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3-Methyl-4-anisaldehyde, also known as 4-Methoxy-3-methylbenzaldehyde, is an organic compound characterized by its clear pale yellow to green liquid appearance. It is a derivative of benzaldehyde with a methyl and methoxy group substitution on the benzene ring, which contributes to its distinct chemical properties and potential applications.

32723-67-4

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32723-67-4 Usage

Uses

Used in Pharmaceutical Industry:
3-Methyl-4-anisaldehyde is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique structure allows it to be a key component in the preparation of specific drugs, such as (4-methoxy-3-methylphenyl)-2-nitroalkene, which may have potential therapeutic applications.
Used in Flavor and Fragrance Industry:
Due to its aromatic nature, 3-Methyl-4-anisaldehyde can be used as a component in the creation of various fragrances and flavors. Its distinct smell and taste make it a valuable addition to the development of new scents and flavors for the perfume, cosmetics, and food industries.
Used in Chemical Research:
3-Methyl-4-anisaldehyde's unique chemical structure also makes it a useful compound for research purposes. It can be employed in the study of organic chemistry, particularly in understanding the reactions and properties of substituted benzaldehydes, which can lead to the discovery of new compounds and applications.

Synthesis Reference(s)

The Journal of Organic Chemistry, 49, p. 1078, 1984 DOI: 10.1021/jo00180a024

Check Digit Verification of cas no

The CAS Registry Mumber 32723-67-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,2,7,2 and 3 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 32723-67:
(7*3)+(6*2)+(5*7)+(4*2)+(3*3)+(2*6)+(1*7)=104
104 % 10 = 4
So 32723-67-4 is a valid CAS Registry Number.
InChI:InChI=1/C9H10O2/c1-7-5-8(6-10)3-4-9(7)11-2/h3-6H,1-2H3

32723-67-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-methoxy-3-methylbenzaldehyde

1.2 Other means of identification

Product number -
Other names 3-Methyl-p-anisaldehyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:32723-67-4 SDS

32723-67-4Relevant articles and documents

Electricity Driven 1,3-Oxohydroxylation of Donor-Acceptor Cyclopropanes: a Mild and Straightforward Access to β-Hydroxy Ketones

Banerjee, Prabal,Maajid Taily, Irshad,Saha, Debarshi

supporting information, p. 5053 - 5057 (2021/09/30)

An unprecedented external oxidant-free electrochemical protocol for 1, 3-oxohydroxylation of donor-acceptor cyclopropane is disclosed. The strategy encompasses the activation of the labile π-electron cloud of the aryl ring to cleave the strained Csp3?Csp3 bond of cyclopropane to afford the β-hydroxy ketones via insertion of molecular oxygen. More significantly, based on the detailed mechanistic investigations and cyclic voltammetry experiments, a plausible mechanism is proposed.

Volatiles from the xylarialean fungus Hypoxylon invadens

Dickschat, Jeroen S.,Wang, Tao,Stadler, Marc

, p. 734 - 746 (2018/04/16)

The volatiles emitted by agar plate cultures of the xylarialean fungus Hypoxylon invadens were investigated by use of a closed loop stripping apparatus in combination with GC-MS. Several aromatic compounds were found that could only be identified by comparison to all possible constitutional isomers with different ring substitution patterns. For the set of identified compounds a plausible biosynthetic scheme was suggested that gives further support for the assigned structures.

Towards the rational design of novel charge-transfer materials: Biaryls with a dihedral angle-independent hole delocalization mechanism

Ivanova, Lena V.,Navale, Tushar S.,Wang, Denan,Lindeman, Sergey,Ivanov, Maxim V.,Rathore, Rajendra

supporting information, p. 5851 - 5854 (2018/06/13)

Biaryl cation radicals are important electroactive materials, which show two mechanisms of hole delocalization: static delocalization at small interplanar dihedral angles and dynamic hopping at larger angles, reflecting the interplay between electronic coupling and structural reorganization. Herein, we describe the rational design of biaryls possessing an invariant hole delocalization mechanism.

