95-21-6

Basic information

• Product Name: 2-Methylbenzoxazole
• Synonyms: METHYLBENZOXAZOLE;2-METHYLBENZODOXAZOLE;2-Methylbenzoxazol;2-METHYLBENZOXAZOLE;1-ACETYLIDENE-O-AMINOPHENOL;TABAXOL;2-Methyl-1,3-benzoxazole;2-Methyl-benzooxazole
• CAS NO: 95-21-6
• Molecular Formula: C₈H₇NO
• Molecular Weight: 225.04
• EINECS: 202-399-9
• Product Categories: Intermediates of Dyes and Pigments;blocks;Bromides;Oxazoles;FluoroCompounds;NitroCompounds;Oxazole&Isoxazole;Heterocyclic Compounds;Building Blocks;Heterocyclic Building Blocks
• Mol File: 95-21-6.mol
• Article Data: 99

Chemical Properties

• Melting Point: 5-10 °C(lit.)
• Boiling Point: 178 °C(lit.)
• Flash Point: 167 °F
• Appearance: clear colourless to yellow liquid
• Density: 1.121 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.458mmHg at 25°C
• Refractive Index: n20/D 1.548(lit.)
• Storage Temp.: Refrigerator
• PKA: 1.58±0.10(Predicted)
• Water Solubility: Not miscible in water.
• BRN: 112297
• CAS DataBase Reference: 2-Methylbenzoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methylbenzoxazole(95-21-6)
• EPA Substance Registry System: 2-Methylbenzoxazole(95-21-6)

Safety Data

• Hazard Codes: Xn,Xi,C
• Statements: 22-36/37/38-41-37/38-34-20/21/22
• Safety Statements: 26-36/37/39-37/39-45-27
• RIDADR: UN 1760
• WGK Germany: 3
• RTECS: DM4850000
• F: 8
• TSCA: Yes
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 95-21-6(Hazardous Substances Data)

Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 95-21-6 differently. You can refer to the following data:
1. clear colourless to yellow liquid
2. Yellowish liquid; burnt roast aroma.

Uses

2-Methylbenzoxazole has been used in synthesis of bis-styryl dyes. It is also used in medicine and for the synthesis of other organic compounds.

Definition

ChEBI: A member of the class of 1,3-benzoxazoles that is 1,3-benzoxazole substituted by a methyl group at position 2.

Aroma threshold values

High strength odor, tobacco type; recommend smelling in a 0.10% solution or less.

Synthesis Reference(s)

Tetrahedron Letters, 37, p. 675, 1996 DOI: 10.1016/0040-4039(95)02240-6

Biochem/physiol Actions

Odor at 1.0%: Musty, nutty pecan, almond and pistachio-like, tobacco, vanilla-like with brown roasted burnt rubber and cooked rice-like nuances.Taste at 2.0ppm: Musty, nutty, vanilla and rice-like.

InChI:InChI=1/C8H7NO/c1-6-9-7-4-2-3-5-8(7)10-6/h2-5H,1H3

Upstream product

• 5467-64-1 2-acetamidophenyl acetate 
• 108-24-7 acetic anhydride 
• 95-55-6 2-amino-phenol 
• 64-19-7 acetic acid 
• 688-71-1 tri-n-propyl borate 
• 614-80-2 2-(acetylamino)phenol 
• 88-75-5 2-hydroxynitrobenzene 
• 75-36-5 acetyl chloride 
• 64-17-5 ethanol 
• 610-67-3 1-ethoxy-2-nitrobenzene 
• 82833-70-3 2-aminophenyl acetate 
• 53201-76-6 2-chloro-3-acetyl-4,5-benzo-1,3,2-oxazaphospholane 
• 67-66-3 chloroform 
• 7664-93-9 sulfuric acid 

Downstream Products

• 128499-46-7 3-Methyl-2-(4-phenyl-phthalazin-1-yl)-1,2-dihydro-benzo[1,2,4]triazine 
• 128499-47-8 2-(5,6-Diphenyl-[1,2,4]triazin-3-yl)-3-methyl-1,2-dihydro-benzo[1,2,4]triazine 
• 5260-37-7 3-ethyl-2-methyl-1,3-benzoxazol-3-ium iodide 
• 128499-43-4 3-Methyl-2-(toluene-4-sulfonyl)-1,2-dihydro-benzo[1,2,4]triazine 
• 128499-44-5 2-(2,4-Dinitro-phenyl)-3-methyl-1,2-dihydro-benzo[1,2,4]triazine 
• 2592-14-5 1-hydroxy-2-aminobenzene-5-sulfonic acid 
• 95-55-6 2-amino-phenol 
• 614-80-2 2-(acetylamino)phenol 
• 40071-07-6 2-(benzoxazol-2-yl)malondialdehyde 
• 75762-23-1 methyl 2-(benzo[d]oxazol-2-yl)acetate 
• 14468-53-2 2-(trichloromethyl)benzo[d]oxazole 

Relevant articles and documents

Disubstituted Ferrocenyl Iodo- And Chalcogenoalkynes as Chiral Halogen and Chalcogen Bond Donors

Asymmetric catalysis based on halogen and chalcogen bonds (XB and ChB) is in its infancy, and the search for new chiral XB and ChB donors represents a crucial step toward its development. In this context, we designed and prepared new motifs containing three key substructures: namely, regions of electron charge density depletion centered on iodine and chalcogen atoms, the ethynyl functionality, and the planar chiral ferrocenyl platform. Nine ferrocenyl iodoalkynes were prepared as pure enantiomers by asymmetric synthesis. The XB donor property of racemic ferrocenyl iodoalkynes was demonstrated in solution in two benchmark reactions: the Ritter reaction and the benzoxazole synthesis from thioamides. In contrast, the ferrocenyl chalcogenoalkynes were far less active in these reactions. The potential of racemic and enantiopure ferrocenyl iodoalkynes as XB donors was also confirmed by X-ray diffraction analysis, showing I···C contacts between the electropositive σ-hole of the iodine atom and electron-rich πclouds for all crystal structures studied in the solid state.

Synthetic Applications of a New Magnetic Mesoporous Nanocomposite Catalyst Fe3O4@MCM-41@NH-SO3H

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Application of [PVP-SO3H] HSO4 as an Efficient Polymeric-Based Solid Acid Catalyst in the Synthesis of Some Benzimidazole Derivatives

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