2318-82-3

Basic information

• Product Name: N-Hydroxy-4-methylbenzamide
• Synonyms: N-Hydroxy-4-methylbenzamide;BenzaMide, N-hydroxy-4-Methyl-
• CAS NO: 2318-82-3
• Molecular Formula: C₈H₉NO₂
• Molecular Weight: 151.16256
• Mol File: 2318-82-3.mol
• Article Data: 44

Chemical Properties

• Melting Point: 147 °C
• Appearance: /
• Density: 1.189±0.06 g/cm3(Predicted)
• PKA: 9.04±0.10(Predicted)
• CAS DataBase Reference: N-Hydroxy-4-methylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Hydroxy-4-methylbenzamide(2318-82-3)
• EPA Substance Registry System: N-Hydroxy-4-methylbenzamide(2318-82-3)

Safety Data

• Hazardous Substances Data: 2318-82-3(Hazardous Substances Data)

Upstream product

• 874-60-2 4-methyl-benzoyl chloride 
• 28100-85-8 4-methylbenzhydroxamic acid potassium salt 
• 83039-57-0 2,5-dioxopyrrolidin-1-yl 4-methylbenzoate 
• 10347-11-2 4-(methylbenzoyl)imidazoline 
• 3235-02-7 p-methylbenzaldehyde oxime 
• 104-87-0 4-methyl-benzaldehyde 
• 99-94-5 p-Toluic acid 
• 94-08-6 4-methylbenzoic acid ethyl ester 
• 99-75-2 4-methyl-benzoic acid methyl ester 

Downstream Products

• 105105-12-2 N-acetoacetyloxy-4-methylbenzamide 
• 29336-32-1 N-acetoxy-4-methyl-benzamide 
• 84927-95-7 MoO₂(ONHCO(C₆H₄CH₃))2 
• 1167539-64-1 C₃₈H₅₃NO₄ 
• 1167539-87-8 5,8-dihydro-8α,5α-(N-4-methylbenzoylepoxyimino)-ergosterol acetate 
• 1167539-61-8 C₃₈H₅₃NO₄ 
• 106-49-0 p-toluidine 
• 86065-10-3 O-allyl-N-(4-methylphenyl)carbamate 
• 621-00-1 1,3-di-p-tolylurea 
• 22671-74-5 N-butyl-N’-(4-methylphenyl)urea 
• 22166-52-5 p-Methyl-benzoyl-aminoxy-essigsaeureethylester 
• 62758-39-8 6-chloro-3-(4-methyl-benzoyl)-3,4-dihydro-benzo[d][1,2]oxazin-1-one 
• 62758-36-5 3-(4-methyl-benzoyl)-3,4-dihydro-benzo[d][1,2]oxazin-1-one 
• 80-05-7 BPA 

Relevant articles and documents

Cu(II)-Catalyzed C-H Amidation/Cyclization of Azomethine Imines with Dioxazolones via Acyl Nitrenes: A Direct Access to Diverse 1,2,4-Triazole Derivatives

We report a Cu(II)-catalyzed C-H amidation/cyclization of azomethine imines with dioxazolones as acyl nitrene transfer reagents under additive-and ligand-free conditions. An array of 1,2,4-triazolo[1,5-a]pyridine derivatives were afforded in moderate to good yields with excellent functional group tolerance. In addition, scale-up reaction and photoluminescence properties were discussed.

Thioether-Directed NiH-Catalyzed Remote γ-C(sp3)-H Hydroamidation of Alkenes by 1,4,2-Dioxazol-5-ones

A NiH-catalyzed thioether-directed cyclometalation strategy is developed to enable remote methylene C-H bond amidation of unactivated alkenes. Due to the preference for five-membered nickelacycle formation, the chain-walking isomerization initiated by the NiH insertion to an alkene can be terminated at the γ-methylene site remote from the alkene moiety. By employing 2,9-dibutyl-1,10-phenanthroline as the ligand and dioxazolones as the reagent, the amidation occurs at the γ-C(sp3)-H bonds to afford the amide products in up to 90% yield (>40 examples) with remarkable regioselectivity (up to 24:1 rr).

Rhodium(III)-Catalyzed Aldehyde C?H Activation and Functionalization with Dioxazolones: An Entry to Imide Synthesis

A rhodium(III)-based catalytic system has been used to develop a C?H bond activation of benzaldehyde derivatives and subsequent functionalization with dioxazolones in order to afford imides. The importance of the nature of the directing group to perform selectively the aldehydic C?H bond activation has been highlighted. The scope investigation showed that this transformation could be applied to various dioxazolones and many benzaldehyde derivatives as well as an acrolein derivative. Derivatization reactions of the imide products demonstrated the synthetic utility of this rhodium-catalyzed aldehydic C?H amidation.