20876-99-7

Basic information

• Product Name: 4-hydroxy-N,N-dimethylbenzamide
• Synonyms: Benzamide, 4-hydroxy-N,N-dimethyl-;Benzoic acid,4-hydroxy,amide,N,N-dimethyl;Inchi=1/C9H11no2/C1-10(2)9(12)7-3-5-8(11)6-4-7/H3-6,11H,1-2h;4-hydroxy-N,N-dimethylbenzamide(SALTDATA: FREE);4-hydroxy-N,N-dimethylbenzamide;AKOS BBS-00008691;OTAVA-BB 0117380127
• CAS NO: 20876-99-7
• Molecular Formula: C₉H₁₁NO₂
• Molecular Weight: 165.19
• Mol File: 20876-99-7.mol
• Article Data: 12

Chemical Properties

• Melting Point: 161-162 °C(Solv: ethanol (64-17-5); water (7732-18-5))
• Boiling Point: 342.6°C at 760 mmHg
• Flash Point: 161°C
• Appearance: /
• Density: 1.153g/cm³
• Vapor Pressure: 3.74E-05mmHg at 25°C
• Refractive Index: 1.563
• PKA: 8.41±0.13(Predicted)
• CAS DataBase Reference: 4-hydroxy-N,N-dimethylbenzamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-hydroxy-N,N-dimethylbenzamide(20876-99-7)
• EPA Substance Registry System: 4-hydroxy-N,N-dimethylbenzamide(20876-99-7)

Safety Data

• Hazardous Substances Data: 20876-99-7(Hazardous Substances Data)

Usage

General Description

4-hydroxy-N,N-dimethylbenzamide, also known as parahydroxybenzamide, is a synthesized organic chemical with the molecular formula C9H11NO2. It is a type of benzamide derivative with a hydroxy group attached to the para position of the benzene ring. 4-hydroxy-N,N-dimethylbenzamide is commonly used in the pharmaceutical industry for its analgesic and anti-inflammatory properties. It works by inhibiting the synthesis of prostaglandins, which are known to be associated with pain and inflammation. Additionally, it has been found to have antioxidative and neuroprotective effects, making it a potential candidate for the treatment of neurodegenerative diseases. Overall, 4-hydroxy-N,N-dimethylbenzamide is an important chemical compound with various potential applications in the field of medicine and health.

InChI:InChI=1/C9H11NO2/c1-10(2)9(12)7-3-5-8(11)6-4-7/h3-6,11H,1-2H3

Upstream product

• 7291-00-1 N,N-dimethyl-4-methoxybenzamide 
• 91640-47-0 4-allyloxy-N,N-dimethylbenzamide 
• 84403-55-4 4-(benzyloxy)-N,N-dimethylbenzamide 
• 123-08-0 4-hydroxy-benzaldehyde 
• 68-12-2 N,N-dimethyl-formamide 
• 27914-73-4 4-acetoxybenzoyl chloride 
• 20877-09-2 4-(dimethylcarbamoyl)phenyl acetate 
• 2345-34-8 4-acetyloxy-benzoic acid 
• 99-96-7 4-hydroxy-benzoic acid 
• 540-38-5 p-Iodophenol 
• 106-41-2 4-bromo-phenol 

