135-02-4 | 2-Methoxybenzaldehyde

Packsize	Purity	Availability	Price	Discounted Price
25g	98%	in stock	$12.00	$8.00
100g	98%	in stock	$15.00	$10.00
500g	98%	in stock	$33.00	$23.00
1000g	98%	in stock	$65.00	$45.00

Description

• Catalog Number: AB62509
• Chemical Name: 2-Methoxybenzaldehyde
• CAS Number: 135-02-4
• Molecular Formula: C8H8O2
• Molecular Weight: 136.14792
• MDL Number: MFCD00003308
• SMILES: O=Cc1ccccc1OC
• NSC Number: 58960

Computed Properties

• Complexity: 112
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 10
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• XLogP3: 1.7

Upstream Synthesis Route

2-Methoxybenzaldehyde, also known as o-vanillin, is a versatile chemical compound widely used in chemical synthesis. Its primary application lies in its role as a building block in the synthesis of various organic compounds. Due to its unique structure and reactivity, 2-Methoxybenzaldehyde serves as a key intermediate in the production of pharmaceuticals, perfumes, and agrochemicals.In chemical synthesis, 2-Methoxybenzaldehyde can undergo various reactions to yield a wide array of products. One common application is its use in the synthesis of heterocyclic compounds, which are essential components in pharmaceuticals and materials science. By reacting with different reagents and catalysts, 2-Methoxybenzaldehyde can be transformed into diverse derivatives with altered properties and functionalities.Another important use of 2-Methoxybenzaldehyde is in the production of fragrances and flavors. Its pleasant aroma, reminiscent of vanilla, makes it a valuable ingredient in the formulation of perfumes, cosmetics, and food additives. By incorporating 2-Methoxybenzaldehyde into fragrance blends, chemists can create unique scents that appeal to a broad range of preferences.Furthermore, 2-Methoxybenzaldehyde plays a significant role in agrochemical synthesis. It can be employed to manufacture pesticides, herbicides, and fungicides, which are essential for crop protection and pest management in agriculture. By utilizing 2-Methoxybenzaldehyde as a precursor, chemists can develop innovative agrochemical products that contribute to sustainable farming practices.Overall, 2-Methoxybenzaldehyde is a valuable compound with diverse applications in chemical synthesis. Its versatility and reactivity make it an indispensable building block for the production of pharmaceuticals, fragrances, flavors, and agrochemicals, showcasing its importance in various industries.

Literature

• Metal based new triazoles: their synthesis, characterization and antibacterial/antifungal activities.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20121201

• 2-[(2-Meth-oxy-benzyl-idene)amino]-phenol.

  Acta crystallographica. Section E, Structure reports online 20120501

• 1-(4-Chloro-phen-yl)-2-[4-hy-droxy-3-(3-meth-oxy-benzo-yl)-1,1-dioxo-2H-1λ(6),2-benzothia-zin-2-yl]ethanone.

  Acta crystallographica. Section E, Structure reports online 20120401

• 2-[2-(3-Chloro-phen-yl)-2-oxoeth-yl]-4-hy-droxy-3-(3-meth-oxy-benzo-yl)-2H-1λ(6),2-benzothia-zine-1,1-dione.

  Acta crystallographica. Section E, Structure reports online 20120401

• Cytochrome P450BM-3 reduces aldehydes to alcohols through a direct hydride transfer.

  Biochemical and biophysical research communications 20120217

• Food protective effects of Periploca sepium oil and its active component against stored food mites.

  Journal of food protection 20120101

• Pathogenic Mechanisms and In Vitro Diagnosis of AERD.

  Journal of allergy 20120101

• Ethyl 1-(butan-2-yl)-2-(2-meth-oxy-phen-yl)-1H-benzimidazole-5-carboxyl-ate.

  Acta crystallographica. Section E, Structure reports online 20111201

• Interesting anticandidal effects of anisic aldehydes on growth and proton-pumping-ATPase-targeted activity.

