Synthesis of 4-tert-butyl-1,1-dimethylindan and 7-tert-Butyl-3,3-dimethyl-1-indanone and a comparison of isomers

Journal Article · Fri Jan 01 04:00:00 EST 1982 · J. Org. Chem.; (United States)

DOI:https://doi.org/10.1021/jo00341a032· OSTI ID:5318678

Eisenbraun, E J; Harms, W M; Paraniswamy, V A; Chen, H H; Porcaro, P J; Wood, T F; Chien, M

4-tert-Butyl-1,1-dimethylindan was synthesized to help establish the identity of products (5- and 6-tert-butyl-1,1-dimethylindan as minor and major products, respectively) from the sulfuric acid catalyzed condensation of tert-butylbenzene and isoprene. NMR (/sup 1/H and /sup 13/C) studies of these hydrocarbons and their corresponding indanones, obtained through chromic acid oxidation, provided structural proof. Gated decoupling experiments were crucial to complete assignment.

• Research Organization: Oklahoma State Univ., Stillwater
• OSTI ID: 5318678
• Journal Information: J. Org. Chem.; (United States), Journal Name: J. Org. Chem.; (United States) Vol. 47:2; ISSN JOCEA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400300* -- Organic Chemistry-- (-1987)
AROMATICS
CATALYTIC EFFECTS
CHEMICAL PREPARATION
CHEMICAL REACTIONS
CONDENSED AROMATICS
COUPLING
DATA
DECOUPLING
EXPERIMENTAL DATA
HYDROCARBONS
HYDROGEN COMPOUNDS
INFORMATION
INORGANIC ACIDS
NUMERICAL DATA
ORGANIC COMPOUNDS
OXIDATION
STEREOCHEMISTRY
SULFURIC ACID
SYNTHESIS