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

• ChemBase ID: 88530
• Molecular Formular: C4H11NO2
• Molecular Mass: 105.13564
• Monoisotopic Mass: 105.0789786
• SMILES: N(CCO)CCO
• Canonical SMILES: OCCNCCO
• InChI: InChI=1S/C4H11NO2/c6-3-1-5-2-4-7/h5-7H,1-4H2
• InChIKey: ZBCBWPMODOFKDW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-hydroxyethyl)amino]ethan-1-ol
• IUPAC Traditional name: diethanolamine
• Synonyms: 2,2′-Iminodiethanol; Bis(2-hydroxyethyl)amine; DIETHANOLAMINE; Bis(hydroxyethyl)amine; N,N-Bis(2-hydroxyethyl)amine; β,β'-Dihydroxydiethylamine; Diolamine; N-Ethylethanamine; 2-[(2-Hydroxyethyl)amino]ethanol; 2,2'-Iminobisethanol; Iminodiethanol; Bis(beta-hydroxyethyl)amine; 2,2'-Iminodiethanol; Diethanolamine; 2,2'-Dihydroxydiethylamine; Bis(2-hydroxyethyl)amine; DEA; DIETHANOLAMINE, ACS; Diethanolamine; 2,2′-亚氨基二乙醇; 二(2-羟乙基)胺; 二乙醇胺

Database IDs

• CAS Number: 111-42-2
• EC Number: 203-868-0
• MDL Number: MFCD00002843
• Beilstein Number: 605315
• Merck Index: 143107
• PubChem SID: 24858999; 162075471; 24850269; 24894233; 24893286; 24858998; 24864724
• PubChem CID: 8113
• CHEBI ID: 28123
• CHEMBL: 119604
• Chemspider ID: 13835604
• KEGG ID: D02337
• MeSH Name: diethanolamine
• Unique Ingredient Identifier: AZE05TDV2V
• Wikipedia Title: Diethanolamine

CALCULATED PROPERTIES

• Acid pKa: 15.300873
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -4.699595
• LogD (pH = 7.4): -3.419327
• Log P: -1.5730824
• Molar Refractivity: 27.278 cm^3
• Polarizability: 10.888223 Å^3
• Polar Surface Area: 52.49 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble1 M at 20 °C, clear, colorless; Miscible in water
• Apperance: APHA: ≤15; Colourless crystals
• Melting Point: 22-25 °C; 27 - 28 °C; 27-30°C; 27-30°C; 28 °C(lit.); 28.00°C (301.15K)
• Boiling Point: 217 °C/150 mmHg(lit.); 268-270°C; 268-270°C; 27 - 28 °C (decomposition); 271.05°C (544.2K)
• Flash Point: 138 °C; 154 °C (closed cup); 176°C(349°F); 179°C; 280.4 °F
• Auto Ignition Point: 365 - 370 °C (DIN 51794); 365 °C; 689 °F
• Density: 1.097; 1.097 g mL^-1; 1.097 g/mL at 25 °C(lit.); ca. 1.091 at 30 °C
• Refractive Index: 1.477; 1.4770; n20/D 1.477(lit.)
• Vapor Pressure: .00037 hPa at 25 °C; <0.98 atm ( 100 °C); <1 Pa (at 20 °C)
• Vapor Density: 3.6 (vs air)
• Partition Coefficient: 1.761
• Absorption Wavelength: 260 nm; λ: 260 nm Amax: 0.04; λ: 280 nm Amax: 0.02
• pKa: 8.88
• Odor: Odourless
• Heat Capacity: 137 J K^-1 mol^-1
• Std enthalpy of combustion: -2.6548–-2.6498 MJ mol^-1
• Std enthalpy of formation: -496.4–-491.2 kJ mol^-1
• pH: 11.0-12.0 (25 °C, 1 M in H2O)

