Benzenamine,N,N-diethyl-2-methyl- supplier

Name
N,N-DIETHYL-O-TOLUIDINE
EINECS 210-119-1
CAS No. 606-46-2
Article Data24
CAS DataBase
Density 0,92 g/cm³
Solubility Soluble in water
Melting Point -60°C
Formula C₁₁H₁₇N
Boiling Point 227.4 °C at 760 mmHg
Molecular Weight 163.263
Flash Point 91.2 °C
Transport Information
Appearance
Safety 26-36/37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols
Synonyms o-Toluidine,N,N-diethyl- (6CI,7CI,8CI);2-(Dimethylamino)toluene;N,N-Diethyl-2-methylaniline;N,N-Diethyl-2-methylbenzenamine;N,N-Diethyl-o-methylaniline;N,N-Diethyl-o-toluidine;NSC 8708;
PSA 3.24000
LogP 2.84120

Synthetic route

: 74-96-4
ethyl bromide

: 95-53-4
o-toluidine

: 606-46-2
N,N-diethyl-o-toluidine

Conditions

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide at 20 - 50℃;	86%
Stage #1: o-toluidine With potassium hydride In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: ethyl bromide In N,N-dimethyl-formamide at 50℃; for 96h;	15%

: 61582-64-7
N,N-diethyl-O-benzoylhydroxylamine

: 7029-31-4
bis(2-methylphenyl)zinc

: 606-46-2
N,N-diethyl-o-toluidine

Conditions

Conditions	Yield
With copper(I) trifluoromethanesulfonate benzene In tetrahydrofuran at 25℃; for 1h;	80%
With copper (I) trifluoromethane sulfonate benzene In tetrahydrofuran; diethyl ether at 20℃; for 1h;	80%

: 932-31-0
ortho-tolylmagnesium bromide

: 61582-64-7
N,N-diethyl-O-benzoylhydroxylamine

: 606-46-2
N,N-diethyl-o-toluidine

Conditions

Conditions	Yield
With copper dichloride In tetrahydrofuran at 20℃; for 0.25h;	62%

: 95-46-5
2-methylphenyl bromide

: 1066-87-1
(N,N-diethylamino)tributyltin

: 606-46-2
N,N-diethyl-o-toluidine

Conditions

Conditions	Yield
With PdCl2<(oTol)3P>2 In toluene at 100℃; for 3h;	33%

: 64-17-5
ethanol

: 88-72-2
1-methyl-2-nitrobenzene

A: 606-46-2
N,N-diethyl-o-toluidine

B: 95-53-4
o-toluidine

Conditions

Conditions	Yield
With Au NCs/TiO2 for 4h; Kinetics; Reagent/catalyst; Inert atmosphere; UV-irradiation;	A 32.8% B 30.6%

...Expand

: 64-17-5
ethanol

: 5877-55-4, 34143-86-7
N-benzylidene-2-methylaniline

: 606-46-2
N,N-diethyl-o-toluidine

: 64-17-5
ethanol

: 636-21-5
o-toluidine hydrochloride

: 606-46-2
N,N-diethyl-o-toluidine

Conditions

Conditions	Yield
With sodium bromide at 175℃;
With copper dichloride at 175℃;
With calcium chloride at 175℃;
at 175℃;

: 64-67-5
diethyl sulfate

: 95-53-4
o-toluidine

: 606-46-2
N,N-diethyl-o-toluidine

: 95-46-5
2-methylphenyl bromide

: 109-89-7
diethylamine

A: 606-46-2
N,N-diethyl-o-toluidine

B: 91-67-8
N,N-diethyl-m-toluidine

Conditions

Conditions	Yield
(i) NaNH2, NaOtBu, THF, (ii) /BRN= 605268/; Multistep reaction;
With sodium; alloocimene

...Expand

: 83026-63-5
C25H33N3

A: 606-46-2
N,N-diethyl-o-toluidine

B: 83026-64-6
4-(N,N-Diethylamino)-5-methyl-2-pentalendcarbonitril

Conditions

Conditions	Yield
In dichloromethane at 25℃; Yield given. Yields of byproduct given;

: 95-52-3
2-Fluorotoluene

: 109-89-7
diethylamine

: 606-46-2
N,N-diethyl-o-toluidine

Conditions

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium amide In tetrahydrofuran

: 95-46-5
2-methylphenyl bromide

: 109-89-7
diethylamine

: 606-46-2
N,N-diethyl-o-toluidine

Conditions

Conditions	Yield
With sodium amide In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide

: 64-17-5
ethanol

: 95-53-4
o-toluidine

aluminium oxide: aluminium oxide

A: 606-46-2
N,N-diethyl-o-toluidine

B: 94-68-8
N-ethyl-2-methylaniline

Conditions

Conditions	Yield
at 350 - 380℃;

...Expand

: 64-17-5
ethanol

hydriodide of o-toluidine: hydriodide of o-toluidine

: 606-46-2
N,N-diethyl-o-toluidine

Conditions

Conditions	Yield
at 125℃;
at 125℃;

