2,6-Dimethyl-4-aminophenol

Base Information

• Chemical Name: 2,6-Dimethyl-4-aminophenol
• CAS No.: 15980-22-0
• Molecular Formula: C8H11NO
• Molecular Weight: 137.181
• Hs Code.: 2922299090
• Mol file: 15980-22-0.mol

Synonyms:p-hydroxy-3,5-dimethylaniline;3,5-dimethyl-4-hydroxyaniline;2,6-dimethyl-4-amino phenol;phenol,4-amino-2,6-dimethyl;4-amino-2,6-dimethylphenol(SALTDATA: HCl);2,6-dimethyl-p-aminophenol;

Chemical Property of 2,6-Dimethyl-4-aminophenol

Chemical Property:

• Melting Point: 137-138 °C (decomp)(Solv: water (7732-18-5))
• Boiling Point: 282.8±28.0 °C(Predicted)
• PKA: 10.93±0.23(Predicted)
• PSA: 46.25000
• Density: 1.118±0.06 g/cm3(Predicted)
• LogP: 2.17240

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,6-Dimethyl-4-aminophenol

There total 13 articles about 2,6-Dimethyl-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: 91.0%

2,6-dimethyl-[1,4]benzoquinone-4-oxime (4965-29-1) → 3,5-dimethyl-4-hydroxyaniline (15980-22-0)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; In dichloromethane; water; for 16h; Reagent/catalyst; Reflux;

DOI:10.1016/j.tet.2014.07.088

Reference yield: 91.0%

2,6-dimethyl-4-nitro phenol (2423-71-4) → 3,5-dimethyl-4-hydroxyaniline (15980-22-0)

Guidance literature:

With sodium tetrahydroborate; nickel(II) dichloride hydrate; In acetonitrile; at 0 - 20 ℃;

DOI:10.1021/acs.orglett.8b04141

Reference yield:

2.6-dimethylphenol (576-26-1,25134-01-4) → 3,5-dimethyl-4-hydroxyaniline (15980-22-0)

Guidance literature:

2.6-dimethylphenol; With hydrogenchloride; sodium hydroxide; sodium carbonate; sodium nitrite; 4-aminobenzene sulfonic acid; In water; at 0 ℃; for 1h;

With sodium dithionite; In water; at 80 ℃;

DOI:10.1016/j.tet.2012.09.098

upstream raw materials:

4-hydroxy-3,5-dimethoxyazobenzene

4-nitroso-2,6-xylenol

2,6-Dimethyl-4-(4-nitro-phenylazo)-phenol

(4-Nitro-benzol)-(1 azo 2)-(5-oxy-m-xylol)

Downstream raw materials:

4-[3,7,11-trimethyl-(2Z,6E)-2,6,10-dodecatrienoylamino]-2,6-dimethylphenol

4-{2-[(4-hydroxy-3,5-dimethylphenyl)amino]-2-oxoethyl}-4-methylmorpholin-4-ium iodide

N-(4-hydroxy-3,5-dimethylphenyl)-2-(1-iso-propyl-1H-indazol-3-yl)-acetamide

N-(3,5-dimethyl-4-hydroxyphenyl)-acetamide

Refernces

• 1、 Zhang, Wenquan,Wang, Kangcai,Li, Juecheng,Lin, Zhien,Song, Siwei,Huang, Shiliang,Liu, Yu,Nie, Fude,Zhang, Qinghua. "Stabilization of the Pentazolate Anion in a Zeolitic Architecture with Na20N60 and Na24N60 Nanocages". . p. 2592 - 2595. Retrieved 2018.
• 2、 Liu, Shenyu,Amaro-Estrada, Jorge Ivan,Baltrun, Marc,Douair, Iskander,Schoch, Roland,Maron, Laurent,Hohloch, Stephan. "Catalytic Deoxygenation of Nitroarenes Mediated by High-Valent Molybdenum(VI)-NHC Complexes". supporting information. p. 107 - 118. Retrieved 2021/02/05.
• 3、 Juárez-Ornelas, Kevin A.,Jiménez-Halla, J. Oscar C.,Kato, Terumasa,Solorio-Alvarado, César R.,Maruoka, Keiji. "Iodine(III)-Catalyzed Electrophilic Nitration of Phenols via Non-Br?nsted Acidic NO2+ Generation". supporting information. p. 1315 - 1319. Retrieved 2019/03/07.