N,N-Diethyl-o-toluidine

Base Information

• Chemical Name: N,N-Diethyl-o-toluidine
• CAS No.: 606-46-2
• Molecular Formula: C11H17N
• Molecular Weight: 163.263
• Hs Code.: 2921430090
• European Community (EC) Number: 210-119-1
• NSC Number: 8708
• DSSTox Substance ID: DTXSID6060553
• Nikkaji Number: J96.135C
• Wikidata: Q81989125
• Mol file: 606-46-2.mol

Synonyms:N,N-Diethyl-o-toluidine;606-46-2;N,N-Diethyl-2-methylaniline;2-Diethylaminotoluene;Benzenamine, N,N-diethyl-2-methyl-;2-(Dimethylamino)toluene;o-Toluidine, N,N-diethyl-;N,N-Diethyl-o-toluidinium ion;NSC 8708;EINECS 210-119-1;NSC8708;Diathyl-Orthotoluidin;o-Toluidine,N-diethyl-;n,n-diethyl-methylaniline;SCHEMBL328909;N,N-diethyl-2-methyl-aniline;DTXSID6060553;N,N-Diethyl-2-methylaniline #;Benzenamine,N-diethyl-2-methyl-;YQYUUNRAPYPAPC-UHFFFAOYSA-;ADAL1185319;NSC-8708;MFCD00059227;AKOS015999792;AS-59219;D0531;FT-0725873;H11364

Chemical Property of N,N-Diethyl-o-toluidine

Chemical Property:

• Vapor Pressure: 0.682mmHg at 25°C
• Melting Point: -60°C
• Refractive Index: 1.544
• Boiling Point: 227.4 °C at 760 mmHg
• PKA: 7.24(at 25℃)
• Flash Point: 91.2 °C
• PSA: 3.24000
• Density: 0,92 g/cm³
• LogP: 2.84120
• Water Solubility.: Soluble in water
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 163.136099547
• Heavy Atom Count: 12
• Complexity: 118

Purity/Quality:

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

N,N-Diethyl-o-toluidine >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C1=CC=CC=C1C

Technology Process of N,N-Diethyl-o-toluidine

There total 20 articles about N,N-Diethyl-o-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%

ethyl bromide (74-96-4) + o-toluidine (95-53-4) → N,N-diethyl-o-toluidine (606-46-2)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 20 - 50 ℃;

DOI:10.1039/c2cc32009f

Reference yield: 80.0%

N,N-diethyl-O-benzoylhydroxylamine (61582-64-7) + bis(2-methylphenyl)zinc (7029-31-4) → N,N-diethyl-o-toluidine (606-46-2)

Guidance literature:

With copper(I) trifluoromethanesulfonate benzene; In tetrahydrofuran; at 25 ℃; for 1h;

DOI:10.1021/ja049474e

Reference yield: 62.0%

ortho-tolylmagnesium bromide (932-31-0) + N,N-diethyl-O-benzoylhydroxylamine (61582-64-7) → N,N-diethyl-o-toluidine (606-46-2)

Guidance literature:

With copper dichloride; In tetrahydrofuran; at 20 ℃; for 0.25h;

DOI:10.1021/ol0702829

upstream raw materials:

ethanol

N-benzylidene-2-methylaniline

o-toluidine hydrochloride

ethyl bromide

Downstream raw materials:

4-bromo-N-ethyl-2-methylaniline

N-ethyl-4-iodo-2-methylaniline

N³,N³-diethyl-4-methyl-m-phenylenediamine

N,N-diethyl-2-methyl-4-nitro-aniline

Refernces

• 1、 Stibal, David,Sa, Jacinto,Bokhoven, Jeroen A. Van. "One-pot photo-reductive N-alkylation of aniline and nitroarene derivatives with primary alcohols over Au-TiO2". . p. 94 - 98. Retrieved 2013/04/10.
• 2、 Zhang, Lei,Peng, Chen,Zhao, Dan,Wang, Yue,Fu, Hai-Jian,Shen, Qi,Li, Jian-Xin. "Cu(ii)-catalyzed C-H (SP3) oxidation and C-N cleavage: Base-switched methylenation and formylation using tetramethylethylenediamine as a carbon source". supporting information; experimental part. p. 5928 - 5930. Retrieved 2012/07/27.