2-[(2-hydroxyethyl)(methyl)amino]ethan-1-ol

• ChemBase ID: 108047
• Molecular Formular: C5H13NO2
• Molecular Mass: 119.16222
• Monoisotopic Mass: 119.09462866
• SMILES: CN(CCO)CCO
• Canonical SMILES: OCCN(CCO)C
• InChI: InChI=1S/C5H13NO2/c1-6(2-4-7)3-5-8/h7-8H,2-5H2,1H3
• InChIKey: CRVGTESFCCXCTH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-hydroxyethyl)(methyl)amino]ethan-1-ol
• IUPAC Traditional name: N-methyldiethanolamine
• Synonyms: 2-Hydroxy-1-[(2-hydroxyethyl)methylamino]-ethyl; Bis(hydroxyethyl)methylamine; N-METHYLDIETHANOLAMINE; Bis(2-hydroxyethyl)methylamine; Methyl diethanolamine; MDEA; 2,2′-Methyliminodiethanol; N,N-Bis(2-hydroxyethyl)methylamine; N-Methyldiethanolamine; 2,2'-Methyliminodiethanol; N,N-双(2-羟乙基)甲胺; 甲氨基二乙醇; N-甲基二乙醇胺

Database IDs

• CAS Number: 591248-66-7; 105-59-9
• EC Number: 203-312-7
• MDL Number: MFCD00002848
• Beilstein Number: 1734441
• PubChem SID: 24870762; 162093732; 24849693; 24884776
• PubChem CID: 7767
• Chemspider ID: 7479
• MeSH Name: N-methyldiethanolamine
• Wikipedia Title: Methyl_diethanolamine

CALCULATED PROPERTIES

• Acid pKa: 15.292618
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -4.211487
• LogD (pH = 7.4): -2.5045085
• Log P: -1.1900345
• Molar Refractivity: 32.5727 cm^3
• Polarizability: 12.719586 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol; Miscible in water
• Apperance: Colorless liquid; Colorless Oil
• Melting Point: -21.00°C (252.15K); -21°C
• Boiling Point: 243°C; 246-248 °C(lit.); 247.05°C (520.2K)
• Flash Point: 127 °C; 127°C(260°F); 260.6 °F
• Auto Ignition Point: 410 °C; 770 °F
• Density: 1.038 g mL^-1; 1.038 g/mL at 25 °C(lit.); 1.040
• Refractive Index: 1.4690; 1.4694; n20/D 1.469; n20/D 1.469(lit.)
• Vapor Pressure: 0.01 mmHg ( 20 °C); 1 Pa (at 20 °C)
• Vapor Density: 4 (vs air)
• Viscosity: 101 mPa s (at 20°C)
• Odor: Ammoniacal

Safety Information

• RTECS: KL7525000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1
• Risk Statements: 36; R:36; r36
• Safety Statements: 2-24; 24; S:24; s2, s24
• TSCA Listed: 是
• EU Index: 603-079-00-5
• GHS Pictograms: GHS exclamation mark; GHS07
• GHS Signal Word: WARNING; Warning
• NFPA704:
  

  1

  1

  0
• LD50: 1.945 g kg^-1 (oral, rat)
• Explode Limits: ~56 %, 23 °F; ~8.8 %; 1.4-8.8%; 99 %, 55 °F
• GHS Hazard statements: 319; H319
• GHS Precautionary statements: 305+351+338; P280-P264-P305+P351+P338-P337+P313; P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Pharmacology Properties

• Admin Routes: Oral

Product Information

• Purity: ≥98.0% (GC); ≥98.5% (GC); ≥99%; 98+%; 99%
• Grade: purum
• Impurities: ≤0.5% water (Karl Fischer)
• Linear Formula: CH3N(CH2CH2OH)2

DETAILS

MP Biomedicals - 05205872

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 471828

Packaging
18 L in steel drum
25, 250 mL in glass bottle
2 L in glass bottle

REFERENCES

• Reagent for protection of boronic acids as N-methyl-O,O-diethanolamine esters (cf Diethanolamine, A13389). The resulting derivatives have been converted to fluoroaromatics using cesium fluoroxysulfate: Synlett, 761 (1990); Tetrahedron, 48, 8073 (1992).
• The boronic esters are also stable in the presence of organometallic (e.g. lithium derivatives): J. Org. Chem., 54, 4734 (1989).