113732-84-6

Basic information

• Product Name: 2-Methyloxazole-4-carbaldehyde
• Synonyms: 2-METHYL-OXAZOLE-4-CARBALDEHYDE;2-METHYL-1,3-OXAZOLE-4-CARBALDEHYDE;2-METHYL-4-FORMYLOXAZOLE;2-Methyl-1,3-oxazole-4-carboxaldehyde;2-Methyl-4-oxazolecarboxaldehyde;2-Methyloxazole-4-carboxaldehyde;2-Methyl-4,5-dihydrooxazole-4-carboxylic acid;2-Methyloxa
• CAS NO: 113732-84-6
• Molecular Formula: C₅H₅NO₂
• Molecular Weight: 111.1
• Product Categories: Heterocyclic Compounds;Heterocycles;Building Blocks;Oxazole;Aldehydes;C1 to C6;Carbonyl Compounds;Chemical Synthesis;Heterocyclic Building Blocks;Organic Building Blocks;Oxazoles
• Mol File: 113732-84-6.mol
• Article Data: 17

Chemical Properties

• Melting Point: 65-69 ºC
• Boiling Point: 183 ºC
• Flash Point: 64 ºC
• Appearance: /
• Density: 1.189
• Vapor Pressure: 0.793mmHg at 25°C
• Refractive Index: 1.516
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -0.34±0.10(Predicted)
• CAS DataBase Reference: 2-Methyloxazole-4-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyloxazole-4-carbaldehyde(113732-84-6)
• EPA Substance Registry System: 2-Methyloxazole-4-carbaldehyde(113732-84-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• WGK Germany: 2
• HazardClass: IRRITANT
• Hazardous Substances Data: 113732-84-6(Hazardous Substances Data)

Usage

Description

2-Methyloxazole-4-carbaldehyde is an organic compound characterized by its unique structure, which features a five-membered oxazole ring with a methyl group at the second position and a formyl group at the fourth position. 2-Methyloxazole-4-carbaldehyde is known for its versatile reactivity and is commonly utilized in various chemical reactions and processes.

Uses

Used in Organic Synthesis:
2-Methyloxazole-4-carbaldehyde is used as a key intermediate in organic synthesis for the production of a wide range of chemical compounds. Its unique structure allows it to participate in various reactions, such as condensation, cyclization, and substitution, making it a valuable building block for the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Methyloxazole-4-carbaldehyde is used as a starting material for the synthesis of various drug candidates. Its ability to form stable and bioactive compounds makes it an attractive choice for the development of new medications with potential therapeutic applications.
Used in Agrochemical Industry:
2-Methyloxazole-4-carbaldehyde also finds application in the agrochemical industry, where it is used as a precursor for the synthesis of pesticides and other crop protection agents. Its reactivity and stability contribute to the development of effective and environmentally friendly agrochemical products.
Used in Flavor and Fragrance Industry:
In the flavor and fragrance industry, 2-Methyloxazole-4-carbaldehyde is used as a building block for the creation of unique and complex scents. Its ability to form a variety of chemical compounds allows for the development of novel fragrances and flavorings that can be used in a wide range of consumer products, such as perfumes, cosmetics, and food products.

InChI:InChI=1/C5H5NO2/c1-4-6-5(2-7)3-8-4/h2-3H,1H3

Upstream product

• 10200-43-8 2-methyl-4-carbethoxy-1,3-oxazole 
• 141567-53-5 4-hydroxymethyl-2-methyloxazole 
• 85806-67-3 2-methyl-oxazole-4-carboxylic acid methyl ester 
• 155884-28-9 4,5-dihydro-2-methyl-oxazole-4-carboxylic acid methyl ester 
• 141029-63-2 2-methyloxazoline-4-carboxylic acid methyl ester 
• 87413-09-0 Dess-Martin periodane 
• 1191-15-7 diisobutylaluminium hydride 
• 73859-07-1 N-cyanomethyl-acetimidic acid ethyl ester 
• 23012-17-1 2-methyl-1,3-oxazol-4-carboxylic acid 
• 875553-59-6 N-methoxy-N-methyl-2-methyloxazole-4-carboxamide 
• 89282-09-7 2-methyl-4-oxazolecarbonitrile 
• 68683-04-5 ethyl (2-methyl-2-oxazolin-4-yl)carboxylate 

