2,2,2-Trimethyl-N-(2-methylphenyl)acetamide

Abstract

In the structure of the title compound, C12H17NO, the conformation of the N—H bond is syn to the ortho‐methyl substituent, in contrast to the anti conformation observed for the corresponding meta‐methyl‐substituted amide and side‐chain‐unsubstituted N‐(2‐methyl­phen­yl)acetamide.

2,2,2-Trichloro-N-(2-methylphenyl)acetamide

“…The conformation of the N-H bond in the structure is syn to the ortho-methyl substituent ( Fig. 1), similar to that observed for 2,2,2-trimethyl-N-(2-methylphenyl)acetamide (2MPTMA) (Gowda, Kožíšek, Tokarčík & Fuess, 2007b), but in contrast to the anti conformation observed for the side-chain-unsubstituted N-(2methylphenyl)acetamide (2MPA) (Gowda et al, 2007a). The bond parameters of 2MPTCA are similar to those of 2MPA, 2MPTMA and the ring-unsubstituted 2,2,2-trichloro-Nphenylacetamide (Dou et al, 1994).…”

2,2,2-Trimethyl-N-(3-methylphenyl)acetamide

“…In the present work, the structure of N-(3-methylphenyl)-2,2,2-trimethylacetamide, (I) (3MPTMA), has been determined as part of a study on the systematization of the crystal structures of N-aromatic amides (Gowda, Kozisek & Fuess, 2006;Gowda, Shilpa & Jayalakshmi, 2006;Gowda, Kozisek, Svoboda & Fuess, 2007;Gowda, Kozisek, Tokarcik & Fuess, 2007). In 3MPTMA, the conformation of the N-H bond is anti to the meta-methyl substituent ( Fig.…”

N-(2,6-Dimethylphenyl)-2,2,2-trimethylacetamide

“…1 & 2). The structure of resembles those of N-(2,6-dimethylphenyl)-acetamide (Gowda, Foro, & Fuess, 2007a, b), N-(2-methylphenyl)-2,2,2-trimethylacetamide (Gowda, Kožíšek, Tokarčík & Fuess, 2007b), N-(3,5-dimethylphenyl)-2,2,2-trimethylacetamide (Gowda, Kožíšek, Tokarčík & Fuess, 2007a), N-(2,6-dimethylphenyl)-2,2,2-tri-chloroacetamide (Gowda, Foro, & Fuess, 2007a) and other closely related acetanilides (Gowda et al, 2007), with somewhat slightly different bond parameters. The molecules are linked into chains through N-H•••O hydrogen bonds (Table 1).…”