145224-19-7

Basic information

• Product Name: 1-Naphthalenecarbonitrile, 4-[(benzoyloxy)methyl]-
• CAS NO: 145224-19-7
• Molecular Formula: C19H13NO2
• Molecular Weight: 287.318
• Mol File: 145224-19-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1-Naphthalenecarbonitrile, 4-[(benzoyloxy)methyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Naphthalenecarbonitrile, 4-[(benzoyloxy)methyl]-(145224-19-7)
• EPA Substance Registry System: 1-Naphthalenecarbonitrile, 4-[(benzoyloxy)methyl]-(145224-19-7)

Safety Data

• Hazardous Substances Data: 145224-19-7(Hazardous Substances Data)

Usage

Molar mass

317.37 g/mol

Physical form

White to light brown powder

Melting point

81-84 degrees Celsius

Solubility

Soluble in most organic solvents, insoluble in water

Uses

Building block or intermediate in the synthesis of pharmaceuticals and agrochemicals

Biological activity

Inhibitor of the enzyme indoleamine 2,3-dioxygenase (IDO), with potential implications for the treatment of cancer, autoimmune diseases, and other conditions.

Upstream product

• 98-88-4 benzoyl chloride 
• 79996-90-0 4-(Hydroxymethyl)-1-naphthalenecarbonitrile 

Downstream Products

• 36062-93-8 1-cyano-4-methylnaphthalene 
• 112929-94-9 1-cyano-4-(methoxymethyl)naphthalene 
• 65-85-0 benzoic acid 

Relevant articles and documents

Intramolecular electron transfer in the photochemistry of substituted 1-naphthylmethyl esters of benzoic acids

Direct excitation of the esters 5 in methanol solvent leads to rapid intramolecular exciplex formation (kex = 1010 s-1 for X = CH3O, Y = CN) with electron transfer from the naphthalene to the benzoate ring.This process dominates the usual fluorescence and reaction of the excited singlet state.The rate of this process can be varied over 103 by suitable change in the substituents X and Y.The electron-transfer rates can be correlated with the two-parameter Hammett equation: log kex = 8.48 - 1.5?+ + 0.77?.For cases where the rate of exciplex formation is slow, the usual homolytic carbon-oxygen bond cleavage occurs from the excited singlet state.The eventual products result from the ion pair since the rate of electron transfer in the radical pair to form the ion pair is considerably faster than the rate of decarboxylation of the benzoyloxy radical.