17598-02-6

Basic information

• Product Name: 7-METHOXY-2,2-DIMETHYL-3-CHROMENE
• Synonyms: 2,2-Dimethyl-2H-chromen-7-yl methyl ether;2,2-dimethyl-7-methoxy-2h-1-benzopyra;2,2-Dimethyl-7-methoxy-2H-1-benzopyran;2H-1-Benzopyran, 2,2-dimethyl-7-methoxy-;2H-1-Benzopyran, 7-methoxy-2,2-dimethyl-;6-Demethoxyageratochromene;Demethoxyageratochromene;PRICOCENE I
• CAS NO: 17598-02-6
• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.24
• EINECS: 241-566-0
• Mol File: 17598-02-6.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 68 °C0.1 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.052 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00315mmHg at 25°C
• Refractive Index: n20/D 1.56(lit.)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 7-METHOXY-2,2-DIMETHYL-3-CHROMENE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-METHOXY-2,2-DIMETHYL-3-CHROMENE(17598-02-6)
• EPA Substance Registry System: 7-METHOXY-2,2-DIMETHYL-3-CHROMENE(17598-02-6)

Safety Data

• Hazard Codes: Xn,N
• Statements: 22-51/53
• Safety Statements: 61
• WGK Germany: 3
• RTECS: DJ2529000
• Hazardous Substances Data: 17598-02-6(Hazardous Substances Data)

Usage

Description

7-METHOXY-2,2-DIMETHYL-3-CHROMENE is a member of the class of chromenes, specifically a 2H-chromene molecule that is substituted by a methoxy group at position 7 and two methyl groups at position 2. This chemical structure grants it unique properties and potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
7-METHOXY-2,2-DIMETHYL-3-CHROMENE is used as a pharmaceutical compound for its potential therapeutic effects. The specific application reason is due to its unique chemical structure, which may allow it to interact with biological targets and exhibit beneficial properties for human health.
Used in Chemical Research:
In the field of chemical research, 7-METHOXY-2,2-DIMETHYL-3-CHROMENE is used as a research compound to study its properties, reactivity, and potential applications in the synthesis of other compounds. The reason for its use in this context is to gain a deeper understanding of its chemical behavior and to explore its potential in creating new molecules with desired characteristics.
Used in Material Science:
7-METHOXY-2,2-DIMETHYL-3-CHROMENE may also be used in material science as a component in the development of new materials with specific properties. The application reason is based on its unique molecular structure, which could contribute to the creation of materials with improved characteristics, such as enhanced stability, reactivity, or other desirable traits.

Synthesis Reference(s)

The Journal of Organic Chemistry, 44, p. 803, 1979 DOI: 10.1021/jo01319a030

InChI:InChI=1/C12H14O2/c1-12(2)7-6-9-4-5-10(13-3)8-11(9)14-12/h4-8H,1-3H3

Upstream product

• 917-64-6 methyl magnesium iodide 
• 531-59-9 7-methoxycoumarin 
• 673-22-3 2-Hydroxy-4-methoxybenzaldehyde 
• 638-10-8 ethyl 3-methylbut-2-enoate 
• 150-19-6 O-methylresorcine 
• 107-86-8 3,3-dimethyl acrylaldehyde 
• 917-54-4 methyllithium 
• 54874-21-4 7-methoxy-2,2-dimethylchroman-4-ol 
• 20321-73-7 7-methoxy-2,2-dimethyl-4-chromanone 
• 25974-59-8 2-hydroxy-4-methoxy-2',2'-dimethylallylbenzene 
• 101766-74-9 (Z)-o-(3-hydroxy-3-methylbut-1-enyl)-5-methoxyphenol 
• 77144-22-0 2-Hydroxy-4-(p-methoxyphenyl)-2-methyl-3-butene 
• 93097-55-3 3-hydroxy-7-methoxy-2,2-dimethylchroman 
• 34125-68-3 Isopentenyl-3-methoxyphenylether 

