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
• Article Data: 5

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

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.

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

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).