Triethylamine CAS#121-44-8

  1. High Chemical Reactivity: Triethylamine is a typical tertiary amine that readily participates in various chemical reactions, including salt formation and oxidation, making it useful in organic synthesis.

  2. Good Solubility in Organic Solvents: It dissolves easily in ethanol, ether, and many organic solvents, while exhibiting limited solubility in water, allowing its use in different chemical processes.

  3. Convenient Physical Properties: Triethylamine is a colorless to pale yellow liquid with a boiling point of approximately 89.5°C, making it relatively easy to handle and process under suitable conditions.

  4. Strong Basicity and Industrial Versatility: Due to its alkaline nature and proton-accepting ability, triethylamine is widely used as an organic base, catalyst, and chemical intermediate in pharmaceutical and industrial manufacturing.

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Product Description

Triethylamine (C₆H₁₅N), also known as N,N-diethylethylamine, is a typical tertiary amine with characteristic chemical properties, including salt formation and oxidation reactions. It does not undergo the Hinsberg reaction due to the absence of an N–H bond.

Triethylamine is a colorless to pale yellow liquid with a strong ammonia-like odor. It has a boiling point of 89.5°C, a relative density of 0.70, and a vapor density of 3.48. It is slightly soluble in water but readily dissolves in ethanol and ether. Its aqueous solution exhibits alkaline properties.

Triethylamine is highly flammable, and its vapors can form explosive mixtures with air at concentrations ranging from 1.2% to 8.0%. It is also toxic and may cause severe irritation upon exposure. Therefore, proper ventilation, protective equipment, and appropriate storage conditions are necessary during handling.

Triethylamine

Chemical Properties

Melting point -115 °C
Boiling point 90 °C
density 0.728
vapor density 3.5 (vs air)
vapor pressure 51.75 mm Hg ( 20 °C)
refractive index n20/D 1.401(lit.)
FEMA 4246 | TRIETHYLAMINE
Fp 20 °F
storage temp. Store below +30°C.
solubility water: soluble112g/L at 20°C
pka10.75(at 25℃)
form Liquid
Specific Gravity0.725 (20/4℃)
color Clear
PH12.7 (100g/l, H2O, 15℃)(IUCLID)
Relative polarity1.8
OdorStrong ammonia-like odor
Odor Typefishy
Odor Threshold0.0054ppm
explosive limit1.2-9.3%(V)
Water Solubility 133 g/L (20 ºC)
Merck 149666
JECFA Number1611
BRN 1843166
Henry's Law Constant1.79 at 25 °C (Christie and Crisp, 1967)
Exposure limitsNIOSH REL: IDLH 200 ppm; OSHA PEL: TWA 25 ppm (100 mg/m3); ACGIH TLV: TWA 1 ppm, STEL 3 ppm (adopted).
Dielectric constant5.0(Ambient)
Stability:Stable. Extremely flammable. Readily forms explosive mixtures with air. Note low flash point. Incompatible with strong oxidizing agents, strong acids, ketones, aldehydes, halogenated hydrocarbons.
InChIKeyZMANZCXQSJIPKH-UHFFFAOYSA-N
LogP1.65
CAS DataBase Reference121-44-8(CAS DataBase Reference)
NIST Chemistry ReferenceTriethylamine(121-44-8)
EPA Substance Registry SystemTriethylamine (121-44-8)

Safety Information

Hazard Codes F,C
Risk Statements 11-20/21/22-35
Safety Statements 3-16-26-29-36/37/39-45-61
RIDADR UN 1296 3/PG 2
WGK Germany 1
RTECS YE0175000
F 34
Autoignition Temperature593 °F
Hazard Note Highly Flammable/Corrosive
TSCA Yes
HazardClass 3
PackingGroup II
HS Code 29211910
Hazardous Substances Data121-44-8(Hazardous Substances Data)
ToxicityLD50 orally in rats: 0.46 g/kg (Smyth)
IDLA200 ppm

Product Usage

Triethylamine is widely used as a solvent, organic synthesis reagent, and chemical intermediate. It plays an important role in the production of pharmaceuticals, pesticides, dyes, fragrances, surfactants, preservatives, bactericides, and ion-exchange resins. It is also used in the manufacture of rubber vulcanization accelerators, corrosion inhibitors, waterproofing agents, catalysts, and high-energy fuels.

In the pharmaceutical industry, triethylamine is involved in the synthesis of various antibiotics, vitamins, and other medicinal compounds, including ampicillin, amoxicillin, cefazolin, and vitamin B6. Additionally, it is used to prepare quaternary ammonium compounds and other specialty chemicals.

Triethylamine also has applications in analytical chemistry, particularly in reversed-phase high-performance liquid chromatography (RP-HPLC), where it serves as a mobile-phase additive. It can reduce peak tailing and improve the separation of acidic, basic, and neutral compounds, especially amino acids and their derivatives.

Triethylamine

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