5078-07-9

Basic information

• Product Name: 6-Hydroxy-2-methylbenzoxazole
• Synonyms: 6-Benzoxazolol, 2-Methyl-;2-Methylbenzo[d]oxazol-6-ol;2-methyl-1,3-benzoxazol-6-ol;6-Hydroxy-2-methylbenzoxazole;2-methyl-1,3-benzoxazol-6-ol(SALTDATA: FREE)
• CAS NO: 5078-07-9
• Molecular Formula: C₈H₇NO₂
• Molecular Weight: 149.15
• Mol File: 5078-07-9.mol
• Article Data: 20

Chemical Properties

• Melting Point: 196 °C
• Boiling Point: 278.7 °C at 760 mmHg
• Flash Point: 122.3 °C
• Appearance: /
• Density: 1.305 g/cm³
• Storage Temp.: 2-8°C
• PKA: 8.49±0.40(Predicted)
• CAS DataBase Reference: 6-Hydroxy-2-methylbenzoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Hydroxy-2-methylbenzoxazole(5078-07-9)
• EPA Substance Registry System: 6-Hydroxy-2-methylbenzoxazole(5078-07-9)

Safety Data

• Hazardous Substances Data: 5078-07-9(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 68, 1982 DOI: 10.1055/s-1982-29704

Upstream product

• 850925-13-2 2',4'-Dihydroxyacetophenone oxime 
• 79-24-3 Nitroethane 
• 108-46-3 recorcinol 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 6134-79-8 1-(2,4-dihydroxy-phenyl)-ethanone oxime 
• 34781-86-7 4-aminoresorcinol hydrochloride 
• 75-36-5 acetyl chloride 
• 698-31-7 4-nitroso-1,3-benzenediol 
• 859815-01-3 2,4-diacetoxy-1-diacetylamino-benzene 
• 111364-29-5 (1Z)-1-(2,4-dihydroxyphenyl)ethanone oxime 
• 2735-04-8 2,4-Dimethoxyaniline 
• 23997-80-0 2,4-dimethoxyacetophenone oxime 
• 3163-07-3 4-nitroresorcinol 
• 108-24-7 acetic anhydride 

Downstream Products

• 1036393-28-8 C₁₅H₁₉NO₄ 
• 1036393-08-4 C₂₅H₂₅NO₄ 
• 1036394-75-8 C₁₈H₁₈FNO₃ 
• 312600-96-7 6-fluoro-2-methylbenzo[d]oxazole 
• 1252592-60-1 6-(benzyloxy)-2-methylbenzoxazole 
• 537677-66-0 4-{[(6-hydroxybenzoxazol-2-yl)methyl](4H-1,2,4-triazol-4-yl)amino}benzonitrile 
• 536974-98-8 4-({[6-(benzyloxy)benzoxazol-2-yl]methyl}(4H-1,2,4-triazol-4-yl)amino)benzonitrile 
• 536974-97-7 6-(benzyloxy)-2-(bromomethyl)benzoxazole 
• 951235-21-5 2-(2-(4-dimethylaminophenyl)vinyl)-benzooxazol-6-ol 
• 227941-80-2 2-methyl-6-benzoyloxybenzoxazole 
• 71516-09-1 2-Acetylamino-5-benzoyloxy-phenol 
• 5078-08-0 2-Methyl-6-ethoxy-benzoxazol 
• 644968-88-7 4-(acetylamino)-3-{[(2S)-2-methyloxiran-2-yl]methoxy}phenyl benzoate 
• 1429197-43-2 2-methyl-6-{[(7S,8aS)-2-{[3-(trifluoromethyl)phenyl]sulfonyl}octahydro-pyrrolo[1,2-a]pyrazin-7-yl]oxy}-1,3-benzoxazole 

Relevant articles and documents

A novel method for the synthesis of oxazolocoumarin derivatives

Anodic oxidation of 7-hydroxycoumarin derivatives 1a-f in anhyd acetonitrile-lithium perchlorate at constant potential between 1.70-1.80 V (vs. Ag/10-2 M Ag+) using an undivided cell and platinium gauze electrodes leads to the formation of the corresponding oxazolocoumarin derivatives 2 and/or 3 according to the position of the second OH group in the benzene ring of the coumarin derivatives 1e,f. The formation of these oxidation products is discussed.

Multicatalytic Beckmann rearrangement of 2-hydroxylarylketone oxime: Switchable synthesis of benzo[d]oxazoles and N-(2-hydroxylaryl)amides

A switchable synthesis route is developed for benzo[d]oxazole derivatives and (2-hydroxylaryl)benzamide from 2-hydroxylbenzeneketoxime using organomolecules (BOP-Cl, and CNC) and Lewis acid cocatalyzed Beckmann rearrangement (BR) reaction. Further, this reaction is switched using different organocatalysts.

One-pot synthesis of benzoxazoles via the metal-free ortho-C-H functionalization of phenols with nitroalkanes

PPA-activated nitroalkanes are employed in the design of a one-pot cascade transformation involving metal-free and oxidant-free direct ortho-C-H functionalization, followed by Beckman rearrangement and intramolecular cyclocondensation to produce benzoxazoles and benzobisoxazoles directly from easily available phenols.