16495-67-3

Basic information

• Product Name: ISOPROPYL-(4-METHOXY-PHENYL)-AMINE
• Synonyms: ISOPROPYL-(4-METHOXY-PHENYL)-AMINE;N-ISO-PROPYL-4-METHOXYANILINE;N-Isopropyl-N-(4-methoxyphenyl)amine
• CAS NO: 16495-67-3
• Molecular Formula: C₁₀H₁₅NO
• Molecular Weight: 165.23
• Mol File: 16495-67-3.mol

Chemical Properties

• Boiling Point: 158 °C(Press: 25 Torr)
• Appearance: /
• Density: 0.993±0.06 g/cm3(Predicted)
• PKA: 6.66±0.32(Predicted)
• CAS DataBase Reference: ISOPROPYL-(4-METHOXY-PHENYL)-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: ISOPROPYL-(4-METHOXY-PHENYL)-AMINE(16495-67-3)
• EPA Substance Registry System: ISOPROPYL-(4-METHOXY-PHENYL)-AMINE(16495-67-3)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 16495-67-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
ISOPROPYL-(4-METHOXY-PHENYL)-AMINE is used as an intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and medications.
Used in Agrochemical Industry:
ISOPROPYL-(4-METHOXY-PHENYL)-AMINE is used as a building block in the production of agrochemicals, aiding in the creation of effective pesticides and other agricultural products.
Used in Fine Chemicals Industry:
ISOPROPYL-(4-METHOXY-PHENYL)-AMINE is used as a key component in the synthesis of various fine chemicals, which are essential in a wide range of applications.
Used in Dyes Industry:
ISOPROPYL-(4-METHOXY-PHENYL)-AMINE is used as a raw material in the manufacture of dyes, providing a wide range of colors and properties for various applications.
Used in Flavors and Fragrances Industry:
ISOPROPYL-(4-METHOXY-PHENYL)-AMINE is used in the production of flavors and fragrances, enhancing the sensory experience in food, beverages, and personal care products.

Upstream product

• 67-56-1 methanol 
• 104-94-9 4-methoxy-aniline 
• 67-64-1 acetone 
• 100-66-3 methoxybenzene 
• 75-31-0 isopropylamine 
• 2743-00-2 4-methoxy-N-(1-phenylethylidene)aniline 
• 67-63-0 isopropyl alcohol 
• 1068-55-9 isopropylmagnesium chloride 
• 40938-34-9 isopropylidene-(4-methoxyphenyl)amine 
• 26245-56-7 N-chloroisopropylamine 
• 82303-13-7 (4-methoxyphenyl)zinc(II) bromide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 100-17-4 para-methoxynitrobenzene 
• 80041-89-0 isopropylboronic acid 

Downstream Products

• 67-56-1 methanol 
• 783-08-4 [4-(benzylideneamino)phenyl]methanol 
• 104-94-9 4-methoxy-aniline 
• 1357519-21-1 [iPrNH₂(4-MeOC₆H₁₀)][HB(C₆F₅)3] 
• 1350911-49-7 5,5-dimethylhex-1-en-3-yn-2-yl isopropyl-4-methoxyphenylcarbamate 
• 1350911-22-6 1-iodovinyl isopropyl-4-methoxyphenylcarbamate 
• 1350911-17-9 vinyl isopropyl-4-methoxyphenylcarbamate 
• 1350911-11-3 N-isopropyl-N-(4-mthoxyphenyl)carbamoylchloride 
• 1153939-92-4 diethyl {hydroxy[(4-methoxyphenyl)(propan-2-yl)amino]methylidene}propanedioate 
• 161455-96-5 2-bromo-N-isopropyl-N-(4-methoxy-phenyl)-acetamide 
• 37749-76-1 1-isopropyl-4-(4-isopropyl-phenyl)-6-methoxy-3,4-dihydro-1H-quinazolin-2-one 
• 26772-97-4 1-isopropyl-6-methoxy-4-phenyl-3,4-dihydro-1H-quinazolin-2-one 
• 85575-61-7 1-Isopropyl-6-methoxy-4-(3-trifluoromethyl-phenyl)-3,4-dihydro-1H-quinazolin-2-one 
• 26773-01-3 4-(2,6-Dichloro-phenyl)-1-isopropyl-6-methoxy-3,4-dihydro-1H-quinazolin-2-one 

Relevant articles and documents

Tris(pyrazolyl)borate rhodium complexes. Application for reductive amination and esterification of aldehydes in the presence of carbon monoxide

The halide complexes TpRhCl2(MeOH) and TpMe2RhI2(CO) (Tp = hydrotris-(pyrazolyl)borate; TpMe2 = hydrotris-(3,5-dimethylpyrazolyl)borate) were synthesized by reactions of RhCl3 with K[Tp] in methanol and TpMe2Rh(CO)2 with iodine, respectively. Reactions of TpMe2RhCl2(MeOH) and TpMe2RhI2(CO) with 1,10-phenanthroline afford the phenanthroline derivatives [TpMe2Rh(phen)X]+ (X = Cl, I). The structures of TpRhCl2(MeOH) and TpRhI2(CO) were determined by X-ray diffraction. Tris(pyrazolyl)borate rhodium complexes effectively catalyze the reductive amination and the reductive esterification of aldehydes in the presence of carbon monoxide.

