20294-38-6

Basic information

• Product Name: 4-methylindan-5-ol
• Synonyms: 4-methylindan-5-ol;Einecs 243-708-7
• CAS NO: 20294-38-6
• Molecular Formula: C₁₀H₁₂O
• Molecular Weight: 148.20168
• EINECS: 243-708-7
• Mol File: 20294-38-6.mol

Chemical Properties

• Boiling Point: 273.2°C at 760 mmHg
• Flash Point: 122.8°C
• Appearance: /
• Density: 1.112g/cm³
• Vapor Pressure: 0.00347mmHg at 25°C
• Refractive Index: 1.592
• CAS DataBase Reference: 4-methylindan-5-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methylindan-5-ol(20294-38-6)
• EPA Substance Registry System: 4-methylindan-5-ol(20294-38-6)

Safety Data

• Hazardous Substances Data: 20294-38-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 37, p. 1663, 1996 DOI: 10.1016/0040-4039(96)00083-4

InChI:InChI=1/C10H12O/c1-7-9-4-2-3-8(9)5-6-10(7)11/h5-6,11H,2-4H2,1H3

Upstream product

• 153000-35-2 6-Pent-4-enyl-2,3-dihydro-pyran-4-one 
• 91273-98-2 non-8-ene-2,4-dione 
• 73448-14-3 hex-5-ynoic acid tert-butyl ester 
• 74-99-7 prop-1-yne 
• 74-86-2 acetylene 
• 627-19-0 1-Pentyne 
• 153000-39-6 2-(5-Hydroxy-3-oxo-pentyl)-cyclopentanone 
• 125455-67-6 5-acetoxy-4-methyl-2,3-dihydro-1H-indene 
• 83458-62-2 2-(1-Methyl-2-oxo-propyl)-cyclopent-1-enecarbaldehyde 
• 125443-06-3 1-cyclopentyl-1-penten-4-yn-3-one 

Relevant articles and documents

Synthesis of substituted phenols via photoaddition-fragmentation-aromatic annelation sequence

Intramolecular photocycloaddition reaction of dihydro-4-pyrones to alkenes (1), followed by fragmentation then subsequent aromatic annelation, carried out by two alternative methods, has been performed efficiently. The sequence provides a convenient method for the construction of substituted phenols fused to aliphatic ring (4).

AROMATIC ANNELATION. II. SYNTHESIS OF PHENOLS.

The preparation of substituted phenols from cycloalkanones by elaboration of an aromatic ring is described.

Synthesis and Thermolysis of Enediynyl Ethyl Ethers as Precursors of Enyne - Ketenes

Enediynyl ethyl ethers 14/17 were synthesized by using the Pd(PPh3)4-catalyzed cross-coupling factions between enynyl iodides 13/16 and (2-ethoxyethynyl)zinc chloride. Thermolysis of these enediynyl ethyl ethers in refluxing chlorobenzene (132°C) promoted a retro-ene reaction to produce enyne - ketenes, which underwent the Moore cyclization reactions to form the biradicals having a phenyl radical center and a phenoxy radical center. The presence of two radical centers in he same molecule simultaneously provided many opportunities for intramolecular decay through disproportionate, radical - radical combination, and the formation of o-quinone methide.

Enynones in Organic Synthesis. 8. Synthesis of the Antimicrobial-Cytotoxic Agent Juncusol and Members of the Effusol Class of Phenols

Two new syntheses of phenols have been developed which have been utilized in an efficient preparation of the antimicrobial-cytotoxic agent juncusol (22) and several members of the effusol (23) class of phenols.These results complement our earlier studies with enynones of type 42 and provide for the highly efficient conversion of 42 to either methylenecyclopentenones 45 or phenols of type 47 or 54 with virtually 100percent selectivity.

ENYNONES IN ORGANIC SYNTHESIS. III. A NOVEL SYNTHESIS OF PHENOLS

Enynones are converted to phenols by an acid catalyzed process which can be controlled to give either of two regioisomeric series of products.