  Microbial pathogenesis 20111001

• (1E,4Z,6E)-5-Hy-droxy-1,7-bis-(2-meth-oxy-phen-yl)-1,4,6-hepta-trien-3-one.

  Acta crystallographica. Section E, Structure reports online 20110801

• 4-Dimethyl-amino-N'-(2-meth-oxy-benzyl-idene)benzohydrazide.

  Acta crystallographica. Section E, Structure reports online 20110801

• N'-[(E)-2-Meth-oxy-benzyl-idene]pyrazine-2-carbohydrazide.

  Acta crystallographica. Section E, Structure reports online 20110701

• 4a-Hy-droxy-9-(2-meth-oxy-phen-yl)-4,4a,5,6,7,8,9,9a-octa-hydro-3H-xanthene-1,8(2H)-dione.

  Acta crystallographica. Section E, Structure reports online 20110101

• Antifungal activity of redox-active benzaldehydes that target cellular antioxidation.

  Annals of clinical microbiology and antimicrobials 20110101

• (2E)-1-(2,5-Dimethyl-3-thien-yl)-3-(2-meth-oxy-phen-yl)prop-2-en-1-one.

  Acta crystallographica. Section E, Structure reports online 20100901

• (E)-1-(4-Bromo-phen-yl)-3-(2-meth-oxy-phen-yl)prop-2-en-1-one.

  Acta crystallographica. Section E, Structure reports online 20100801

• Benzyl N-((S)-2-hydr-oxy-1-{N'-[(E)-2-methoxy-benzyl-idene]hydrazinecarbon-yl}eth-yl)carbamate from synchrotron data.

  Acta crystallographica. Section E, Structure reports online 20100401

• 7-Chloro-4-[(E)-2-(2-methoxy-benzyl-idene)hydrazin-1-yl]quinoline monohydrate.

  Acta crystallographica. Section E, Structure reports online 20100301

• (E)-1-(6-Chloro-2-methyl-4-phenyl-3-quinol-yl)-3-(2-methoxy-phen-yl)prop-2-en-1-one.

  Acta crystallographica. Section E, Structure reports online 20100201

• Intramolecular hydroxycarbene C-H-insertion: The curious case of (o-methoxyphenyl)hydroxycarbene.

  Beilstein journal of organic chemistry 20100101

• 12-(2-Methoxyphenyl)-9,9-dimethyl-8,9-dihydro-12H-benzo[a]xanthen-11(10H)-one.

  Acta crystallographica. Section E, Structure reports online 20100101

• 1,1'-[4-(2-Methoxyphenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-diyl]diethanone.

  Acta crystallographica. Section E, Structure reports online 20091101

• Diiodido[N'-(2-methoxy-benzyl-idene)-N,N-dimethyl-ethane-1,2-diamine]zinc(II).

  Acta crystallographica. Section E, Structure reports online 20091001

• 2,4,6,8-Tetra-kis(2-methoxy-phen-yl)-3,7-diaza-bicyclo-[3.3.1]nonan-9-one diethyl ether hemisolvate.

  Acta crystallographica. Section E, Structure reports online 20091001

• N'-(2-Hydr-oxy-4-methoxy-benzyl-idene)-4-methoxy-benzohydrazide.

  Acta crystallographica. Section E, Structure reports online 20090901

• Pyridinium 5-[(1,3-diethyl-6-hydr-oxy-4-oxo-2-thioxo-1,2,3,4-tetra-hydro-pyrimidin-5-yl)(2-methoxy-phen-yl)meth-yl]-1,3-diethyl-4,6-dioxo-2-thioxopyrimidin-5-ide.

  Acta crystallographica. Section E, Structure reports online 20090801

• 4,4'-Bis(2-methoxy-lstyr-yl)biphen-yl.

  Acta crystallographica. Section E, Structure reports online 20090801

• 4-Meth-oxy-N'-(2-methoxy-benzyl-idene)benzohydrazide.