Downstream Products

• 109397-34-4 7-methoxy-2,2-dimethyl-chroman-4-one-(2,4-dinitro-phenylhydrazone) 
• 115130-64-8 2,2-dimethyl-7-methoxy-6-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-2H-chromen 
• 20628-09-5 encecalin 
• 73385-36-1 cis-4-(3-chlorobenzoyloxy)-3-hydroxy-7-methoxy-2,2-dimethylchroman 
• 73385-36-1 trans-4-(3-chlorobenzoyloxy)-3-hydroxy-7-methoxy-2,2-dimethylchroman 
• 62291-19-4 7-methoxy-2,2-dimethyl-2H-chromen-6-carbaldehyde 
• 73385-35-0 3,4-dihydro-3,4-epoxy-7-methoxy-2,2-dimethyl-2H-benzopyran 
• 54874-21-4 7-methoxy-2,2-dimethylchroman-4-ol 
• 93097-55-3 3-hydroxy-7-methoxy-2,2-dimethylchroman 
• 13229-63-5 cis-3,4-dihydroxy-7-methoxy-2,2-dimethylchroman 
• 13229-63-5 trans-3,4-dihydroxy-7-methoxy-2,2-dimethylchroman 
• 82864-23-1 (+)-(3R,4R)-cis-7-Methoxy-2,2-dimethylchromane-3,4-diol 
• 82864-24-2 (-)-(3S,4S)-cis-7-Methoxy-2,2-dimethylchromane-3,4-diol 
• 25974-59-8 2-hydroxy-4-methoxy-2',2'-dimethylallylbenzene 

Relevant articles and documents

Phenylboronic acid-mediated synthesis of 2H-Chromenes

Condensation of phenols with but-2-enal and 3-methyl-but-2-enal in the presence of phenylboronic acid in acetic acid-toluene solution leads to substituted and condensed 2H-chromenes, constituting a mild and advantageous complement to classical routes for this class of heterocycles.

Synthesis of insect antijuvenile hormones

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Concise Synthesis of Chromene/Chromane-Type Aryne Precursors and Their Applications

The gram-scale synthesis of 5,6-, 6,7-, and 7,8-chromene/chromane-type aryne precursors and their applications in regioselective transformation to other functional derivatives is reported. Chromene/chromane-type arynes are generated under mild conditions, which can further undergo [2 + 2], [3 + 2], and [4 + 2] cycloaddition reactions, nucleophilic addition reactions, and σ-insertion reactions to produce structurally novel substituted chromenes and chromanes. The excellent regioselectivity of the reaction is facilitated by the oxygen-containing guiding groups at the ortho-position of the triple bond, which can be removed or switched to other functional groups including alkenyl, aryl, heteroaryl, and arylamino groups.

Synthesis of new (±) pterocarpans by Heck oxyarylation

Among a wide variety of synthetic routes to pterocarpan prototypes, a mild approach uses a reaction known as Heck oxyarylation. This method involves a reaction between 2H-chromenes and 2-chloromercuriophenols in the presence of Li2PdCl4. 2005 Springer Science+Business Media, Inc.

Gold(I)-Catalyzed Intramolecular Hydroarylation of Phenol-Derived Propiolates and Certain Related Ethers as a Route to Selectively Functionalized Coumarins and 2 H-Chromenes

Methods are reported for the efficient assembly of a series of phenol-derived propiolates, including the parent system 56, and their Au(I)-catalyzed cyclization (intramolecular hydroarylation) to give the corresponding coumarins (e.g., 1). Simple syntheses of natural products such as ayapin (144) and scoparone (145) have been realized by such means, and the first of these subject to single-crystal X-ray analysis. A related process is described for the conversion of propargyl ethers such as 156 into the isomeric 2H-chromene precocene I (159), a naturally occurring inhibitor of juvenile hormone biosynthesis.

USE OF COMPOSITIONS OBTAINED BY CALCINING PARTICULAR METAL-ACCUMULATING PLANTS FOR IMPLEMENTING CATALYTICAL REACTIONS

The use of metal-accumulating plants for implementing chemical reactions especially catalytical reactions.