-methoxy-benzaldehyde 
• 108-86-1 bromobenzene 
• 5720-07-0 4-methoxyphenylboronic acid 
• 412044-48-5 (4-cyanophenyl)magnesium bromide 
• 623-26-7 terephthalonitrile 
• 105-13-5 4-Methoxybenzyl alcohol 
• 297163-77-0 (4-methoxyphenyl)(ethyl)silanediol 

Downstream Products

• 52126-09-7 4-(4-methoxyphenylmethyl)benzonitrile 
• 27645-60-9 4-(4-methoxybenzoyl)benzonitrile 

Relevant articles and documents

Photochemical C-H Activation Enables Nickel-Catalyzed Olefin Dicarbofunctionalization

Alkenes, ethers, and alcohols account for a significant percentage of bulk reagents available to the chemistry community. The petrochemical, pharmaceutical, and agrochemical industries each consume gigagrams of these materials as fuels and solvents each year. However, the utilization of such materials as building blocks for the construction of complex small molecules is limited by the necessity of prefunctionalization to achieve chemoselective reactivity. Herein, we report the implementation of efficient, sustainable, diaryl ketone hydrogen-atom transfer (HAT) catalysis to activate native C-H bonds for multicomponent dicarbofunctionalization of alkenes. The ability to forge new carbon-carbon bonds between reagents typically viewed as commodity solvents provides a new, more atom-economic outlook for organic synthesis. Through detailed experimental and computational investigation, the critical effect of hydrogen bonding on the reactivity of this transformation was uncovered.

Dual-Role Catalysis by Thiobenzoic Acid in Cα-H Arylation under Photoirradiation

Thiobenzoic acid (TBA) can serve as a single-electron reducing agent under photoirradiation from a blue light-emitting diode, in the presence of appropriate electron acceptors, and the resulting sulfur-centered radical species undergoes hydrogen atom abstraction. This dual-role catalysis by TBA enables regioselectivie Cα-H arylation of benzylamines, benzyl alcohols, and ethers, as well as dihydroimidazoles, with cyano(hetero)arenes in good yield, without the need for a transition-metal photocatalyst and/or synthetically elaborated organic dyes.

Sulfonamides as new hydrogen atom transfer (HAT) catalysts for photoredox allylic and benzylic C-H arylations

A catalytic amount of a sterically and electronically tuned diarylsulfonamide promoted allylic and benzylic C-H arylations in cooperation with a visible light photoredox catalyst. This is the first example of the catalytic use of a sulfonamidyl radical to promote the hydrogen atom transfer process.