74052-89-4 Usage
Description
N-(4-hydroxyphenyl)pivalamide, also known as NHP, is a chemical compound with the molecular formula C11H15NO2. It is a pivaloyl derivative of p-aminophenol, characterized by its white to off-white crystalline powder form and sparing solubility in water. With a melting point of 148-150°C, NHP serves as a versatile intermediate in the synthesis of pharmaceuticals, dyes, and other organic compounds. Known for its role as a protecting group for the phenolic hydroxyl group in chemical reactions, NHP is considered to have low toxicity, although further research is required to assess its potential risks to human health and the environment.
Uses
Used in Pharmaceutical Synthesis:
N-(4-hydroxyphenyl)pivalamide is used as an intermediate in the pharmaceutical industry for the synthesis of various drugs. Its role as a protecting group for the phenolic hydroxyl group allows for the controlled modification of active pharmaceutical ingredients, enhancing the stability and efficacy of the final drug products.
Used in Dye Production:
In the dye industry, NHP is utilized as a key intermediate in the production of various dyes. Its chemical properties enable the creation of dyes with specific color characteristics and improved performance in different applications.
Used in Organic Synthesis:
N-(4-hydroxyphenyl)pivalamide is employed as a building block in organic synthesis across various chemical industries. Its versatility allows for the development of new organic compounds with diverse applications, including specialty chemicals, agrochemicals, and materials science.
As a Protecting Group in Chemical Reactions:
NHP serves as a protecting group for the phenolic hydroxyl group in various chemical reactions. This function is crucial in organic synthesis, as it allows chemists to temporarily mask the reactivity of the hydroxyl group, preventing unwanted side reactions and facilitating the synthesis of complex molecules with greater precision and control.
Check Digit Verification of cas no
The CAS Registry Mumber 74052-89-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,4,0,5 and 2 respectively; the second part has 2 digits, 8 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 74052-89:
(7*7)+(6*4)+(5*0)+(4*5)+(3*2)+(2*8)+(1*9)=124
124 % 10 = 4
So 74052-89-4 is a valid CAS Registry Number.
74052-89-4Relevant articles and documents
Redox-Neutral Selenium-Catalysed Isomerisation of para-Hydroxamic Acids into para-Aminophenols
Chuang, Hsiang-Yu,Schupp, Manuel,Meyrelles, Ricardo,Maryasin, Boris,Maulide, Nuno
, p. 13778 - 13782 (2021/03/31)
A selenium-catalysed para-hydroxylation of N-aryl-hydroxamic acids is reported. Mechanistically, the reaction comprises an N?O bond cleavage and consecutive selenium-induced [2,3]-rearrangement to deliver para-hydroxyaniline derivatives. The mechanism is studied through both 18O-crossover experiments as well as quantum chemical calculations. This redox-neutral transformation provides an unconventional synthetic approach to para-aminophenols.
Introduction of a hydroxy group at the para position and N-iodophenylation of N-arylamides using phenyliodine(III) bis(trifluoroacetate)
Itoh, Naoki,Sakamoto, Takeshi,Miyazawa, Etsuko,Kikugawa, Yasuo
, p. 7424 - 7428 (2007/10/03)
The reaction of anilides with phenyliodine(III) bis(trifluoroacetate) (PIFA) in trifluoroacetic acid (TFA), TFA-CHCl3, or hexafluoroisopropyl alcohol (HFIP) is described. When the acyl group of the anilide is highly electronegative, such as trifluoroacetyl, or the phenyl group is substituted with an electron-withdrawing group, the 4-iodophenyl group is transferred from PIFA to the amide nitrogen to afford acetyldiarylamines. On the other hand, when the acyl group contains an electron-donating function, such as 4-methoxyphenyl, or the phenyl group is substituted with an electron-donating group, a trifluoroacetoxy group is transferred to the para position of the anilide aromatic ring. This group is hydrolyzed during workup to produce the corresponding phenol.
Highly chemoselective acylation of substituted aminophenols with 3-(trimethylacetyl)-1,3-thiazolidine-2-thione
Dai, Wei-Min,Cheung, Yuk King,Tang, Kit Wan,Choi, Pui Yiu,Chung, Suet Lam
, p. 12263 - 12276 (2007/10/02)
A general procedure for chemoselective acylation of substituted aminophenols has been developed. The N-acetylated products 7 and 10a-h were prepared by treating the aminophenols with 3-(trimethylacetyl)-1,3-thiazolidine-2-thione (1) in refluxing THF in 70-100% yield. The esters 8 and 13d,b,j of 3- and 4-amino phenols could be obtained in 70-94% yield by treating with NaH and 1.
