103776-42-7

Basic information

• Product Name: Methyl, hydroxy(4-methoxyphenyl)-
• CAS NO: 103776-42-7
• Molecular Formula: C8H9O2
• Molecular Weight: 137.158
• Mol File: 103776-42-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Methyl, hydroxy(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl, hydroxy(4-methoxyphenyl)-(103776-42-7)
• EPA Substance Registry System: Methyl, hydroxy(4-methoxyphenyl)-(103776-42-7)

Safety Data

• Hazardous Substances Data: 103776-42-7(Hazardous Substances Data)

Upstream product

• 3229-40-1 phthalimide N-oxyl 
• 105-13-5 4-Methoxybenzyl alcohol 

Relevant articles and documents

Hydrogen atom abstraction from C-H bonds of benzylamides by the aminoxyl radical BTNO: A kinetic study

The aminoxyl radical BTNO (benzotriazole-N-oxyl; >N-O) is generated from HBT (1-hydroxybenzotriazole; >N-OH) by oxidation with a CeIV salt. BTNO presents a broad absorption band with λmax 474 nm that lends itself to investigate the kinetics of H-abstraction from H-donor substrates by spectrophotometry. Thus, rate constants (kH) of H-abstraction by BTNO from CH2-groups α to the nitrogen atom in X-substituted-(N-acetyl)benzylamines (X-C6H4CH 2NHCOCH3) have been determined in MeCN solution at 25 °C. Correlation of the kHX data with the Hammett σ+ parameters gives a small value for ρ (-0.65) that is compatible with a radical H-abstraction step. The sizeable value (k H/kD = 8.8) of the kinetic isotope effect from a suitably deuteriated amide substrate further confirms H-abstraction as rate-determining. Evidence is acquired for the relevance of stereoelectronic effects that speed up the H-abstraction whenever the scissile C-H bond is co-linear with either the nitrogen lone-pair of the amide moiety or an adjacent aromatic group. An assessment of the dissociation energy value of the benzylic C-H bond in ArCH2NHCOMe is accordingly reported.

Kinetic Study of the Phthalimide N-Oxyl Radical in Acetic Acid. Hydrogen Abstraction from Substituted Toluenes, Benzaldehydes, and Benzyl Alcohols

The phthalimide N-oxyl (PINO) radical was generated by the oxidation of N-hydroxyphthalimide (NHPI) with Pb(OAc)4 in acetic acid. The molar absorptivity of PINO. is 1.36 × 103 L mol -1 cm-1 at λmax 382 nm. The PINO radical decomposes slowly with a second-order rate constant of 0.6 ± 0.1 L mol-1 s-1 at 25°C. The reactions of PINO . with substituted toluenes, benzaldehydes, and benzyl alcohols were investigated under an argon atmosphere. The second-order rate constants were correlated by means of a Hammett analysis. The reactions with toluenes and benzyl alcohols have better correlations with σ+ (ρ = -1.3 and -0.41), and the reaction with benzaldehydes correlates better with σ (ρ = -0.91). The kinetic isotope effect was also studied and significantly large values of kH/kD were obtained: 25.0 (p-xylene), 27. 1 (toluene), 27.5 (benzaldehyde), and 16.9 (benzyl alcohol) at 25°C. From the Arrhenius plot for the reactions with p-xylene and p-xylene-d10, the difference of the activation energies, EaD - E aH, was 12.6 ± 0.8 kJ mol-1 and the ratio of preexponential factors, AH/AD, was 0.17 ± 0.05. These findings indicate that quantum mechanical tunneling plays an important role in these reactions.

Proton-transfer reactions of alkylaromatic cation radicals. The effect of α-substituents on the kinetic acidity of p-methoxytoluene cation radicals

The rates of deprotonation for a number of α-substituted p- methoxytoluene cation radicals (4-MeOPhCH2X·+ with X = H, Me, OAc, OH, OMe, Cl, CN, Ph, 4-MeOPh, and 4-MeOPhCD3·+) have been determined by a laser phot