Downstream Products

• 1391926-57-0 C₁₆H₁₈ClN₅O₃ 
• 1542268-09-6 C₁₂H₁₀Cl₂N₄O₂ 
• 1542268-02-9 C₂₇H₂₈N₆O₆S₂ 
• 1542268-03-0 C₂₅H₃₁N₇O₅S 
• 1542268-04-1 (S)-4-((4-(2-aminothiazol-5-yl)-6-(3-methylmorpholino)-1,3,5-triazin-2-yl)oxy)-N,N-dimethylbenzamide hydrochloride 
• 1542268-00-7 C₂₀H₂₃N₇O₃S*CH₄O₃S 
• 1542268-37-0 C₂₅H₃₁N₇O₅S 
• 1391926-40-1 tert-butyl (5-(4-(4-(dimethylcarbamoyl)phenoxy)-6-morpholino-1,3,5-triazin-2-yl)thiazol-2-yl)carbamate 
• 1391926-30-9 4-((4-(2-aminothiazol-5-yl)-6-morpholino-1,3,5-triazin-2-yl)oxy)-N,N′-dimethylbenzamide hydrochloride 
• 1542268-05-2 C₁₉H₂₁N₇O₃S*CH₄O₃S 
• 1542268-10-9 C₁₇H₂₀ClN₅O₃ 
• 1542268-11-0 C₃₂H₄₁N₇O₇ 
• 1542268-08-5 (S)-4-((4-(6-aminopyridin-3-yl)-6-(3-methylmorpholino)-1,3,5-triazin-2-yl)oxy)-N,N-dimethylbenzamide hydrochloride 
• 1542268-01-8 C₂₇H₂₈N₆O₄S₂ 

Relevant articles and documents

A mild and practical method for deprotection of aryl methyl/benzyl/allyl ethers with HPPh2andtBuOK

A general method for the demethylation, debenzylation, and deallylation of aryl ethers using HPPh2andtBuOK is reported. The reaction features mild and metal-free reaction conditions, broad substrate scope, good functional group compatibility, and high chemical selectivity towards aryl ethers over aliphatic structures. Notably, this approach is competent to selectively deprotect the allyl or benzyl group, making it a general and practical method in organic synthesis.

Facile Access to Amides from Oxygenated or Unsaturated Organic Compounds by Metal Oxide Nanocatalysts Derived from Single-Source Molecular Precursors

Oxidative amidation is a valuable process for the transformation of oxygenated organic compounds to valuable amides. However, the reaction is severely limited by the use of an expensive catalyst and limited substrate scope. To circumvent these limitations, designing a transition-metal-based nanocatalyst via more straightforward and economical methodology with superior catalytic performances with broad substrate scope is desirable. To resolve the aforementioned issues, we report a facile method for the synthesis of nanocatalysts NiO and CuO by the sol-gel-assisted thermal decomposition of complexes [Ni(hep-H)(H2O)4]SO4 (SSMP-1) and [Cu(μ-hep)(BA)]2 (SSMP-2) [hep-H = 2-(2-hydroxylethyl)pyridine; BA = benzoic acid] as single-source molecular precursors (SSMPs) for the oxidative amidation of benzyl alcohol, benzaldehyde, and BA by using N,N-dimethylformamide (DMF) as the solvent and as an amine source, in the presence of tert-butylhydroperoxide (TBHP) as the oxidant, at T = 80 °C. In addition to nanocatalysts NiO and CuO, our previously reported Co/CoO nanocatalyst (CoNC), derived from the complex [CoII(hep-H)(H2O)4]SO4 (A) as an SSMP, was also explored for the aforementioned reaction. Also, we have carefully investigated the difference in the catalytic performance of Co-, Ni-, and Cu-based nanoparticles synthesized from the SSMP for the conversion of various oxygenated and unsaturated organic compounds to their respective amides. Among all, CuO showed an optimum catalytic performance for the oxidative amidation of various oxygenated and unsaturated organic compounds with a broad reaction scope. Finally, CuO can be recovered unaltered and reused for several (six times) recycles without any loss in catalytic activity.

Ru-catalyzed direct amidation of carboxylic acids with N-substituted formamides

The direct amidation of carboxylic acids with N-substituted formamides has been accomplished via ruthenium catalysis. In the presence of ruthenium catalyst, a versatile range of carboxylic acids and N-substituted formamides undergoes amidation reaction to produce synthetically useful amides in good yields. C[dbnd]O in amide product came from benzoic acid but not N-substituted formamides, and which was confirmed by Isotope experiment.