2,3,5-Trimethyl-4-aminophenol

Base Information

• Chemical Name: 2,3,5-Trimethyl-4-aminophenol
• CAS No.: 10486-46-1
• Molecular Formula: C9H13 N O
• Molecular Weight: 151.208
• DSSTox Substance ID: DTXSID30455307
• Wikidata: Q82277256
• Mol file: 10486-46-1.mol

Synonyms:4-amino-2,3,5-trimethylphenol;10486-46-1;2,3,5-trimethyl-4-aminophenol;SCHEMBL2741242;DTXSID30455307;NMSCVRBXXWPFSK-UHFFFAOYSA-N;6-iodo-chroman-4-ylaminehydrochloride;AKOS006326641;SB76463;EN300-154699

Chemical Property of 2,3,5-Trimethyl-4-aminophenol

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 151.099714038
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-?Amino-?2,?3,?5-?trimethylphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1N)C)C)O
• Uses: 4-Amino-2,3,5-trimethylphenol has been used as a reactant for the synthesis of SUN N8075, a dual sodium and calcium channel blocker with antioxidant activity.

Technology Process of 2,3,5-Trimethyl-4-aminophenol

There total 5 articles about 2,3,5-Trimethyl-4-aminophenol 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: 78.0%

2,3,5-trimethyl-4-nitrophenol (92892-04-1) → 2,3,5-Trimethyl-4-aminophenol (10486-46-1)

Guidance literature:

With sodium tetrahydroborate; palladium 10% on activated carbon; In methanol; water; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.joc.5b01355

Reference yield:

Na2 S2 O4 + 2,3,5-trimethylphenol (697-82-5) + sodium carbonate (497-19-8) + 4-aminobenzene sulfonic acid (121-57-3,856062-06-1) → 2,3,5-Trimethyl-4-aminophenol (10486-46-1)

Guidance literature:

With hydrogenchloride; sodium hydroxide; sodium nitrite; In water;

Reference yield:

2,3,5-trimethylphenol (697-82-5) → 2,3,5-Trimethyl-4-aminophenol (10486-46-1)

Guidance literature:

With sodium hydroxide; 4-sulfo-benzenediazonium-⁽¹⁾-salt; beim Erwaermen des Reaktionsgemisches mit Natriumdithionit in Wasser;

DOI:10.1021/ja01864a064 DOI:10.1021/ja01873a002

upstream raw materials:

2,3,5-trimethylphenol

2,3,6-Trimethyl-4-(4-nitro-phenylazo)-phenol

sodium carbonate

4-aminobenzene sulfonic acid

Downstream raw materials:

4-acetoxy-2,3,5-trimethylphenol

[4-(acetylamino)-2,3,5-trimethylphenyl] acetate

N-(4-hydroxy-2,3,6-trimethylphenyl)-formamide

[4-(3-{4-[4-(4-fluoro-benzyl)-phenyl]-piperazin-1-yl}-2-hydroxy-propoxy)-2,3,6-trimethyl-phenyl]-carbamic acid tert-butyl ester

Refernces

• 1、 -. "Aminocoumaran derivatives, their production and use". . . Retrieved 2008/06/13.