24109-06-6

Basic information

• Product Name: N-(4-bromophenyl)-2,2-dimethylpropanamide
• Synonyms: N-(4-bromophenyl)-2,2-dimethylpropanamide;N-(4-broMophenyl)pivalaMide
• CAS NO: 24109-06-6
• Molecular Formula: C₁₁H₁₄BrNO
• Molecular Weight: 256.13896
• Mol File: 24109-06-6.mol
• Article Data: 22

Chemical Properties

• Melting Point: 154 °C
• Boiling Point: 368.3°C at 760 mmHg
• Flash Point: 176.5°C
• Appearance: /
• Density: 1.36g/cm³
• Vapor Pressure: 1.29E-05mmHg at 25°C
• Refractive Index: 1.573
• PKA: 14.25±0.70(Predicted)
• CAS DataBase Reference: N-(4-bromophenyl)-2,2-dimethylpropanamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-bromophenyl)-2,2-dimethylpropanamide(24109-06-6)
• EPA Substance Registry System: N-(4-bromophenyl)-2,2-dimethylpropanamide(24109-06-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 24109-06-6(Hazardous Substances Data)

Usage

General Description

N-(4-bromophenyl)-2,2-dimethylpropanamide is a chemical compound with the molecular formula C12H16BrNO. It is a white to off-white solid with a molecular weight of 268.16 g/mol. N-(4-bromophenyl)-2,2-dimethylpropanamide is used in organic synthesis and pharmaceutical research as a building block for the synthesis of various pharmaceutical drugs. It possesses potential medicinal properties and has been studied for its anti-inflammatory and analgesic effects. N-(4-bromophenyl)-2,2-dimethylpropanamide is also used as a reagent in chemical reactions to introduce the bromine-containing group into various organic molecules. However, it should be handled with care and in accordance with safety measures due to its potential health and environmental hazards.

InChI:InChI=1/C11H14BrNO/c1-11(2,3)10(14)13-9-6-4-8(12)5-7-9/h4-7H,1-3H3,(H,13,14)

Upstream product

• 75-98-9 Trimethylacetic acid 
• 624-92-0 Dimethyldisulphide 
• 171881-32-6 N-(2,4-dibromophenyl)-2,2-dimethylpropanamide 
• 3282-30-2 pivaloyl chloride 
• 106-40-1 4-bromo-aniline 
• 2493-02-9 4-bromophenyl isocyanate 
• 1538-75-6 2,2-dimethylpropanoic anhydride 
• 615-57-6 2,4-dibromo-aniline 
• 6625-74-7 N-pivaloylaniline 
• 62-53-3 aniline 
• 193533-92-5 4-methyl-1,2,3-trifluorobenzene 

Downstream Products

• 240139-83-7 N-(4-(2-pyrimidinyl)phenyl)-2,2-dimethylpropanamide 
• 1233967-38-8 C₁₃H₁₃BrF₃NO₂ 
• 1433186-68-5 N-(4-bromo-2-(trifluoromethyl)phenyl)pivalamide 
• 10075-50-0 5-bromo-1H-indole 
• 171881-32-6 N-(2,4-dibromophenyl)-2,2-dimethylpropanamide 
• 165180-44-9 N-(4-bromo-2-fluorophenyl)pivalamide 
• 1609932-63-9 N-(4-(hydroxy(3-methoxyquinoxalin-6-yl)methyl)phenyl)pivalamide 
• 1609932-60-6 N-(4-(hydroxy(3-morpholinoquinoxalin-6-yl)methyl)phenyl)pivalamide 
• 1351696-94-0 C₁₈H₁₇BrClNO₂ 

Relevant articles and documents

Equivalent Loading of Directed Arenes in Pd(II)-Catalyzed Oxidative Cross-Coupling of Aryl C-H Bonds at Room Temperature

The unsymmetrical biaryls (Ar1-Ar2) produced by the catalytic cross-couplings of aryl halides (Ar1-halo) with aryl metallics (Ar2-M) in the loading ratio of 1:1 are popular in chemical synthesis. In contrast, there has been less precedence on the same biaryls produced effectively from two normal aryl C-H bonds with equivalent loading. Here, we report that, in a palladium/oxidant/acid catalytic system at room temperature, one arene (Ar1-H, 1 equiv) can highly selectively couple with the other one (Ar2-H, 1 equiv) to afford the target Ar1-Ar2 just by controlling the directing groups and the substituted groups on their phenyl rings. The utility of this one-one cross-coupling is also demonstrated by synthesis of a few bioactive molecules.

Exogenous Photosensitizer-, Metal-, and Base-Free Visible-Light-Promoted C-H Thiolation via Reverse Hydrogen Atom Transfer

Visible-light-driven, intramolecular C(sp2)-H thiolation has been achieved without addition of a photosensitizer, metal catalyst, or base. This reaction induces the cyclization of thiobenzanilides to benzothiazoles. The substrate absorbs visible light, and its excited state undergoes a reverse hydrogen-atom transfer (RHAT) with 2,2,6,6-tetramethylpiperidine N-oxyl to form a sulfur radical. The addition of the sulfur radical to the benzene ring gives an aryl radical, which then rearomatizes to benzothiazole via RHAT.

A para-C–H Functionalization of Aniline Derivatives via In situ Generated Bulky Hypervalent Iodinium Reagents

A practical para-C-H functionalization of aniline derivatives has been developed using an in situ generated bulky hypervalent iodinium reagent. Para-iodo, bromo, chloro, nitro, trifluormethyl aniline derivatives can be obtained efficiently, in many cases in 10 min in a transition metal-free manner. Medicinal chemicals or intermediates can be purified without column chromatography or recrystallization, which significantly reduces the waste and simplifies the work-up process.