24623-20-9

Basic information

• Product Name: 6-Methyl-1-indanone
• Synonyms: 6-METHYL-1-INDANONE;6-METHYL-INDAN-1-ONE;2,3-DIHYDRO-6-METHYLINDEN-1-ONE;6-METHYL-1-INDANONE,98.0+%(GC);6-Methyl-2,3-dihydro-1H-inden-1-one;2,3-Dihydro-6-methyl-1H-inden-1-one, 2,3-Dihydro-6-methyl-1-oxo-1H-indene;6-Methxy-1- indanone
• CAS NO: 24623-20-9
• Molecular Formula: C₁₀H₁₀O
• Molecular Weight: 146.19
• Product Categories: Indanone & Indene;C10;Carbonyl Compounds;Ketones
• Mol File: 24623-20-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 60-62 °C(lit.)
• Boiling Point: 70 °C0.4 mm Hg(lit.)
• Flash Point: 124-126°C/11mm
• Appearance: white to light yellow crystal powder
• Density: 0.9071 (rough estimate)
• Vapor Pressure: 0.00935mmHg at 25°C
• Refractive Index: 1.5580 (estimate)
• Solubility: soluble in Methanol
• BRN: 1448005
• CAS DataBase Reference: 6-Methyl-1-indanone(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Methyl-1-indanone(24623-20-9)
• EPA Substance Registry System: 6-Methyl-1-indanone(24623-20-9)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 24623-20-9(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow crystal powder

Uses

6-Methyl-1-indanone was used as a starting material for the synthesis of branched alkyl indanes (BINs).

General Description

6-Methyl-1-indanone is a substituted indanone. It has been synthesized in high quantum yields by the photolysis of α-chloro-2′,5′-dimethylacetophenone. It is formed as one of the photoproduct during the irradiation of 2,5-dimethylphenacyl (DMP) esters. It is reported to be one of the semivolatile component of lamina cigarette smoke.

InChI:InChI=1/C10H10O/c1-7-2-3-8-4-5-10(11)9(8)6-7/h2-3,6H,4-5H2,1H3

Upstream product

• 67-56-1 methanol 
• 378215-21-5 2,5-dimethylphenacyl benzoate 
• 64-17-5 ethanol 
• 50690-11-4 2,5-dimethylphenacyl chloride 
• 22422-23-7 3-chloro-1-(3,4-dimethyl-phenyl)-propan-1-one 
• 71-36-3 butan-1-ol 
• 477218-70-5 2,5-dimethylphenacyl palmitate 
• 378215-25-9 2,5-dimethylphenacyl phenylacetate 
• 107-94-8 chloropropionic acid 
• 108-88-3 toluene 

Downstream Products

• 22836-94-8 2-Brom-6-methyl-indanon-(1) 
• 19352-59-1 3,4-dihydro-7-methyl-2(1H)-quinolinone 
• 371756-25-1 7-methyl-1,2,3,4-tetrahydroisoquinolin-1-one 
• 60031-11-0 2-benzylidene-6-methylindan-1-one 
• 1147077-82-4 2-amino-8-methyl-4-phenyl-5H-indeno[1,2-d]pyrimidin-5-one 
• 1228035-41-3 2-amino-4-phenyl-8-(pyrrolidin-1-ylmethyl)-5H-indeno[1,2-d]-pyrimidin-5-one 
• 1147271-26-8 2-amino-8-(bromomethyl)-4-phenyl-5H-indeno[1,2-d]-pyrimidin-5-one 
• 1147077-78-8 C₂₈H₂₈BrN₃O₅ 
• 1147077-77-7 C₂₈H₂₉N₃O₅ 
• 361389-84-6 6-methyl-1-aminoindane 
• 146393-40-0 1-benzyl-6-(hydroxymethyl)indane 
• 145625-31-6 1-benzyl-6-isobutylindane 
• 146393-42-2 1-benzyl-6-formylindane 
• 828-97-7 1-isopropyl-6-methylindan 

Relevant articles and documents

2,5-Dimethylphenacyl esters: A photoremovable protecting group for carboxylic acidsi

Irradiation of 2,5-dimethylphenacyl (DMP) esters (la-c) in benzene or cyclohexane solutions produces the corresponding free carboxylic acids (2a-c) in high chemical yields, along with 6-methyl-l-indanone (3). In methanol, 2-(methoxymethyl)-5-methylacetophenone (4) is formed as a coproduct. Quantum yields for the photorelease of the DMP group are higher in nonpolar solvents, 0.2, than in methanol, (f> 0.1. The photoreaction is initiated by efficient photoenolization, 01. Three transient intermediates were identified by laser flash photolysis of la, the triplet-state photoenol and the two ground-state photoenols of Z and E configuration. Release of the acids 2a-c occurs predominantly from the E isomer, which has a lifetime of about 2 ms in methanol and 0.5 s in benzene solution. The present data are essential for potential applications of the DMP moiety as a photoremovable protecting group in organic synthesis or biochemistry ( caged compounds ).

Photochemistry of 2-alkoxymethyl-5-methylphenacyl chloride and benzoate

Irradiation of 2-(alkoxymethyl)-5-methyl-α-chloroacetophenones (1a-c) and 2-(methoxymethyl)-5-methylphenacyl benzoate (1d) in dry, nonnucleophilic solvents afforded 3-alkoxy-6-methylindan-1-ones (3a-c) in very high chemical yields. 3-Methylisobenzofuran-1

Photoenolization with α-Chloro Substituents

Irradiation of a methanol solution of 2,5-dimethyl-α-chloropropiophenone (1a) produces 2,6-dimethyl-1-indanone (2a), 2-(methoxymethyl)-5-methylpropiophenone (3a), 2,5-dimethylpropiophenone (4a), and methyl 2-(2,5-dimethylphenyl)propionate (5a).It is proposed that the first two products arise from hydrogen abstraction followed by chlorine loss, the latter two from initial loss of chlorine.Making the chlorine-bearing carbon primary suppresses the formation of the latter two products, while maintaining the carbonyl nearly planar with the ring suppresses all product formation.Other examples are presented.