Synthetic studies on Ecteinascidin-743: synthesis of building blocks through Sharpless asymmetric dihydroxylation and aza-Michael reactions

Chandrasekhar,Reddy, N. Ramakrishna,Rao, Y. Srinivasa

, p. 12098 - 12107 (2007/10/03)

A practical and an efficient synthesis of three building blocks of tetrahydroisoquinoline alkaloid Ecteinascidin-743 was accomplished, starting from readily available piperonal, 2-methyl anisole, and veratraldehyde. A combination of Vilsmeier-Haack reaction and Sharpless asymmetric dihydroxylation was employed for the synthesis of building blocks A and B whereas a Heck reaction in PEG-2000 and aza-Michael reactions were employed for the synthesis of building block C.

PEROXISOME PROLIFERATOR ACTIVATED RECEPTOR MODULATORS

-

Page/Page column 102-103, (2010/02/11)

The present invention is directed to a compound of formula (I), or a pharmaceutically acceptable salt, solvate hydrate or stereoisomer thereof, which is useful in treating or preventing disorders mediated by a peroxisome proliferator activated receptor (PPAR) such as syndrome X, type II diabetes, hyperglycemia, hyperlipidemia, obesity, coagaulopathy, hypertension, arteriosclerosis, and other disorders related to syndrome X and cardiovascular diseases.

An eco-friendly regeneration of aldehydes exploiting ammonium acetate under microwave irradiation

Mitra, Alok Kumar,Karchaudhuri, Nilay,De, Aparna

, p. 237 - 239 (2007/10/03)

A number of bisulphite addition products and diacetates are deprotected separately to the corresponding aldehydes exploiting a green reagent, ammonium acetate in solvent-free conditions under microwave irradiation by a rapid, clean, efficient and high yielding method under environmentally benign conditions.

Isoquinoline compound melanocortin receptor ligands and methods of using same

-

, (2008/06/13)

The invention relates to melanocortin receptor ligands and methods of using the ligands to alter or regulate the activity of a melanocortin receptor. The invention further relates to tetrahydroisoquinoline aromatic amines that function as melanocortin receptor ligands and as agents for controlling cytokine-regulated physiologic processes and pathologies, and combinatorial libraries thereof.

Iodination of Methylated Anisoles: Unusual Aryl Methyl Replacement and Oxidations

Panetta, Charles A.,Fang, Zheng,Mattern, Daniell L.

, p. 7953 - 7958 (2007/10/03)

The treatment of methylated anisoles with iodine, periodic acid, sulfuric acid, and aqueous acetic acid has resulted in iododemethylations and/or aryl methyl oxidations in addition to the expected mono- and diiodinations of the aromatic ring.Four dimethylanisoles and o-methylanisole were treated under identical conditions.Iododemethylations were observed in three of the four dimethylanisoles and aryl methyl oxidations to benzaldehydes occured with o-methylanisole and two of the dimethylanisoles.No precedence could be found for either of these reactions under the experimental conditions employed.Several possible mechanisms are discussed for these transformations.Some experimental evidence suggests that methyl oxidation to a benzaldehyde could be a prerequisite for an iododemethylation via an iodonium ion-assisted reverse Gatterman-Koch reaction; single-electron-transfer or classical electrophilic mechanisms are also consistent with the iododemethylations.

Radical-Cation Catalysis in the Synthesis of Diphenylmethanes via the Dealkylative Coupling of Benzylic Ethers

Rathore, Rajendra,Kochi, Jay K.

, p. 7479 - 7490 (2007/10/03)

The dealkylative coupling of benzyl alkyl ethers (ArCH2OR) to yield the corresponding diarylmethanes (ArCH2Ar) together with dialkoxymethane (ROCH2OR) is catalyzed by small amounts of 1-electron oxidants (such as aromatic cation radicals, NO(1+), etc.) or by an equivalent electrochemical (anodic) method.The catalytic method is successfully employed for the facile synthesis of a novel macrocyclic crown ether 18 that contains a diarylmethane linkage.On the basis of the spectral observation of the radical cation ArCH2OR.+ and the excellent catalytic efficiency with turnover numbers in excess of 1E2, an electron-transfer and an alternative electrophilic chain mechanism are discussed for the dealkylative coupling process.

Diterpenes of Azadirachta indica. Syntheses to confirm structure

Burnell,Dumont,Theberge,Desfosses

, p. 2571 - 2578 (2007/10/02)

The structure of the diterpene nimbinone 1b has been confirmed by syntheses via a cascade cyclisation and also from podocarpic acid by two separate series of transformations. Synthesis of structure 3b from dehydroabietic acid shows that this does not exhibit the properties described for nimbosodione.

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