Downstream Products

• 139630-91-4 (E)-2-methyl-3-(2-methyloxazol-4-yl)acrylaldehyde 
• 139630-91-4 (Z)-2-Methyl-3-(2-methyl-oxazol-4-yl)-propenal 
• 216318-32-0 (E)-3-(2-Methyl-oxazol-4-yl)-acrylic acid methyl ester 
• 570388-92-0 (2R,6R)-2-[2-(4-Methoxy-benzyloxy)-ethyl]-6-(2-methyl-oxazol-4-yl)-tetrahydro-pyran-4-one 
• 1026407-02-2 4-[(2R,6R)-6-((2R,6R)-6-Benzyloxymethyl-4-methylene-tetrahydro-pyran-2-ylmethyl)-4-triethylsilanyloxy-3,6-dihydro-2H-pyran-2-yl]-2-methyl-oxazole 
• 570389-18-3 2,2-Dimethyl-propionic acid (2R,4S,6R)-2-benzyloxymethyl-6-[(2R,6R)-6-(2-methyl-oxazol-4-yl)-4-triethylsilanyloxy-5,6-dihydro-2H-pyran-2-ylmethyl]-tetrahydro-pyran-4-yl ester 
• 570389-20-7 2,2-Dimethyl-propionic acid (2R,4S,6R)-2-benzyloxymethyl-6-[(2S,6S)-6-(2-methyl-oxazol-4-yl)-4-triethylsilanyloxy-5,6-dihydro-2H-pyran-2-ylmethyl]-tetrahydro-pyran-4-yl ester 
• 237735-31-8 (2E,4S,6S,7S,8R,9E,11E,13E)-3,7,9,13-tetramethyl-8-methoxy-14-(2'-methyl-4'-oxazolyl)-6-(p-nitrobenzoate)-4-[(triisopropylsilyl)oxy]-2,9,11,13-tetradecatetraen-1-al 
• 237735-43-2 (2E,4S,6S,7S,8R,9E,11E,13E)-3,7,9,13-tetramethyl-8-methoxy-14-(2'-methyl-4'-oxazolyl)-6-(p-nitrobenzoate)-4-[(triisopropylsilyl)oxy]-2,9,11,13-tetradecatetraen-1-ol 
• 237735-42-1 (2E,4S,6S,7S,8R,9E,11E,13E)-1-[(t-butyldimethylsilyl)oxy]-3,7,9,13-tetramethyl-8-methoxy-14-(2'-methyl-4'-oxazolyl)-6-(p-nitrobenzoate)-4-[(triisopropylsilyl)oxy]-2,9,11,13-tetradecatetraene 
• 544429-53-0 (2E,4S,6S,7S,8R,9E,11E,13E)-1-[(t-butyldimethylsilyl)oxy]-3,7,9,13-tetramethyl-14-(2'-methyl-4'-oxazolyl)-6-(p-nitrobenzoate)-4-[(triisopropylsilyl)oxy]-2,9,11,13-tetradecatetraen-8-ol 
• 237735-34-1 4-nitro-benzoic acid 1-{7-[6-(tert-butyl-dimethyl-silanyloxy)-4-(2-triethylsilanyloxy-ethyl)-tetrahydro-pyran-2-yl]-3-methyl-2-triisopropylsilanyloxy-octa-3,5-dienyl}-3-methoxy-2,4,8-trimethyl-9-(2-methyl-oxazol-4-yl)-nona-4,6,8-trienyl ester 
• 544429-39-2 (1E,3E,5E,12E)-(8S,9R,11S)-11-Benzyloxy-14-(tert-butyl-dimethyl-silanyloxy)-9-hydroxy-2,6,8,12-tetramethyl-1-(2-methyl-oxazol-4-yl)-tetradeca-1,3,5,12-tetraen-7-one 
• 544429-41-6 (2E,9E,11E,13E)-(4S,6R,7S,8R)-4-Benzyloxy-1-(tert-butyl-dimethyl-silanyloxy)-8-methoxy-3,7,9,13-tetramethyl-14-(2-methyl-oxazol-4-yl)-tetradeca-2,9,11,13-tetraen-6-ol 

Relevant articles and documents

Versatile Photochemical Reactivity of Diverse Substituted 2-, 4- and 5-(o-Vinylstyryl)oxazoles

To study the effects of the position of the hexatrienyl moiety on the oxazole ring, novel substituted cis/trans-2/4/5-(2-vinylstyryl)oxazoles have been synthesized. These novel compounds were prepared by Wittig reaction from the diphosphonium salt of α,α′-o-xylenedibromide, formaldehyde and the corresponding 2-methyl-4-, 4-methyl-2-, 2-pheny-5- and 4-methyl-5-oxazolecarbaldehyde, respectively. Aldehydes were synthesized by using several synthetic approaches. By applying intramolecular photocycloaddition, 2-methyl-4-(2-vinylstyryl)oxazole afforded, as major product, fused oxazoline-benzobicyclo[3.2.1]octene with small quantities of 4-(1,2-dihydronaphthalen-2-yl)-2-methyloxazole, as electrocyclization product. Upon irradiation of 4-methyl-5-(2-vinylstyryl)oxazole, endo- and exo-benzobicyclo[2.1.1]hexene products were formed by [2+2] cycloaddition; this was the first instance of the 1,4-closure to the bicyclo[2.1.1]hexene skeleton in the 2-, 4-, and 5-oxazole-stilbene derivatives studied so far. Derivatives 2-phenyl-5- and 4-methyl-2-(2-vinylstyryl)oxazole did not react and gave only high-weight molecular products but were crucial as a comparison in the overall mechanistic study. We have found that, depending on the position of the hexatrienyl moiety in the oxazole ring, as well as on the position of the methyl/phenyl substituents, these new vinylstyryl-2/4/5-oxazole derivatives show diverse photochemical behavior.

The first total synthesis of the antitumor macrolide, rhizoxin

The first total synthesis of the antitumor macrolide, rhizoxin in a highly stereocontrolled manner is described.

Synthesis of 4-arylethynyl-2-methyloxazole derivatives as mGluR5 antagonists for use in the treatment of drug abuse

In structure-activity relationship studies directed toward the use of mGluR5 antagonists in the treatment of drug abuse, we sought a convenient means for gaining access to the oxazole analogues of MTEP. Toward this end, the aldehyde group in 2-methyloxazo

Oxidative rearrangements of isobenzofurans: Studies toward the synthesis of the ajudazols

(Chemical Equation Presented) We present a new facet of isobenzofuran chemistry which allows for its efficient manipulation to generate biologically relevant entities. This methodology has been successfully applied toward the synthesis of ajudazol A.