triethylamine

• ChemBase ID: 92603
• Molecular Formular: C6H15N
• Molecular Mass: 101.19
• Monoisotopic Mass: 101.12044949
• SMILES: N(CC)(CC)CC
• Canonical SMILES: CCN(CC)CC
• InChI: InChI=1S/C6H15N/c1-4-7(5-2)6-3/h4-6H2,1-3H3
• InChIKey: ZMANZCXQSJIPKH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: triethylamine
• IUPAC Traditional name: TEN; triethylamine
• Synonyms: (Diethylamino)ethane; Triethylamine 99%; Diethylaminoethane; N,N-Diethylethanamine; TRIETHYLAMINE; TRIETHYLAMINE, CERTIFIED GRADE; TRIETHYLAMINE, HPLC GRADE; N,N-Diethylethanamine; N,N,N-Triethylamine; Triethylamine; 三乙基胺; 三乙胺

Database IDs

• CAS Number: 121-44-8
• EC Number: 204-469-4
• MDL Number: MFCD00009051
• Beilstein Number: 605283; 1843166
• Merck Index: 149666
• PubChem SID: 24889349; 24889347; 24850800; 24889345; 24889348; 24870713; 24901993; 24884389; 24899917; 162079301
• PubChem CID: 8471
• CHEBI ID: 35026
• CHEMBL: 284057
• Chemspider ID: 8158
• FEMA ID: 4246
• KEGG ID: C14691
• MeSH Name: triethylamine
• Unique Ingredient Identifier: VOU728O6AY
• Wikipedia Title: Triethylamine
• Flavis Number: 11.023

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): -2.2147028
• LogD (pH = 7.4): -1.4690653
• Log P: 1.2605933
• Molar Refractivity: 34.2339 cm^3
• Polarizability: 13.342089 Å^3
• Polar Surface Area: 3.24 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Colourless liquid; Liquid
• Melting Point: -114.70°C (158.45K); -115 °C; -115 °C(lit.); -115°C; -115°C
• Boiling Point: 88.55 - 89.75°C (361.7 - 362.9 K); 88.8 °C(lit.); 89-90°C; 89-90°C; 90 °C
• Flash Point: -11°C(12°F); -15 °C; 5 °F; -6°C; 69 hPa at 20 °C (closed cup and DIN 51755)
• Auto Ignition Point: 215 °C (DIN 51794); 312 °C; 593 °F
• Density: .73 g/cm^3 at 20 °C; 0.7255 g mL^-1; 0.726; 0.726 g/mL at 25 °C(lit.); 0.727 g/mL at 20 °C
• Refractive Index: 1.4005; 1.401; n20/D 1.401; n20/D 1.401(lit.)
• Vapor Pressure: 51.75 mmHg ( 20 °C); 6.899–8.506 kPa; 69 hPa at 20 °C
• Vapor Density: 3.48 (air = 1); 3.5 (vs air)
• Partition Coefficient: 1.647
• Henry Constant: 66 μmol Pa^-1 kg^-1
• Odor: Fishy, ammoniacal
• Heat Capacity: 216.43 J K^-1 mol^-1
• Std enthalpy of combustion: -4.37763–-4.37655 MJ mol^-1
• Std enthalpy of formation: -169 kJ mol^-1

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Highly Flammable/Corrosive/Harmful
• RTECS: YE0175000
• European Hazard Symbols: Corrosive (C); Flammable (F); Nature polluting (N); X
• UN Number: 1296; UN1296
• German water hazard class: 1
• Hazard Class: 3; 8
• Packing Group: 2; II
• Australian Hazchem: 3WE
• Risk Statements: 11-20/21/22-35; R:11-20/21/22-35-53; r11, r20/21/22, r35
• Safety Statements: 1/2-3-16-26-29-36/37/39-45; 3-16-26-29-36/37/39-45; S:3-16-26-29-45-36/37/39; s1/2, s3, s16, s26, s29, s36/37/39
• EU Classification: FC
• EU Hazard Identification Number: 8A
• Emergency Response Guidebook(ERG) Number: 132
• TSCA Listed: 是
• EU Index: 612-004-00-5
• GHS Pictograms: GHS corrosion; GHS exclamation mark; GHS flame; GHS02; GHS05; GHS07
• GHS Signal Word: DANGER; Danger
• NFPA704:
  

  3

  3

  0
• LD50: 580 mg kg^-1 (dermal, rabbit); 730 mg kg^-1 (oral, rat)
• Explode Limits: 1.2–8%; 8 %
• GHS Hazard statements: 225, 302, 312, 314, 332; H225-H302-H312-H314-H332; H225-H314-H302-H312-H332
• GHS Precautionary statements: 210, 280, 305+351+338, 310; P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1296 3/PG 2
• Storage Temperature: 2-8°C; room temp

Product Information

• Purity: ≥98%; ≥98.0%; ≥98.0% (GC); ≥99%; ≥99% (GC); ≥99.5%; ≥99.5% (GC); 99%; 99.5%; 99+%
• Grade: eluent additive for LC-MS; for amino acid analysis; for HPLC; for protein sequence analysis; HPLC; NI; puriss. p.a.; purum; SAJ first grade; SAJ special grade
• Suitability: corresponds to standard for RP gradient test; passes test for LC-MS
• Evaporation Residue: ≤0.003%
• Impurities: ≤0.003% non-volatile matter; ≤0.1% (Karl Fischer); ≤0.1% water; ≤0.5% water; ≤0.5% water (Karl Fischer); insoluble matter, passes filter test
• Cation Traces: Al: ≤0.2 mg/kg; Al: ≤0.5 mg/kg; Ba: ≤0.1 mg/kg; Bi: ≤0.1 mg/kg; Ca: ≤0.5 mg/kg; Cd: ≤0.05 mg/kg; Co: ≤0.02 mg/kg; Cr: ≤0.02 mg/kg; Cu: ≤0.02 mg/kg; Fe: ≤0.1 mg/kg; K: ≤0.5 mg/kg; Li: ≤0.1 mg/kg; Mg: ≤0.1 mg/kg; Mn: ≤0.02 mg/kg; Mn: ≤0.02%; Mo: ≤0.02 mg/kg; Mo: ≤0.1 mg/kg; Na: ≤0.5 mg/kg; Ni: ≤0.02 mg/kg; Pb: ≤0.1 mg/kg; Sr: ≤0.1 mg/kg; Zn: ≤0.1 mg/kg
• Shelf Life: (limited shelf life, expiry date on the label)
• Quality: ampule
• Product Line: BioUltra
• abs.: absorption/278 nm cut-off
• Linear Formula: (C2H5)3N

