N-Isopropyl-4-methoxyaniline

Base Information

• Chemical Name: N-Isopropyl-4-methoxyaniline
• CAS No.: 16495-67-3
• Molecular Formula: C10H15 N O
• Molecular Weight: 165.235
• Hs Code.: 2922299090
• European Community (EC) Number: 803-211-3
• DSSTox Substance ID: DTXSID70374806
• Nikkaji Number: J1.089.599E
• Wikidata: Q82163370
• Mol file: 16495-67-3.mol

Synonyms:N-Isopropyl-4-methoxyaniline;16495-67-3;4-methoxy-N-propan-2-ylaniline;n-isopropyl-n-(4-methoxyphenyl)amine;Benzenamine, 4-methoxy-N-(1-methylethyl)-;4-methoxy-n-(propan-2-yl)aniline;Isopropyl-(4-methoxy-phenyl)-amine;N-isopropyl-(p-anisidine);SCHEMBL633443;Isopropyl (4-methoxyphenyl)amine;Isopropyl-(4-methoxyphenyl)amine;DTXSID70374806;isopropyl-(4-methoxyphenyl)-amine;ZVAXFKMPKLESSD-UHFFFAOYSA-N;AKOS000241895;N-Isopropyl-4-methoxyaniline hydrochloride;BB 0259619;CS-0216930;FT-0693757;EN300-64868;C77952;Isopropyl-(4-methoxy-phenyl)-amine hydrochloride

Chemical Property of N-Isopropyl-4-methoxyaniline

Chemical Property:

• Boiling Point: 158 °C(Press: 25 Torr)
• PKA: 6.66±0.32(Predicted)
• PSA: 21.26000
• Density: 0.993±0.06 g/cm3(Predicted)
• LogP: 2.58850
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 165.115364102
• Heavy Atom Count: 12
• Complexity: 117

Purity/Quality:

98%min ^*data from raw suppliers

N-Isopropyl-N-(4-methoxyphenyl)amine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: CC(C)NC1=CC=C(C=C1)OC

Technology Process of N-Isopropyl-4-methoxyaniline

There total 28 articles about N-Isopropyl-4-methoxyaniline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

4-methoxy-aniline (104-94-9) + acetone (67-64-1) → 4-(isopropylamino)anisole (16495-67-3)

Guidance literature:

With iridium bromide; formic acid; zinc; In water; at 30 ℃; for 20h;

DOI:10.1016/j.tetlet.2009.11.107

Reference yield: 97.6%

para-methoxynitrobenzene (100-17-4) + acetone (67-64-1) → 4-(isopropylamino)anisole (16495-67-3)

Guidance literature:

With 0.5% Pd on alumina; hydrogen; In ethyl acetate; at 30 ℃; for 12h; Green chemistry;

DOI:10.1055/s-0036-1588869

Reference yield: 95.0%

4-methoxy-aniline (104-94-9) + isopropyl alcohol (67-63-0,8013-70-5) → 4-(isopropylamino)anisole (16495-67-3)

Guidance literature:

With trimethylamine-N-oxide; [bis(hexamethylene)cyclopentadienone]iron tricarbonyl; In toluene; at 150 ℃; for 24h; Time; Inert atmosphere; Schlenk technique; Molecular sieve; Sealed tube;

DOI:10.1055/s-0039-1690101

upstream raw materials:

para-methoxynitrobenzene

isopropylmagnesium chloride

2-iodo-propane

4-methoxy-aniline

Downstream raw materials:

1-isopropyl-1-(4-methoxy-phenyl)urea

2-bromo-N-isopropyl-N-(4-methoxy-phenyl)-acetamide

vinyl isopropyl-4-methoxyphenylcarbamate

1-iodovinyl isopropyl-4-methoxyphenylcarbamate

Refernces

• 1、 Runikhina, Sofiya A.,Arsenov, Mikhail A.,Kharitonov, Vladimir B.,Sovdagarova, Elizaveta R.,Chusova, Olga,Nelyubina, Yulia V.,Denisov, Gleb L.,Usanov, Dmitry L.,Chusov, Denis,Loginov, Dmitry A.. "Indenyl rhodium complexes. Synthesis and catalytic activity in reductive amination using carbon monoxide as a reducing agent". . p. 106 - 112. Retrieved 2018.
• 2、 Makarova, Maria,Afanasyev, Oleg I.,Kliuev, Fedor,Nelyubina, Yulia V.,Godovikova, Maria,Chusov, Denis. "Phosphine ligands in the ruthenium-catalyzed reductive amination without an external hydrogen source". . . Retrieved 2021/04/15.
• 3、 Afanasyev, Oleg I.,Biriukov, Klim O.,Chusov, Denis,Godovikova, Maria,Loginov, Dmitry A.,Nelyubina, Yulia V.,Tsygankov, Alexey A.,Vasilyev, Dmitry V.,Vinogradov, Mikhail M.. "Carbon monoxide-driven osmium catalyzed reductive amination harvesting WGSR power". . p. 4922 - 4930. Retrieved 2021/07/26.