Triethylamine is the chemical compound with the formula N(CH₂CH₃)₃, commonly abbreviated Et₃N. It is a commonly encountered in organic synthesis probably because it is the simplest symmetrically trisubstituted amine, i.e. a tertiary amine, that is liquid at room temperature. It possesses a strong fishy odor reminiscent of ammonia. Diisopropylethylamine (Hünig’s base, CAS # 7087-68-5) is a widely used relative of triethylamine. The plimsoll symbol as used in shipping In chemistry, the standard state of a material is its state at 1 bar (100 kilopascals exactly). ... Look up chemical compound in Wiktionary, the free dictionary. ... A chemical formula is a concise way of expressing information about the atoms that constitute a particular chemical compound. ... Ethyl is a two-carbon substituent in organic chemistry. ... Organic synthesis is the construction of organic molecules via chemical processes. ... Ammonia Amines are organic compounds containing nitrogen as the key atom in the amine functional group. ... For other uses, see Ammonia (disambiguation). ... N,N-Diisopropylethylamine or Hünigs base is an organic compound and an amine. ...

Triethylamine is commonly employed in organic synthesis as a base, most often in the preparation of esters and amides from acyl chlorides.^[1] Such reactions lead to the production of hydrogen chloride which combines with triethylamine to form the salt triethylamine hydrochloride, commonly called triethylammonium chloride. This reaction removes the hydrogen chloride from the reaction mixture, which is required for these reactions to proceed to completion (R, R' = alkyl, aryl): Acids and bases: Acid-base extraction Acid-base reaction Acid dissociation constant Acidity function Buffer solutions pH Proton affinity Self-ionization of water Acids: Lewis acids Mineral acids Organic acids Strong acids Superacids Weak acids Bases: Lewis bases Organic bases Strong bases Superbases Non-nucleophilic bases Weak bases edit In... For other uses, see Ester (disambiguation). ... Amide functional group Amides possess a conjugated system spread over the O, C and N atoms, consisting of molecular orbitals occupied by delocalized electrons. ... General Chemical Structure of an Acyl Chloride In organic chemistry, an acyl chloride (or acid chloride) is an organic compound which is a reactive derivative of a carboxylic acid. ... R-phrases , S-phrases , , , , Flash point non-flammable Supplementary data page Structure and properties n, εr, etc. ... Triethylamine hydrochloride, also known as triethyl ammonium chloride or ethanamine-N,N-diethyl-hydrochloride, is a ternary ammonium salt of triethylamine. ... R-phrases , S-phrases , , , , Flash point non-flammable Supplementary data page Structure and properties n, εr, etc. ... An alkyl is a univalent radical containing only carbon and hydrogen atoms arranged in a chain. ... In the context of organic molecules, aryl refers to any member of the set of functional groups or substituents that are derived from a simple aromatic ring. ...

R₂NH + R'C(O)Cl + Et₃N → R'C(O)NR₂ + Et₃NH⁺Cl^-

Like other tertiary amines, it catalyzes the formation of urethane foams and epoxy resins. It is also useful in dehydrohalogenation reactions and Swern oxidations. Dehydrohalogenation is an organic chemistry reaction from which an alkene is obtained from an alkyl halide. ... The mild oxidation of primary or secondary alcohols to aldehydes or ketones with a mixture of oxalyl chloride, dimethylsulfoxide and triethylamine is called the Swern oxidation. ...

Triethylamine is readily alkylated to give the corresponding quaternary ammonium salt: Categories: Chemistry stubs ...

RI + Et₃N → Et₃NR⁺I^-

References

1. ^ Sorgi, K. L. "Triethylamine" in Encyclopedia of Reagents for Organic Synthesis, 2001 John Wiley & Sons, New York. DOI: 10.1002/047084289X.rt217

External links

• US EPA - Air Toxics Website