: 64-17-5
ethanol

hydrobromide of o-toluidine: hydrobromide of o-toluidine

: 606-46-2
N,N-diethyl-o-toluidine

Conditions

Conditions	Yield
at 145 - 150℃;
at 145 - 150℃;

: 88-72-2
1-methyl-2-nitrobenzene

: 75-05-8
acetonitrile

A: 606-46-2
N,N-diethyl-o-toluidine

B: 94-68-8
N-ethyl-2-methylaniline

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; under 760.051 Torr; for 24h;

...Expand

: 106877-26-3
N,N-diethyl-2-(trifluoromethyl)aniline

: 606-46-2
N,N-diethyl-o-toluidine

Conditions

Conditions	Yield
With methyldiphenylsilane; [2,6-η6:η1-bis(2,4,6-trimethylphenyl)phenylthiolato]tris(4-fluorophenyl)phosphineruthenium(II)tetrakis[3,5-bis(trifluoromethyl)phenyl]borate; sodium methylate In hexane at 60℃; for 72h; Glovebox; Sealed tube;

: 88-17-5
2-(trifluoromethyl)benzenamine

: 606-46-2
N,N-diethyl-o-toluidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 20 °C 1.2: 8 h / 40 °C 2.1: [2,6-η6:η1-bis(2,4,6-trimethylphenyl)phenylthiolato]tris(4-fluorophenyl)phosphineruthenium(II)tetrakis[3,5-bis(trifluoromethyl)phenyl]borate; sodium methylate; methyldiphenylsilane / hexane / 72 h / 60 °C / Glovebox; Sealed tube View Scheme

: 120-66-1
N-(2-methylphenyl)acetamide

A: 606-46-2
N,N-diethyl-o-toluidine

B: 94-68-8
N-ethyl-2-methylaniline

C: 95-53-4
o-toluidine

Conditions

Conditions	Yield
With tris(2,4-pentanedionato)ruthenium(III); methanesulfonic acid; hydrogen; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] In tetrahydrofuran at 200℃; under 7500.75 Torr; for 16h; Autoclave; Inert atmosphere;

...Expand

: 606-46-2
N,N-diethyl-o-toluidine

: 55229-99-7
N,N,N',N'-tetraethyl-3,3'-dimethylbiphenyl-4,4'-diamine

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate In water at 20℃; for 2h;	73%
With ammonium cerium(IV) nitrate at 20℃;	48%
With naphthalene-1,8-diylbis(diphenylmethylium) diperchlorate In dichloromethane at -78℃; for 1h;	39%

: 606-46-2
N,N-diethyl-o-toluidine

: 63494-57-5
N,N-diethyl-2-methyl-4-nitro-aniline

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate In acetonitrile at 20℃;	60%

: 623-73-4
diazoacetic acid ethyl ester

: 606-46-2
N,N-diethyl-o-toluidine

: ethyl 1-ethyl-2,7-dimethyl-1H-indole-3-carboxylate

Conditions

Conditions	Yield
With manganese (II) acetate tetrahydrate; cis-4,4'-azobis(4-cyanovaleric acid) In ethanol; N,N-dimethyl-formamide at 65℃; for 24h;	54%

: 504-29-0
2-aminopyridine

: 606-46-2
N,N-diethyl-o-toluidine

: imidazo[1,2-a]pyridine-3-carbaldehyde

Conditions

Conditions	Yield
With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; oxygen In dimethyl sulfoxide at 100℃; for 24h; Sealed tube;	51%

: 92-39-7
2-chlorophenothiazine

: 606-46-2
N,N-diethyl-o-toluidine

: 4-(2-chloro-10H-phenothiazin-10-yl)-N,N-diethyl-2-methylaniline

Conditions

Conditions	Yield
With tert-butylammonium hexafluorophosphate(V) In acetonitrile at 20℃; for 3h; Electrolysis;	46%

: 64-17-5
ethanol

: 606-46-2
N,N-diethyl-o-toluidine

: N-(2,2-diethoxyethyl)-N-ethyl-2-methylaniline

Conditions

Conditions	Yield
With Cumene hydroperoxide; iodine In acetonitrile at 100℃; for 12h; Molecular sieve; Sealed tube; Inert atmosphere; Green chemistry;	36%
With Cumene hydroperoxide; iodine In acetonitrile at 100℃; for 12h; Molecular sieve; Sealed tube; Inert atmosphere;	36%

: 606-46-2
N,N-diethyl-o-toluidine

: 501-65-5
diphenyl acetylene

: 7-methyl-1,2,3,4-tetraphenylspiro[4.5]deca-1,3,6,9-tetraen-8-one

Conditions

Conditions	Yield
With silver tetrafluoroborate; 1,10-Phenanthroline; palladium diacetate; copper(II) acetate monohydrate In methanol at 100 - 120℃; for 24h; Inert atmosphere; Schlenk technique;	28%

: 606-46-2
N,N-diethyl-o-toluidine

: 3375-31-3
palladium diacetate

: trans-di-μ-acetato bis(2-N,N-diethylaminophenyl methyl-C,N) dipalladium(II)