Indenyl rhodium complexes. Synthesis and catalytic activity in reductive amination using carbon monoxide as a reducing agent

Indenyl-ligated rhodium(III) catalyst [(η5-indenyl)RhX2]n (1) is reported for the synthesis of alkylated amines via catalytic reductive amination using carbon monoxide as a reducing agent. Water as a solvent was found to b

Enhancing the efficiency of the ruthenium catalysts in the reductive amination without an external hydrogen source

Catalytic reductive reactions are essential for laboratory and industrial-scale organic synthesis. However, the nowadays trend is the development of new, progressively more complicated reducing systems, which hinders the application of such highly efficie

Phosphine ligands in the ruthenium-catalyzed reductive amination without an external hydrogen source

A systematic study of the phosphine additives influence on the activity of a ruthenium catalyst in reductive amination without an external hydrogen source was carried out. [CymeneRuCl2]2 was used as a reference catalyst, and a broad set of phosphines including Alk3P, Alk2ArP, Ar3P and X3P was screened. Three complexes of general formula (Cymene)RuCl2PR3 were isolated in a pure form, and their catalytic activity was compared with the in situ generated complexes. Nonhindered triarylphosphines with electron acceptor groups were found to be the most perspective activating agents, increasing the activity of the catalyst approx. six times, Alk2ArP ligands have less noticeable influence, while trialkylphosphines strongly deactivate the ruthenium catalyst.

Easy Access to Versatile Catalytic Systems for C?H Activation and Reductive Amination Based on Tetrahydrofluorenyl Rhodium(III) Complexes

On the basis of the 1,2,3,4-tetrahydrofluorenyl ligand, a simple approach was developed to new effective rhodium catalysts for the construction of C?C and C?N bonds. The halide compounds [(η5-tetrahydrofluorenyl)RhX2]2 (2

Carbon monoxide-driven osmium catalyzed reductive amination harvesting WGSR power

Herein, we present the first example of Os-catalyzed efficient reductive amination under water-gas shift reaction conditions. The developed catalytic systems are formedin situin aqueous solutions, employ as small as 0.0625 mol% osmium and are capable of delivering reductive amination products for a broad range of aliphatic and aromatic carbonyl compounds and amines. The scope of the reaction, active catalytic systems, possible limitations of the method and DFT-supported mechanistic considerations are discussed in detail in the manuscript.

Alkyl formates as reagents for reductive amination of carbonyl compounds

Alkyl formates in the presence of basic additives can serve as a reagent in the direct reductive amination of carbonyl compounds. The developed procedure can be applied to various aldehydes and ketones with electron donating and electron withdrawing groups.

Hydrogen-Borrowing Amination of Secondary Alcohols Promoted by a (Cyclopentadienone)iron Complex

Thanks to a highly active catalyst, the scope of the (cyclopentadienone)iron complex-promoted 'hydrogen-borrowing' (HB) amination has been expanded to secondary alcohols, which had previously been reported to react only in the presence of large amounts of co-catalysts. A range of cyclic and acyclic secondary alcohols were reacted with aromatic and aliphatic amines giving fair to excellent yields of the substitution products. The catalyst was also able to promote the cyclization of diols bearing a secondary alcohol group with primary amines to generate saturated N-heterocycles.

Fluorene Complexes of Group 9 Metals: Fluorene Effect and Application for Reductive Amination

The η6-fluorene cyclopentadienyl complexes [(η5-C5R5)M(η6-fluorene)](SbF6)2 (1: M = Co, R = Me; 2a: M = Rh, R = H; 2b: M = Ir, R = H) were synthesized by the iodide abstraction f

Synthesis of the cyclopentadienone rhodium complexes and investigation of their catalytic activity in the reductive amination of aldehydes in the presence of carbon monoxide

Reaction of bis(p-tolyl-propargyl)-tosylamide with [(cod)RhCl]2in the presence of CO gives the cyclopentadienone complex [(Cpd’)Rh(CO)Cl]n(Cpd’ = TsN(CH2)2C4(Tol)2CO). Its dissolution in DM