N,N-Bis(2-hydroxyethyl)-p-toluidine

Base Information

• Chemical Name: N,N-Bis(2-hydroxyethyl)-p-toluidine
• CAS No.: 3077-12-1
• Deprecated CAS: 213334-40-8,1007403-49-7,221314-43-8,695177-37-8,1007403-49-7,221314-43-8
• Molecular Formula: C11H17NO2
• Molecular Weight: 195.261
• Hs Code.: 29221990
• European Community (EC) Number: 221-359-1
• NSC Number: 103354
• UNII: R00STP10PR
• DSSTox Substance ID: DTXSID0044650
• Nikkaji Number: J150.382K
• Wikidata: Q27287588
• ChEMBL ID: CHEMBL3189033
• Mol file: 3077-12-1.mol

Synonyms:4-tolyldiethanolamine;bis-HEPT;DHEPT cpd;N,N-bis(2-hydroxyethyl)-4-toluidine;N,N-dihydroxyethyl-p-toluidine

Chemical Property of N,N-Bis(2-hydroxyethyl)-p-toluidine

Chemical Property:

• Appearance/Colour: colorless to pale yellow solid
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 49-53 °C(lit.)
• Refractive Index: 1.5330 (estimate)
• Boiling Point: 339 °C at 760 mmHg
• PKA: 14.33±0.10(Predicted)
• Flash Point: 208.9 °C
• PSA: 43.70000
• Density: 1.137 g/cm³
• LogP: 0.78600
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• Water Solubility.: 19.8g/L at 20℃
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 195.125928785
• Heavy Atom Count: 14
• Complexity: 138

Purity/Quality:

98% ^*data from raw suppliers

p-Tolyldiethanolamine >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-52/53-41-37/38-22
• Safety Statements: 26-36-61-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CC1=CC=C(C=C1)N(CCO)CCO
• Uses: Emulsifier, dyestuff intermediate. 2,2′-(4-Methylphenylimino)diethanol (p-tolyl diethanolamine) was used as an activating amine.

Technology Process of N,N-Bis(2-hydroxyethyl)-p-toluidine

There total 8 articles about N,N-Bis(2-hydroxyethyl)-p-toluidine 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: 86.0%

[1,3]-dioxolan-2-one (96-49-1) + p-toluidine (106-49-0,12221-03-3) → 2-[(4-methylphenyl)amino]-ethanol (2933-74-6) + N,N-bis-(2-hydroxyethyl)-P-toluidine (3077-12-1)

Guidance literature:

With Na-Y zeolite; In Triethylene glycol dimethyl ether; for 1.5h; Heating;

DOI:10.1055/s-2006-939697

Reference yield:

oxirane (75-21-8,99932-75-9) + p-toluidine (106-49-0,12221-03-3) → N,N-bis-(2-hydroxyethyl)-P-toluidine (3077-12-1)

Guidance literature:

DOI:10.1021/jo01064a039 DOI:10.1039/jr9490000183

Reference yield:

oxirane (75-21-8,99932-75-9) + p-toluidine (106-49-0,12221-03-3) → 2-[(4-methylphenyl)amino]-ethanol (2933-74-6) + N-oxyethyl-N-(hydroxyethyloxyethylen)-tolyl-4-amine + N,N-bis-(2-hydroxyethyl)-P-toluidine (3077-12-1)

Guidance literature:

With 1-amino-3-methylbenzene; at 120 ℃; for 15h;

upstream raw materials:

oxirane

p-toluidine

2-chloro-ethanol

[1,3]-dioxolan-2-one

Downstream raw materials:

6-(p-tolyl)-5,6,7,8-tetrahydro-4H-1,3,6-dioxazocin-2-one

4,8-Dimethyl-6-(p-chlorophenyl)-5,6,7,8-tetrahydro-4H-1,3,6-dioxazocin-2-one

N,N-bis-(2-phthalimido-ethyl)-p-toluidine

N,N-bis-(2-bromo-ethyl)-4-methyl-aniline

Refernces

• 1、 Selva, Maurizio,Fabris, Massimo,Lucchini, Vittorio,Perosa, Alvise,Noe, Marco. "The reaction of primary aromatic amines with alkylene carbonates for the selective synthesis of bis-N-(2-hydroxy)alkylanilines: The catalytic effect of phosphonium-based ionic liquids". experimental part. p. 5187 - 5198. Retrieved 2010/12/25.
• 2、 -. "Mixtures of N,N-Bis-(2-hydroxyalkyl)-4-toluidin, their preparation and use". Page/Page column 5. . Retrieved 2008/06/13.