: trans-di-acetato di-μ-acetato di(N-methyl ortho ethyl aniline) dipalladium(II)

Conditions

Conditions	Yield
In acetic acid byproducts: Pd; ligand adding to Pd salt in AcOH in molar ratio 2:1, heating at 60°C for 1 h, evapg. to dryness, washing with pentane, extg. with CH2Cl2, concg.; purified by recrystn. from CH2Cl2-pentane; identified by elem. anal., IR and NMR spectra;	A 8% B 3%

...Expand

: 110-86-1
pyridine

: 64-17-5
ethanol

: 509-14-8
tetranitromethane

: 606-46-2
N,N-diethyl-o-toluidine

: 41030-87-9
N-ethyl-N-nitroso-o-toluidine

...Expand

: 15470-55-0
2,5-dichlorobenzenediazonium

: 606-46-2
N,N-diethyl-o-toluidine

: 2628-71-9
N,N-diethyl-2-methyl-p-phenylenediamine

Conditions

Conditions	Yield
reduziert den entstandenen Azofarbstoff;

: 606-46-2
N,N-diethyl-o-toluidine

: 100-05-0
4-nitrobenzenediazonium chloride

: N,N-diethyl-2-methyl-4-(4-nitro-phenylazo)-aniline

Conditions

Conditions	Yield
With ethanol; sodium acetate

: 606-46-2
N,N-diethyl-o-toluidine

: 100055-84-3
2-diethylamino-toluene-4-sulfonic acid

Conditions

Conditions	Yield
With sulfuric acid

: 606-46-2
N,N-diethyl-o-toluidine

: 36741-59-0
N,N-diethyl-2-methyl-5-nitro-aniline

Conditions

Conditions	Yield
With sulfuric acid; nitric acid at 0 - 4℃;

: 606-46-2
N,N-diethyl-o-toluidine

: N-ethyl-2-methyl-4,6,N-trinitro-aniline

Conditions

Conditions	Yield
With nitric acid

: 606-46-2
N,N-diethyl-o-toluidine

: 4903-36-0
N-phenyl-benzimidoyl chloride

: 4-diethylamino-3-methyl-benzophenone

Conditions

Conditions	Yield
With aluminium trichloride; diethyl ether Behandeln des Reaktionsprodukts mit Eis und anschliessend mit warmer wss. Salzsaeure;

: 606-46-2
N,N-diethyl-o-toluidine

: 74-88-4
methyl iodide

: N,N-diethyl-N-methyl-o-toluidinium; iodide

Benzenamine,N,N-diethyl-2-methyl- Specification

The Benzenamine,N,N-diethyl-2-methyl-, with CAS registry number 606-46-2, has the systematic name of N,N-diethyl-2-methylaniline. And the chemical formula of this chemical is C₁₁H₁₇N. The main use of this chemical is for organic synthesis. And this chemical can be prepared by o-Toluidine and Ethyl bromide. What's more, its EINECS is 210-119-1.

Physical properties of Benzenamine,N,N-diethyl-2-methyl-: (1)ACD/LogP: 3.85; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.19; (4)ACD/LogD (pH 7.4): 3.63; (5)ACD/BCF (pH 5.5): 10.85; (6)ACD/BCF (pH 7.4): 300.05; (7)ACD/KOC (pH 5.5): 64.7; (8)ACD/KOC (pH 7.4): 1788.79; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 3.24 Å²; (13)Index of Refraction: 1.53; (14)Molar Refractivity: 54.65 cm³; (15)Molar Volume: 176.7 cm³; (16)Polarizability: 21.66×10^-24cm³; (17)Surface Tension: 33.9 dyne/cm; (18)Density: 0.923 g/cm³; (19)Flash Point: 91.2 °C; (20)Enthalpy of Vaporization: 46.39 kJ/mol; (21)Boiling Point: 227.4 °C at 760 mmHg; (22)Vapour Pressure: 0.0778 mmHg at 25°C.

Preparation: this chemical can be prepared by 1-bromo-2-methyl-benzene and Diethylamino-tributylstannan. This reaction will need reagent PdCl₂<(oTol)₃P>₂and solvent toluene. The reaction time is 3 hour(s) with reaction temperature of 100 ℃. The yield is about 33%.

When you are using this chemical, please be cautious about it as the following:
The Benzenamine,N,N-diethyl-2-methyl- irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: N(c1ccccc1C)(CC)CC
(2)InChI: InChI=1/C11H17N/c1-4-12(5-2)11-9-7-6-8-10(11)3/h6-9H,4-5H2,1-3H3
(3)InChIKey: YQYUUNRAPYPAPC-UHFFFAOYAA
(4)Std. InChI: InChI=1S/C11H17N/c1-4-12(5-2)11-9-7-6-8-10(11)3/h6-9H,4-5H2,1-3H3
(5)Std. InChIKey: YQYUUNRAPYPAPC-UHFFFAOYSA-N

Product Name

N,N-DIETHYL-O-TOLUIDINE

Synthetic route

Benzenamine,N,N-diethyl-2-methyl- Specification

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