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HomeProduct name listN-(2-HYDROXYETHYL)-N-METHYL-4-TOLUIDINE

N-(2-HYDROXYETHYL)-N-METHYL-4-TOLUIDINE

  • CAS NO.:2842-44-6
  • Empirical Formula: C10H15NO
  • Molecular Weight: 165.23
  • MDL number: MFCD05663421
  • EINECS: 220-638-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-18 14:07:02
N-(2-HYDROXYETHYL)-N-METHYL-4-TOLUIDINE Structural

What is N-(2-HYDROXYETHYL)-N-METHYL-4-TOLUIDINE?

The Uses of N-(2-HYDROXYETHYL)-N-METHYL-4-TOLUIDINE

N-(2-HYDROXYETHYL)-N-METHYL-4-TOLUIDINE is an amine organic compound, which can be used as intermediate in organic synthesis.

Synthesis

Add reactant (0.2 mmol, 1.0 equiv), THF (2.0 mL) and CH2Br2 (0.6 mmol, 3.0 equiv) to a flame-dried 10 mL Schlenk tube in a glove box. Seal and take out of the glove box. Cool the reaction mixture to -78°C. Add nBuLi (0.56 mmol, 2.8 equiv) dropwise under N2 atmosphere within 3minutes. Stir the reaction at -78°C for 30 minutes and add ZnCl2 (0.1 mL, 0.5equiv, 1.0 M in Et2O). Allow the mixture to warm to room temperature and stir for 1 hour. Cool the mixture to 0°C. Add a premixture of H2O2 (30% in H2O, 0.5 mL) and NaOH (2.0 M, 1.0 mL). Stir the mixture at room temperature for another 1 hour and dilute with water (20 mL). Extract with DCM (30 mL x 2) and dry over Na2SO4. Filter and concentrate under vacuum. Purify the crude product by silica gel flash column chromatography to obtain product. 1H NMR (CDCl3, 500 MHz) δ 7.08 (d, J = 8.4 Hz, 2H), 6.78 (d, J = 8.4 Hz,2H), 3.80 (t, J = 5.6 Hz, 2H), 3.43 (t, J = 5.4 Hz, 2H), 2.93 (s, 3H), 2.28 (s, 3H), 2.01 (brs, 1H). 13C NMR (CDCl3, 125 MHz) δ 148.3, 129.8, 127.1, 114.0, 60.1, 56.2, 39.1, 20.4.
synthetic method of N-(2-hydroxyethyl)-N-methyl-4-toluidine Fig The synthetic method of N-(2-hydroxyethyl)-N-methyl-4-toluidine

Properties of N-(2-HYDROXYETHYL)-N-METHYL-4-TOLUIDINE

Boiling point: 152-154 °C(Press: 10 Torr)
Density  1.047±0.06 g/cm3(Predicted)
vapor pressure  0.062-0.115Pa at 20-25℃
storage temp.  Sealed in dry,Room Temperature
form  Liquid:viscous
pka 14.69±0.10(Predicted)
EPA Substance Registry System Ethanol, 2-[methyl(4-methylphenyl)amino]- (2842-44-6)

Safety information for N-(2-HYDROXYETHYL)-N-METHYL-4-TOLUIDINE

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for N-(2-HYDROXYETHYL)-N-METHYL-4-TOLUIDINE

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