3661-65-2

Usage

Physical state

Colorless liquid

Boiling point

199-200°C

Classification

Aromatic hydrocarbon

Applications

a. Production of dyes
b. Production of perfumes
c. Production of pharmaceuticals
d. Building block in the synthesis of various organic compounds

Toxicity

Low toxicity

Potential health effects

a. Skin irritation
b. Eye irritation
c. Respiratory system irritation

Importance

Significant industrial chemical with various applications in the chemical and pharmaceutical industries.

Upstream product

• 67-63-0 isopropyl alcohol 
• 95-13-6 1-indene 
• 75-29-6 isopropyl chloride 
• 75-26-3 isopropyl bromide 
• 201789-85-7 4-methyl-3-phenyl-1-penten-3-ol 
• 109-72-8 n-butyllithium 
• 75-30-9 2-iodo-propane 
• 64-17-5 ethanol 
• 34472-48-5 1-(1-methylethylidene)-1H-indene 

Relevant academic research and scientific papers

1,2,3-trisubstituted indanes by highly diastereoselective palladium-catalyzed oxyarylation of indenes with arylboronic acids and nitroxides

Chemecal quation presented Excellent stereoselectivity is obtained in the synthesis of biologically interesting 1,2,3-trisubstituted indanes B by the reaction of readily prepared 3-substituted indenes A with commercially available arylboronic acids by using various TEMPO derivatives as external oxidants and Pd(OAc)2 as a catalyst. The anti,anti isomers are formed and reactions occur stereospecifically under mild conditions.

Zirconium bis-indenyl compounds. Synthesis and X-ray crystallography study of 1- and 2-substituted bis(R-indenyl)zirconium dichloride metallocenes

A series of 1- and 2-substituted indenyl ligands were prepared and used in the synthesis of [1-R-Ind]2ZrCl2 [R = Me (2b), Et (4b), iPr (5b), tBu (6b), SiMe3 (8b), Ph (10b), Bz (12b), 1-Naph (14b)] and [2-R-Ind]2ZrCl2 [R = Me (1b), Et (3b), SiMe3 (7b), Ph (9b), Bz (11b), 1-Naph (13b)] metallocenes. An X-ray crystallographic study of 4b and 10b showed the complexes to be the racemic diastereomers (4b, both the R,R and S,S-enantiomers and 10b, the S,S-enantiomer). The X-ray data together with NMR spectral data revealed that the size of the substituent influenced the orientation the two indenyl ligands of the metallocenes. The 4b diastereomers are both found to crystallize with their ethyl groups syn (bis-central) with respect to each other whereas the larger phenyl groups in 10b results in an anti (bis-lateral) orientation of the indenyl ligands.

Stereochemistry of Carbenic 1,2-Vinyl Shifts

Various 1-phenylbut-3-enylidenes, (Ph)CCR2CH=CHR', were generated thermally and photolytically from tosylhydrazone (diazo) precursors. 1,2-Vinyl shifts, leading to 1,3-dienes, R′CH=CHC(Ph)=CR2, were found to predominate over γ-C-H insertion (R = Me) and to compete with 1,2-H shifts (R = H). Intramolecular addition to the double bond was detected in the case of R = R′ = Me. The resulting bicyclobutane is thermally stable and does not mediate the vinyl shift. Stereospecific migration of 1-propenyl groups (R′ = Me), with retention of configuration, was observed on thermolysis and direct photolysis of appropriate substrates. These data exclude the intervention of a triplet diradical and point to vinyl migration in the singlet manifold. Benzophenone-sensitized generation of the carbenes led to partial stereomutation but did not provide conclusive evidence for a triplet rearrangement (isomerization of the diene products could not be avoided under these conditions).

1-Isopropyl-2-indanol and -indanthiol ether insecticides

Compounds of the formula STR1 wherein Q is 0 or S, R1 and R2 are H, halogen, (halo)alkyl or (halo)alkoxy or together are methylenedioxy, R3 is isopropyl optionally fluoro-substituted and R4 are the residues of certain alcohols of the pyrethroid type, are useful as insecticides.