156641-63-3

Basic information

• Product Name: Oxazole, 4,5-dihydro-4,4-dimethyl-2-(2'-methyl[1,1'-biphenyl]-2-yl)-
• CAS NO: 156641-63-3
• Molecular Formula: C18H19NO
• Molecular Weight: 265.355
• Mol File: 156641-63-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Oxazole, 4,5-dihydro-4,4-dimethyl-2-(2'-methyl[1,1'-biphenyl]-2-yl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Oxazole, 4,5-dihydro-4,4-dimethyl-2-(2'-methyl[1,1'-biphenyl]-2-yl)-(156641-63-3)
• EPA Substance Registry System: Oxazole, 4,5-dihydro-4,4-dimethyl-2-(2'-methyl[1,1'-biphenyl]-2-yl)-(156641-63-3)

Safety Data

• Hazardous Substances Data: 156641-63-3(Hazardous Substances Data)

Upstream product

• 6699-93-0 (2-methylphenyl)lithium 
• 98191-99-2 2-(2-chlorophenyl)-4,4-dimethyl-4,5-dihydro-1,3-oxazole 
• 932-31-0 ortho-tolylmagnesium bromide 
• 66464-20-8 2-(2-fluorophenyl)-4,4-dimethyl-4,5-dihydro-1,3-oxazole 
• 57598-33-1 2-(2-methoxyphenyl)-4,4-dimethyl-2-oxazoline 
• 95-46-5 2-methylphenyl bromide 

Downstream Products

• 7111-77-5 2'-methyl[1,1'-biphenyl]-carboxylic acid 
• 168046-07-9 (5-{4-[(2'-methyl-biphenyl-2-carbonyl)-amino]-benzoyl}-2-oxo-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl)-acetic acid 
• 168047-47-0 1-Ethoxycarbonylmethyl-5-{4-[2-(2-methylphenyl)benzoylamino]benzoyl}-1,3,4,5-tetrahydro-1,5-benzodiazepin-2(2H)-one 
• 183313-50-0 (2'-methylbiphenyl-2-yl)(phenyl)methanone 

Relevant articles and documents

Uncatalysed coupling of an activated aryl chloride with aryllithium and aryl Grignard reagents

Formation of biaryls occurs in reasonable yields under convenient conditions for both aryllithium reagents and aryl Grignard reagents. Substitution of the chloro group in 2-(2-chlorophenyl)-4,4-dimethyl-2-oxazoline to afford biaryls occurs upon reaction with either aryllithium reagents or aryl Grignard reagents. The reactions with Grignard reagents occur under similar conditions to a previously reported manganese-catalysed procedure. The reactions with lithium reagents, whilst not always affording greater yields of product than the Grignard reagents, involve much shorter reaction times and afford yields, which are comparable with those obtained from the corresponding fluoro derivative.

Intramolecular reactivity of arylcarbenes: Biphenyl-2-ylcarbenes

Biphenyl-2-ylcarbenes, 2-ArC6H4CR, were generated photolytically and thermally from diazo precursors. Cyclization, leading to fluorenes, competes with capture of the carbenes by methanol but proceeds faster than intramolecular hydrogen shifts (with R = Me) and intermodular C - H insertion reactions (with R = H in cyclohexane). By comparison of product ratios with kinetic data for related carbenes from the literature, the cyclization rate is estimated as ca 1011 s-1. The intramolecular reactivity of biphenyl-2-ylcarbenes is not significantly attenuated by variation of R (R = H, Me, Ph). Very minor effects of triplet sensitization and methanol quenching indicate that fluorenes arise from spin-equilibrated biphenyl-2-ylcarbenes, presumably from the singlet state. When Ar = mesityl, the carbene predominantly inserts into C - H bonds of the 2′-methyl groups, giving rise to a dihydrophenanthrene. Formation of a fluorene derivative, by formal insertion into C - C bonds, occurs as a minor process. This unprecedented reaction points to intervention of an o-xylylene in which the methyl group migrates. Laser flash photolysis (LFP) of 2-PhC6H4CN2Ph generates a transient absorption which is due to the T0→Tn transition of 9-phenylfluorene rather than to the presumed o-xylylene. On LFP of 2-ArC6H4CN2Ph in trifluoroethanol-acetonitrile, protonation of the carbenes gives rise to carbocations, 2-ArC6H4CH+Ph. The transient absorption spectra of these cations are strongly influenced by twisting about the Ar - Ar bond (Ar = Ph 4.