2-(Dimethylamino)phenol

Base Information

• Chemical Name: 2-(Dimethylamino)phenol
• CAS No.: 3743-22-4
• Molecular Formula: C8H11 N O
• Molecular Weight: 137.181
• Hs Code.: 2922299090
• European Community (EC) Number: 878-701-3
• UNII: G6IC0S2JE7
• DSSTox Substance ID: DTXSID6091558
• Nikkaji Number: J620.153I
• Wikidata: Q81977068
• Mol file: 3743-22-4.mol

Synonyms:2-DIMETHYLAMINOPHENOL;2-(Dimethylamino)phenol;3743-22-4;2-dimethylamino-phenol;Phenol, (dimethylamino)-;Phenol, 2-(dimethylamino)-;G6IC0S2JE7;Dimethylaminophenol;o-Dimethylaminophenol;n,n-dimethylaminophenol;Phenol, 2-dimethylamino-;UNII-G6IC0S2JE7;2-(Dimethylamino)phenol #;SCHEMBL134637;DTXSID6091558;AMY29123;MFCD09965948;AKOS006343321;CS-W019849;MB08302;DS-15136;EN300-1856486;A874117;AE-562/43286985

Chemical Property of 2-(Dimethylamino)phenol

Chemical Property:

• Vapor Pressure: 0.241mmHg at 25°C
• Melting Point: 45°C
• Refractive Index: 1.5849 (estimate)
• Boiling Point: 199.5°Cat760mmHg
• Flash Point: 71°C
• PSA: 23.47000
• Density: 1.089g/cm³
• LogP: 1.45820
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 137.084063974
• Heavy Atom Count: 10
• Complexity: 103

Purity/Quality:

99%, ^*data from raw suppliers

2-Dimethylaminophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=CC=C1O

Technology Process of 2-(Dimethylamino)phenol

There total 24 articles about 2-(Dimethylamino)phenol 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: 85.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2-hydroxynitrobenzene (88-75-5,78813-12-4) → 2-hydroxy-N,N-dimethylaniline (3743-22-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In water; isopropyl alcohol; at 70 ℃; for 1.5h; under 15001.5 Torr; Autoclave;

DOI:10.1002/cjoc.201090029

Reference yield: 71.4%

C8H11Cl5NOSb → 2-hydroxy-N,N-dimethylaniline (3743-22-4)

Guidance literature:

In nitromethane; for 0.333333h; Heating;

DOI:10.1016/S0040-4020(01)97935-9

Reference yield: 67.0%

N,N-dimethylaniline N-oxide (874-52-2) → 2-hydroxy-N,N-dimethylaniline (3743-22-4)

Guidance literature:

N,N-dimethylaniline N-oxide; With trifluoroacetic anhydride; In dichloromethane; at -78 ℃; for 1h; Inert atmosphere;

With triethylamine; In dichloromethane; at -78 - 0 ℃; for 0.25h; Inert atmosphere;

DOI:10.1021/ol501813s

upstream raw materials:

methanol

2-aminophenol hydrochloride

N,N-dimethyl-1,2-phenylenediamine

N,N-dimethylaniline N-oxide

Downstream raw materials:

phenyl-phosphonic acid bis-(2-dimethylamino-phenyl ester)

methyl-carbamic acid-(2-dimethylamino-phenyl ester)

2-(N,N-dimethylamino)phenyl (4-methylbenzene)sulfonate

N,N'-diethyl-N,N,N',N'-tetramethyl-2,2'-butanediyldioxy-di-anilinium; bis-(toluene-4-sulfonate)

Refernces

• 1、 Forshaw, Sam,Matthews, Alexander J.,Brown, Thomas J.,Diorazio, Louis J.,Williams, Luke,Wills, Martin. "Asymmetric Transfer Hydrogenation of 1,3-Alkoxy/Aryloxy Propanones Using Tethered Arene/Ru(II)/TsDPEN Complexes". supporting information. p. 2789 - 2792. Retrieved 2017/06/07.
• 2、 Lewis, Robert S.,Wisthoff, Michael F.,Grissmerson,Chain, William J.. "Metal-free functionalization of N, N-dialkylanilines via temporary oxidation to N, N-dialkylaniline N-oxides and group transfer". supporting information. p. 3832 - 3835. Retrieved 2014/08/05.