69697-74-1

Basic information

• Product Name: 1-methoxy-2-methylcyclohexa-1,4-diene
• Synonyms: 1-methoxy-2-methylcyclohexa-1,4-diene;1-Methoxy-2-methyl-1,4-cyclohexadiene
• CAS NO: 69697-74-1
• Molecular Formula: C₈H₁₂O
• Molecular Weight: 124.18028
• EINECS: 274-086-5
• Mol File: 69697-74-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 186.4°C at 760 mmHg
• Flash Point: 58.2°C
• Appearance: /
• Density: 0.92g/cm³
• Vapor Pressure: 0.912mmHg at 25°C
• Refractive Index: 1.477
• CAS DataBase Reference: 1-methoxy-2-methylcyclohexa-1,4-diene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methoxy-2-methylcyclohexa-1,4-diene(69697-74-1)
• EPA Substance Registry System: 1-methoxy-2-methylcyclohexa-1,4-diene(69697-74-1)

Safety Data

• Hazardous Substances Data: 69697-74-1(Hazardous Substances Data)

Usage

Physical state

Colorless liquid a liquid that is transparent and lacks color.

Aroma

Pleasant, sweet has a scent that is enjoyable and inviting.

Applications

a. Perfumes and fragrances used as a component in creating various scents for personal and household products.
b. Synthesis of organic compounds serves as a building block for creating other chemical compounds containing carbon.
c. Intermediate in manufacturing pharmaceuticals and agrochemicals used as a reactant in the production of medications and chemicals for agricultural purposes.
d. Solvent in chemical reactions assists in dissolving and mixing other substances during chemical processes.
e. Starting material for synthesis used as a base for creating other compounds in chemical reactions.

Safety precautions

a. Flammable can easily catch fire or ignite, so it should be kept away from sources of heat or open flames.
b. Harmful if ingested or inhaled can cause adverse health effects if swallowed or breathed in, so proper handling and storage are necessary.

InChI:InChI=1/C8H12O/c1-7-5-3-4-6-8(7)9-2/h3-4H,5-6H2,1-2H3

Upstream product

• 578-58-5 2-methylmethoxybenzene 
• 60-29-7 diethyl ether 
• 64-17-5 ethanol 
• 7664-41-7 ammonia 

Downstream Products

• 93621-11-5 2,3-dibenzoyl-1-methoxybenzene 
• 3718-56-7 6-methyl-2-cyclohexen-1-ol 
• 343927-65-1 2-methoxy-1-methyl-1,3-cyclohexadiene 
• 859338-53-7 methyl-(2-methyl-cyclohexa-1,3-dienyl)-ether 
• 102626-21-1 chloro-6-methylbenzene-2,4-dicarboxaldehyde 
• 578-58-5 2-methylmethoxybenzene 
• 2161-91-3 1-methoxy-6-methyl-1,3-cyclohexadiene 
• 6610-21-5 6-methylcyclohex-2-en-1-one 
• 108185-93-9 4-Bromo-N-[1-methoxy-1-(1-methyl-cyclopent-3-enyl)-meth-(Z)-ylidene]-benzenesulfonamide 
• 32136-52-0 dimethyl 3-methoxyphthalate 

Relevant articles and documents

Efficient de Novo Construction of the Indanpropionic Acid Precursor of 11-Keto Steroids. An Improved Internal Diels-Alder Sequence

-

Synthesis of some bicyclooct-5-en-2-ones and bicyclooctan-2-ones. Rearrangement accompanying oxidative decarboxylation with lead tetraacetate

1-Methoxy-2-methyl-1,4-cyclohexadiene (3), 2-methoxy-1-methyl-1,3-cyclohexadiene (2), and 2-methoxy-1,5,5-trimethyl-1,3-cyclohexadiene (14) on heating with maleic anhydride give 1-methoxy-endo-7-methylbicyclooct-5-ene-syn-2,3-dicarboxylic acid anhydride (7) and its 6-methoxy-1-methyl (16a) and 6-methoxy-1,8,8-trimethyl (16b) analogues, respectively.On hydrolysis 16a and 16b give the corresponding keto dicarboxylic acids, 18a and 18b, via keto anhydrides 17a and 17b.Treatment of 18b with lead tetraacetate gives 1,8,8-trimethylbicyclooct-5-en-2-one (19) together with products in which rearrangement to a bicyclooctane system has occured.Treatment of 17b with bis(triphenylphosphino)nickel dicarbonyl gives only 19; similar treatment of 17a gives 1-methylbicyclooct-5-en-2-one (1).Reaction of bicyclooctane-2,3-dione (27) with methyllithium gives 3-hydroxy-3-methylbicyclooctan-2-one (28), its dimer 31, and a diol 30.Treatment of 5-exo-acetoxy-1,5-endo-dimethyl-6-oxobicyclooctane-anti-2,3-dicarboxylic acid (37) with lead tetraacetate gives 3-endo-acetoxy-1,3-exo-dimethylbicyclooct-5-en-2-one (33) as a minor product; the major product is derived by rearrangement to a bicyclooctane system.It is proposed that this rearrangement, like that of 18b, involves oxidative decarboxylation of a single carboxylic acid group to give a carbonium ion that undergoes rearrangement via a 1,2-acyl migration.