  Acta crystallographica. Section E, Structure reports online 20090601

• Synthesis of chromones and 4-hydroxyquinolines based on uncatalyzed condensations of 1-methoxy-1,3-bis(trimethylsilyloxy)-1,3-butadiene with 2-alkoxy- and 2-nitrobenzoyl chlorides and related reactions.

  Organic & biomolecular chemistry 20090507

• 4-(2-Methoxy-benzyl-idene)-2-phenyl-1,3-oxazol-5(4H)-one.

  Acta crystallographica. Section E, Structure reports online 20090401

• New chiral thiophene-salen chromium complexes for the asymmetric Henry reaction.

  The Journal of organic chemistry 20090306

• N'-(2-Methoxy-benzyl-idene)-2-nitro-benzo-hydrazide.

  Acta crystallographica. Section E, Structure reports online 20090301

• 2-Methoxy-benzaldehyde 2,4-dinitro-phenyl-hydrazone.

  Acta crystallographica. Section E, Structure reports online 20090201

• 2-Meth-oxy-N'-(2-methoxy-benzyl-idene)benzohydrazide.

  Acta crystallographica. Section E, Structure reports online 20080901

• r-2,c-6-Bis(3-methoxy-phen-yl)-t-3,t-5-dimethyl-piperidin-4-one.

  Acta crystallographica. Section E, Structure reports online 20080801

• Hantzsch synthesis of 2,6-dimethyl-3,5-dimethoxycarbonyl-4-(o-methoxyphenyl)-1,4-dihydropyridine; a novel cyclisation leading to an unusual formation of 1-amino-2-methoxy-carbonyl-3,5-bis(o-methoxyphenyl)-4-oxa-cyclohexan-1-ene.

  Molecules (Basel, Switzerland) 20071126

• Aqueous Barbier allylation of aldehydes mediated by tin.

  Molecules (Basel, Switzerland) 20070829

• Oligonucleotides containing 6-aza-2'-deoxyuridine: synthesis, nucleobase protection, pH-dependent duplex stability, and metal-DNA formation.

  The Journal of organic chemistry 20070608

• 3D-QSAR and molecular docking studies of benzaldehyde thiosemicarbazone, benzaldehyde, benzoic acid, and their derivatives as phenoloxidase inhibitors.

  Bioorganic & medicinal chemistry 20070301

• Discovery of [4-Amino-2-(1-methanesulfonylpiperidin-4-ylamino)pyrimidin-5-yl](2,3-difluoro-6- methoxyphenyl)methanone (R547), a potent and selective cyclin-dependent kinase inhibitor with significant in vivo antitumor activity.

  Journal of medicinal chemistry 20061102

• Fumigant activity of plant essential oils and components from horseradish (Armoracia rusticana), anise (Pimpinella anisum) and garlic (Allium sativum) oils against Lycoriella ingenua (Diptera: Sciaridae).

  Pest management science 20060801

• A novel potato defence-related alcohol:NADP+ oxidoreductase induced in response to Erwinia carotovora.

  Plant molecular biology 20030501

• Remarkably favorable hydration of carbonyl substituents in dicationic bis(arene) ruthenium complexes.

  Journal of the American Chemical Society 20030205

• Trends in lignin modification: a comprehensive analysis of the effects of genetic manipulations/mutations on lignification and vascular integrity.

  Phytochemistry 20021001

• Mechanistic studies on the B(C(6)F(5))(3) catalyzed allylstannation of aromatic aldehydes with ortho donor substituents.

  Journal of the American Chemical Society 20020220

• An experimental and computational evaluation of the energetics of the isomeric methoxyphenylcarbenes generated in carbon atom reactions.

  Journal of the American Chemical Society 20020116

• Solid-state photochromism and photoreactivity of o- and p-anisaldehydes. Remarkable stabilization of o-xylylenols.

  Organic letters 20010517

• Enantioselective synthesis of the AB-ring system of the antitumor antibiotic tetrazomine.

  The Journal of organic chemistry 20010504