27151-54-8 Usage
Description
4-(4-Methoxyanilino)phenol, also known as p-anisidine, is an organic compound that serves as an intermediate in the synthesis of various chemical products. It is characterized by its molecular structure, which includes a methoxy group attached to an aniline group connected to a phenol molecule. 4-(4-Methoxyanilino)phenol is known for its reactivity and is used in the production of dyes, pharmaceuticals, and other chemical substances.
Uses
Used in Chemical Synthesis:
4-(4-Methoxyanilino)phenol is used as a chemical intermediate for the production of 4,4''-Iminodiphenol (I409010), which is derived from 4,4''-Dimethoxydiphenylamine (D461065). This diphenylamine derivative is utilized as a chemical additive in the curing process of rubber, enhancing the product's properties and performance.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-(4-Methoxyanilino)phenol is used as a building block for the synthesis of various drugs. Its unique chemical structure allows it to be a versatile component in the development of new medications, potentially contributing to the treatment of various health conditions.
Used in Dye Manufacturing:
4-(4-Methoxyanilino)phenol is also employed in the manufacturing of dyes due to its reactive nature. It can be used to produce a range of colors, which can be applied in various industries such as textiles, plastics, and printing.
Synthesis Reference(s)
Journal of the American Chemical Society, 77, p. 1762, 1955 DOI: 10.1021/ja01612a012
Check Digit Verification of cas no
The CAS Registry Mumber 27151-54-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,7,1,5 and 1 respectively; the second part has 2 digits, 5 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 27151-54:
(7*2)+(6*7)+(5*1)+(4*5)+(3*1)+(2*5)+(1*4)=98
98 % 10 = 8
So 27151-54-8 is a valid CAS Registry Number.
InChI:InChI=1/C13H13NO2/c1-16-13-8-4-11(5-9-13)14-10-2-6-12(15)7-3-10/h2-9,14-15H,1H3
27151-54-8Relevant articles and documents
"on Water" Promoted Ullmann-Type C-N Bond-Forming Reactions: Application to Carbazole Alkaloids by Selective N-Arylation of Aminophenols
Chakraborti, Gargi,Paladhi, Sushovan,Mandal, Tirtha,Dash, Jyotirmayee
, p. 7347 - 7359 (2018/07/29)
The Ullmann-type cross coupling of a variety of aromatic, aliphatic amines with aryl halides is reported using a CuI-based catalytic system in combination with an easily accessible prolinamide ligand in aqueous media. The method is mild and tolerant to air, moisture, and a wide range of functional groups, providing a novel way to access a variety of aminated products. Secondary amines like heteroaromatic amines and nucleobases have also been used, affording the corresponding coupling products in good to excellent yields. Moreover, this method has been employed for chemoselective C-N arylation of aminophenols and further utilized for the synthesis of carbazole natural products, avoiding the protection and deprotection steps.
Room-Temperature CuI-Catalyzed Amination of Aryl Iodides and Aryl Bromides
Ding, Xiaomei,Huang, Manna,Yi, Zhou,Du, Dongchen,Zhu, Xinhai,Wan, Yiqian
, p. 5416 - 5423 (2017/05/25)
A general and effective CuI/N′,N′-diaryl-1H-pyrrole-2-carbohydrazide catalyst system was developed for the amination of aryl iodides and bromides at room temperature with good chemoselectivity between -OH and -NH2 groups. Only 5 mol % of CuI and ligands was needed in this protocol to effect the amination of various aryl bromides and aryl iodides with a wide range of aliphatic and aryl amines (1.3 equiv).
