tert-Butyl 2-methyl-2-(4-nitrobenzoyl)propanoate

Abstract

The title compound, C15H19NO5, is bent with a dihedral angle of 61.8 (2)° between the mean planes of the benzene ring and a group encompassing the ester functionality (O=C—O—C). The dihedral angle of 0.8 (2)° between the mean planes of the nitro group and the benzene ring indicates near coplanarity. In the crystal, each mol­ecule is linked to four adjacent mol­ecules by weak C—H⋯O hydrogen-bonding inter­actions. Both benzene H atoms ortho to the ketone O atom form C—H⋯O hydrogen bonds with the keto O atoms of two neighboring mol­ecules (of the keto and ester groups, respectively), and the two other inter­actions involve the H atoms from a methyl group of the dimethyl residue, displaying C—H⋯O inter­actions with the O atoms of the nitro groups. These four inter­actions for each mol­ecule lead to the formation of two-dimensional sheets with a hydro­philic inter­ior, held together by weak hydrogen-bonded inter­actions, and a hydro­phobic exterior composed of protruding methyl groups which interst­ack with the methyl groups in adjacent sheets.

tert-Butyl 2-benzoyl-2-methylpropanoate

“…This is the first paper in a series of four dealing with substituted derivatives (H-(this paper), CH 3 -, Cl-and NO 2 -on the para-position of the phenyl ring) of the title compound. A more detailed comparison of all four substitution compounds will be given in the fourth paper of this series (Crosse et al, 2010a).…”

tert-Butyl 2-methyl-2-(4-methylbenzoyl)propanoate

“…This is the second paper in a series of four dealing with substituted derivatives (H-, CH 3 -(this paper), Cl-and NO 2 -on the para-position of the phenyl ring) of the title compound. A more detailed comparison of all four substitution compounds will be given in the fourth paper of this series (Crosse et al, 2010a). (Alkorta et al, 2008).…”

tert-Butyl 2-(4-chlorobenzoyl)-2-methylpropanoate

“…For the synthesis, spectroscopic characterization and reactivity of the title compound, see: Logue (1974); Logue et al (1975). For related structures, see: Crosse et al (2010); Gould et al (2010); Logue et al (2010). For the syntheses and characterization of structurally similar indanone-derived -keto ester derivatives, see: Mouri et al (2009); Noritake et al (2008); Rigby & Dixon (2008).…”

“…This is the third paper in a series of four dealing with substituted derivatives (H-, CH 3 -, Cl-(this paper) and NO 2 -on the para-position of the phenyl ring) of the title compound. A more detailed comparison of all four substitution compounds will be given in the fourth paper of this series (Crosse et al, 2010).…”