DETAILS

MP Biomedicals - 02157003

Purity: >98%
1 ml = approx. 0.73 g

Sigma Aldrich - 90337

Application
Mobile-phase modifier in the RP-HPLC separation of acidic, basic and neutral drugs. Improves resolution of amino acids and amino acid amides by HPLC by suppressing tailing.

Sigma Aldrich - 65897

Application
Mobile-phase modifier in the RP-HPLC separation of acidic, basic and neutral drugs. Improves resolution of amino acids and amino acid amides by HPLC by suppressing tailing.

Sigma Aldrich - 90338

Application
Conversion of the Beckman liquid phase sequencer to a gas-liquid phase sequencer1
Mobile-phase modifier in the RP-HPLC separation of acidic, basic and neutral drugs. Improves resolution of amino acids and amino acid amides by HPLC by suppressing tailing.

Sigma Aldrich - W424601

Application
Mobile-phase modifier in the RP-HPLC separation of acidic, basic and neutral drugs. Improves resolution of amino acids and amino acid amides by HPLC by suppressing tailing.
Packaging
1 kg in glass bottle
8 kg in steel drum
1 sample in glass bottle
20 kg in comp drum

Sigma Aldrich - 16304

Application
Mobile-phase modifier in the RP-HPLC separation of acidic, basic and neutral drugs. Improves resolution of amino acids and amino acid amides by HPLC by suppressing tailing.

Sigma Aldrich - 90335

Application
Mobile-phase modifier in the RP-HPLC separation of acidic, basic and neutral drugs. Improves resolution of amino acids and amino acid amides by HPLC by suppressing tailing.
Other Notes
Component of volatile buffer system in ion-exchange HPLC of oligonucleotides1

Sigma Aldrich - 471283

Application
Mobile-phase modifier in the RP-HPLC separation of acidic, basic and neutral drugs. Improves resolution of amino acids and amino acid amides by HPLC by suppressing tailing.
Packaging
100, 500, 6×500 mL in Sure/Seal™
200 L in Kilo-Lab™
18 L in steel drum
2 L in Sure/Seal™
4, 4×4 L in glass bottle

Sigma Aldrich - T0886

Application
酸性、碱性和中性药物 RP-HPLC 分离中的流动相改性剂。通过抑制拖尾提高氨基酸和氨基酸酰胺的 HPLC 分离度。
包装
1 L in glass bottle
10, 100, 500 mL in glass bottle

Sigma Aldrich - 543969

Application
Mobile-phase modifier in the RP-HPLC separation of acidic, basic and neutral drugs. Improves resolution of amino acids and amino acid amides by HPLC by suppressing tailing.
Legal Information
Product of Arkema Inc.

Sigma Aldrich - 39428

Application
Mobile-phase modifier in the RP-HPLC separation of acidic, basic and neutral drugs. Improves resolution of amino acids and amino acid amides by HPLC by suppressing tailing.

Sigma Aldrich - 90342

Application
Mobile-phase modifier in the RP-HPLC separation of acidic, basic and neutral drugs. Improves resolution of amino acids and amino acid amides by HPLC by suppressing tailing.

Sigma Aldrich - 90340

Application
Mobile-phase modifier in the RP-HPLC separation of acidic, basic and neutral drugs. Improves resolution of amino acids and amino acid amides by HPLC by suppressing tailing.

Sigma Aldrich - 17924

Application
Mobile-phase modifier in the RP-HPLC separation of acidic, basic and neutral drugs. Improves resolution of amino acids and amino acid amides by HPLC by suppressing tailing.

Sigma Aldrich - 30-4210

Application
Mobile-phase modifier in the RP-HPLC separation of acidic, basic and neutral drugs. Improves resolution of amino acids and amino acid amides by HPLC by suppressing tailing.

Sigma Aldrich - 30-4200

Application
Mobile-phase modifier in the RP-HPLC separation of acidic, basic and neutral drugs. Improves resolution of amino acids and amino acid amides by HPLC by suppressing tailing.

REFERENCES

• The apparent base strength of triethylamine has been increased by its use in combination with certain metal salts, examined by Rathke. For the acylation of malonic esters with acyl chlorides, MgCl₂ was found to be effective, whereas other metal salts had no effect: J. Org. Chem., 50, 2622 (1985); Synth. Commun., 15, 1039 (1985); Tetrahedron, 48, 9233 (1993). For the Horner-Wadsworth-Emmons olefination reaction, LiBr or LiCl gave the best results under most conditions, although Mg salts showed some effect; other metal salts were ineffective: J. Org. Chem., 50, 2624 (1985).
• Addition of triethylamine enables the reaction of Grignard reagents with esters to be interrupted at the ketone stage. Deuterium-labelling shows that this is caused by enolization of the ketone. Good yields are obtained unless the ester itself is readily enolized: Synthesis, 877 (1980).