166978-00-3

Basic information

• Product Name: 6-Hydroxy-3,3-dimethylindan-1-one
• Synonyms: 6-Hydroxy-3,3-dimethylindan-1-one
• CAS NO: 166978-00-3
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.21
• Mol File: 166978-00-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 329.7±41.0 °C(Predicted)
• Appearance: /
• Density: 1.160±0.06 g/cm3(Predicted)
• PKA: 9.46±0.40(Predicted)
• CAS DataBase Reference: 6-Hydroxy-3,3-dimethylindan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Hydroxy-3,3-dimethylindan-1-one(166978-00-3)
• EPA Substance Registry System: 6-Hydroxy-3,3-dimethylindan-1-one(166978-00-3)

Safety Data

• Hazardous Substances Data: 166978-00-3(Hazardous Substances Data)

Upstream product

• 638-10-8 ethyl 3-methylbut-2-enoate 
• 71597-85-8 (p-hydroxyphenyl)boronic acid 
• 67159-81-3 5-Amino-1,1-dimethyl-indan-3-one 
• 1010-48-6 3-methyl-3-phenylbutanoic acid 
• 26465-81-6 3,3-dimethylindan-1-one 
• 7403-42-1 4-Methyl-4-phenyl-2-pentanone 
• 67159-79-9 3,3-dimethyl-6-nitro-indan-1-one 
• 71-43-2 benzene 

Downstream Products

• 166978-69-4 methyl 4-(1,1-dimethyl-3-oxo-indan-5-yloxymethyl)benzoate 
• 1133-54-6 6-methoxy-3,3-dimethylindan-1-one 

Relevant articles and documents

Synthesis of β,β-disubstituted indanones via the Pd-catalyzed tandem conjugate addition/cyclization reaction of arylboronic acids with α,β-unsaturated esters

Under Pd catalysis with a newly synthesized electron-deficient heterocycle, 2-(4,5-dihydroimidazol-2-yl)- pyrimidine (as the ligand), the reaction of α,β-unsaturated esters with arylboronic acids afforded a wide range of 3,3-disubstituted indan-1-ones bearing a quaternary carbon in high yields. Mechanistic studies revealed that the reaction involves a tandem conjugate addition/1,4-Pd shift followed by a cyclization.

Retinoid-like compounds

The present invention relates to a compound of formula STR1 or a nontoxic pharmaceutically acceptable salt, physiologically hydrolyzable ester or solvate thereof, in which X is --O--CO--, --NH--CO--, --CS--NH--, --CO--O--, --CO--NH--, --COS--, --SCO--, --SCH2 --, --CH2 --CH2 --, --C C--, --CH2 --NH--, --COCH2 --, --NHCS--, --CH2 S--, --CH2 O--, --OCH2 --, --NHCH2 -- or --CR5 =CR6 --; Rm and Rk are independently hydrogen, halogen, C1-6 alkyl, hydroxy, C1-6 alkyloxy or nitro; n is zero or one; R4 is --(CH2)t --Y, C1-6 alkyl, or C3-6 cycloalkyl; R1 is --CO2 Z, C1-6 alkyl, CH2 OH, --CONHRy, or CHO; R2 and R3 are independently hydrogen or C1-6 alkyl; Ra and Rb are independently hydrogen or C1-6 alkyl; but when n is one, Ra and Rb together can form a radical of the formula STR2 Y is naphthyl or phenyl, both radicals can be optionally substituted with one to three same or different C1-6 alkyl or halogen; Z is hydrogen or C1-6 alkyl; R5, R6 and Ry are independently hydrogen or C1-6 alkyl; and t is zero to six.