Safety Information

• Storage Condition: Room Temperature (15-30°C); Room Temperature (15-30°C), Desiccate
• Storage Warning: Harmful/Corrosive/Hygroscopic; Hygroscopic
• RTECS: KL2975000
• European Hazard Symbols: X; Harmful (Xn)
• UN Number: 1760
• German water hazard class: 1
• Hazard Class: 8
• Packing Group: III
• Australian Hazchem: 2X
• Risk Statements: 22-38-41-48/22; R:22-38-41-48/22; r22, r38, r41, r48/22
• Safety Statements: 26-36/37/39-46; S:26-46-36/37/39; s2, s26, s36/37/39
• EU Classification: C9
• EU Hazard Identification Number: 8B
• Emergency Response Guidebook(ERG) Number: 154
• TSCA Listed: 是
• EU Index: 603-071-00-1
• GHS Pictograms: GHS corrosion; GHS exclamation mark; GHS health hazard; GHS05; GHS07; GHS08
• GHS Signal Word: DANGER; Danger
• LD50: 12.2 g kg^-1 (dermal, rabbit); 120 mg kg^-1 (intraperitoneal, rat); 710 mg kg^-1 (oral, rat); 778 mg kg^-1 (intravaneous, rat)
• Explode Limits: 1.6–10.6%; 10.6 %
• GHS Hazard statements: 302, 315, 318, 373; H302-H315-H318-H373; H318-H315-H373-H302
• GHS Precautionary statements: 280, 305+351+338; P260-P280-P305+P351+P338-P302+P352-P321-P501A; P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥98.5%; ≥96.0% (GC); ≥98% (GC); ≥98.0%; ≥98.5%; ≥99.0%; ≥99.0% (GC); ≥99.5% (GC); ≥99.7% (GC); 98%; 99%
• Grade: ACS; ACS reagent; analytical standard; JIS special grade; puriss. p.a.; purum; REAGENT; reagent grade; SAJ first grade
• Ignition Residue: ≤0.005%
• Impurities: ≤0.0005% Phosphorus (P); ≤0.15% water; ≤0.2% water; ≤0.3% water (Karl Fischer); ≤0.6% water; ≤1.0% C2H7NO; ≤1.0% C6H15NO3; insoluble matter, passes filter test
• Cation Traces: Al: ≤0.0005%; Al: ≤1 mg/kg; As: ≤0.1 mg/kg; Ba: ≤1 mg/kg; Bi: ≤1 mg/kg; Ca: ≤0.0005%; Ca: ≤5 mg/kg; Cd: ≤1 mg/kg; Co: ≤1 mg/kg; Cr: ≤1 mg/kg; Cu: ≤0.0005%; Cu: ≤1 mg/kg; Fe: ≤0.0005%; Fe: ≤1 mg/kg; K: ≤0.005%; K: ≤20 mg/kg; Li: ≤1 mg/kg; Mg: ≤0.0005%; Mg: ≤1 mg/kg; Mn: ≤1 mg/kg; Mo: ≤1 mg/kg; Na: ≤0.005%; Na: ≤20 mg/kg; NH4+: ≤0.05%; Ni: ≤1 mg/kg; Pb: ≤0.001%; Pb: ≤1 mg/kg; Sr: ≤1 mg/kg; Zn: ≤0.0005%; Zn: ≤1 mg/kg
• Antion Traces: carbonate (CO32-): ≤2000 mg/kg; chloride (Cl-): ≤0.05%; sulfate (SO42-): ≤0.05%
• Shelf Life: (limited shelf life, expiry date on the label)
• Quality Level: PREMIUM
• λ: 1 M in H2O
• Product Line: BioUltra
• Equivalent Weight: 104.0-106.0 Apparent
• Linear Formula: HN(CH2CH2OH)2

DETAILS

MP Biomedicals - 02152516

ACS Reagent Grade
Purity: ≥98.5%

MP Biomedicals - 02150166

Purity: 98%

Sigma Aldrich - 31589

Other Notes
Component in diethanolamine-hydrochloric acid buffer (pH 7.80 - 9.90);1 Improved chemiluminescent detection of alkaline phosphatase.2

Sigma Aldrich - D83303

Packaging
1 kg in glass bottle
5, 100 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D83303.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Sigma Aldrich - 398179

Packaging
1 kg in poly bottle
500 g in poly bottle

Sigma Aldrich - D8885

包装
1 kg in poly bottle
25, 100, 500 g in poly bottle

REFERENCES

• Boronic acids can be protected as cyclic boronates which are generally high-melting crystalline solids: J. Am. Chem. Soc., 77, 2491 (1955). NMR evidence has been presented indicating that derivatives of this type have a transannular B-N bond: J. Organomet. Chem., 246, 213 (1983):
  
• For use in the modification of a boronic acid cleft in formation of a sodium-saccharide cotransporter, see: J. Org. Chem., 60, 2147 (1995). For use of the butyl cyclic boronate in the formation of a chiral dioxaborolane ligand, see: Org. Synth., 76, 86 (1998). See also Appendix 6.