2154-54-3

Basic information

• Product Name: phenyl(~2~H_2_)methyl
• CAS NO: 2154-54-3
• Molecular Formula: C₇H₇
• Molecular Weight: 93.1428
• Mol File: 2154-54-3.mol

Chemical Properties

• CAS DataBase Reference: phenyl(~2~H_2_)methyl(CAS DataBase Reference)
• NIST Chemistry Reference: phenyl(~2~H_2_)methyl(2154-54-3)
• EPA Substance Registry System: phenyl(~2~H_2_)methyl(2154-54-3)

Safety Data

• Hazardous Substances Data: 2154-54-3(Hazardous Substances Data)

Upstream product

• 563-80-4 3-methyl-butan-2-one 
• 1124-18-1 C₇H₅⁽²⁾H₃⁽¹⁺⁾ 
• 60-29-7 diethyl ether 
• 1634-04-4 tert-butyl methyl ether 
• 108-20-3 di-isopropyl ether 
• 554-12-1 propanoic acid methyl ester 
• 66223-95-8 1,3-diphenyl-2-propanone-1,1,3,3-d4 
• 51271-29-5 [1',1'-2H₂]benzyl bromide 
• 96-22-0 pentan-3-one 
• 105457-18-9 C₈H₅⁽²⁾H₂O 
• 93-89-0 benzoic acid ethyl ester 
• 21175-64-4 1,1-dideuteriophenylmethanol 

Relevant articles and documents

Secondary α-Deuterium Kinetic Isotope Effects Signifying a Polar Transition State in the Thermolysis of Ring-Substituted tert-Butyl Phenylperacetates

Several ring-substituted tert-butyl phenylperacetates (YC6H4CH2CO3But) and their deuterated versions (YC6H4CD2CO3But) were prepared (Y: p-OCH3, p-CH3, p-H, and p-NO2). Thermolyses at 80°C in CDCl3 showed excellent first-order kinetics. The rates have been measured as kYH × 104 and kYD × 104 s-1: 11.9 and 9.20 (p-OCH3), 2.64 and 2.22 (p-CH3), 1.06 and 0.93 (p-H), 0.164 and 0.156 (p-NO2). Hammett correlations were derived to yield ρYH+ = -1.17 and ρYD+ = -1.12. However, better Hammett plots were obtained with three points (p-OCH3, p-CH3, and p-H) showing ρYH+ = -1.35 and ρYD+ = -1.28. SDKIE was calculated as 1.293 (p-OCH3), 1.189 (p-CH3), 1.140 (p-H), and 1.051 (p-NO2), showing substantial substituent effects. Values of kYH/kYD for p-NO2 showed little temperature dependence. Hammett correlations and SDKIE were derived from the same kinetic entity that is the bond cleavage.

Generation and IR spectroscopic study of benzyl radical

The benzyl radical C6H5CH2 has been obtained by gas phase pyrolysis of two different precursors, benzyl bromide and dibenzyl, and studied in an argon matrix at 12 K by IR spectroscopy.Similarly, the deuterosubstituted benzyl radicals, C6H5CD2 and C6D5CH2,

Deuterium isotope effects on photodecomposition of alkylbenzenes

Photodissociation of 11 alkylbenzenes (toluene, ethylbenzene, butylbenzene, and their deuterated compounds) have been studied by the ArF (193 nm) laser photolysis.Formation rate constants of benzyl radical were measured under collision free conditions.The

Primary Processes in the Type I Photocleavage of Dibenzyl Ketones. A Pulsed Laser and Photochemically Induced Dynamic Nuclear Polarization Study

The primary homolytic α-cleavage, and subsequent decarbonylation of the intermediate phenacyl radicals, have been studied for the type I photoreaction of a series of dibenzyl ketones, using the techiques of pulsed laser photolysis and photochemically induced dynamic nuclear polarization (photo-CIDNP).Evidence for selective primary cleavage to produce the most stable radical pairs is obtained for unsymmetrical ketones.The absolute rate constants and activation parameters for the decarboxylations are obtained, and the relationships between these and the stabilities of the product radicals is discussed.

Carbon-Hydrogen Bond Dissociation Energies in Alkylbenzenes. Proton Affinities of the Radicals and the Absolute Proton Affinity Scale

Rate constants (k) were measured for proton-transfer reactions from alkylbenzene ions RH+ to a series of reference bases B, i.e., RH+ + B -> BH+ + R*.For exothermic reactions (ΔH -1.For example, the reaction C6H5CH3+ + B -> BH+ + C6H5CH2* is fast (reaction efficiency = k/kcol >/= 0.5) when B = MeO-t-Bu or stronger bases, but k/kcol is significantly smaller when B is n-Pr2O or weaker bases.From the falloff curve of reaction efficiency vs.PA(B), we find PA(n-Pr2O) = PA(C6H5CH2*) + 0.8 kcal mol-1 = 200.0 kcal mol-1.Since PA(C6H5CH2*) is obtained from known thermochemical data, this relation defines the absolute PA of n-Pr2O.Through a ladder of known PA, we then obtain PA(i-C4H8) = 186.8 kcal mol-1; we also obtain the absolute PAs of other oxygen bases.Falloff curves of reaction efficiencies of 3-FC6H4CH3+, C6H5C2H5+, C6H5-n-C3H7+, and C6H5-i-C3H7+ with these reference bases give then the following PAs of R* and R-H bond dissociation energies (Do) (all in kcal mol-1) as R*, PA(R*), Do(R-H): 3-FC6H4CH2*, 197.2, 89.4; , 197.9, 86.2; , 199.1, 86.1; , 199.6, 86.1.In similar manner, rate constants for H+ transfer from C6H5NH2+ to reference pyridines and amines yield PA(C6H5NH*) = 221.5 and Do(C6H5NH-H) = 85.1 kcal mol-1 (1 kcal mol-1 = 4.18 kJ mol-1).