Diamine

A diamine is a type of polyamine with exactly two amino groups. Diamines are mainly used as monomers to prepare polyamides, polyimides and polyureas. In terms of quantities produced, 1,6-diaminohexane, a precursor to Nylon 6-6, is most important, followed by ethylenediamine.^[1] Hydrazine (H₂NNH₂) is usually not considered a diamine since it is neither an amine nor is it dibasic.

Aliphatic diamines

Linear aliphatic diamines

• 2 carbons: ethylenediamine (1,2-diaminoethane). Related derivatives include the N-alkylated compounds ethambutol and TMEDA.
• 3 carbons: 1,3-diaminopropane (propane-1,3-diamine)
• 4 carbons: putrescine (butane-1,4-diamine)
• 5 carbons: cadaverine (pentane-1,5-diamine)
• 6 carbons: hexamethylenediamine (hexane-1,6-diamine)

Branched aliphatic diamines

Derivatives of ethylenediamine are numerous:

• 1,2-diaminopropane
• diphenylethylenediamine
• diaminocyclohexane

Xylylenediamines

Xylylenediamines are classified as alkylamines since the amine is not directly attached to an aromatic ring.

• o-xylylenediamine or OXD
• m-xylylenediamine or MXD
• p-xylylenediamine or PXD

Aromatic diamines

Three phenylenediamines are known:^[2]

• o-phenylenediamine or OPD
• m-phenylenediamine or MPD
• p-phenylenediamine or PPD. 2,5-Diaminotoluene is related to PPD but contains a methyl group on the ring.

Various N-methylated derivatives of the phenylenediamines are known:

• dimethyl-4-phenylenediamine, a reagent.
• N,N'-di-2-butyl-1,4-phenylenediamine, an antioxidant.

Examples with two aromatic rings include derivatives of biphenyl and naphthalene:

• 4,4'-diaminobiphenyl
• 1,8-diaminonaphthalene

• 

  Ethylenediamine

• 

  Cadaverine

• 

  PPD (para-phenylenediamine)

References

1. ^ Karsten Eller, Erhard Henkes, Roland Rossbacher, Hartmut Höke "Amines, Aliphatic" in Ullmann's Encyclopedia of Industrial Chemistry, 2005 Wiley-VCH Verlag, Weinheim. doi:10.1002/14356007.a02_001
2. ^ Robert A. Smiley “Phenylene- and Toluenediamines” in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. doi:10.1002/14356007.a19_405

External links

• MeSH Diamines
• Synthesis of diamines

This article about an amine is a stub. You can help Wikipedia by expanding it.v · Categories: Amine stubs Amines Monomers Wikimedia Foundation. 2010. Игры ⚽ Нужен реферат? Chandamama (disambiguation) Jenő Barcsay Look at other dictionaries: Diamine — Di*am ine (?; 104), n. [Pref. di + amine.] (Chem.) A compound containing two amido groups united with one or more basic or positive radicals, as contrasted with a diamide. [1913 Webster] Note: In chemical nomenclature, if any amine or diamine is… …   The Collaborative International Dictionary of English Diamīne — Diamīne, organische Basen, die im Molekül zwei Amidogruppen (NH2) enthalten, wie z. B. Äthylendiamin C2H4(NH2)2. D. der Fettsäurereihe entstehen aus den Dihalogenderivaten zweiwertiger Radikale und Ammoniak (Äthylenbromid C2H4Br2 gibt mit 2NH3… …   Meyers Großes Konversations-Lexikon diamine — [ diamin; djamin ] n. f. • 1877; de di et amine ♦ Chim. Corps ayant deux fonctions amine. ● diamine nom féminin Composé possédant deux fois la fonction amine. (L hexaméthylènediamine est utilisée pour la fabrication du Nylon ; les diamines… …   Encyclopédie Universelle Diamine — (Chem.), s.u. Organische Basen A) b) …   Pierer's Universal-Lexikon diamine — / djamine/ interiez. [alteraz. eufem. di diavolo, per incrocio con dòmine ], fam. 1. [esclam. di meraviglia, d impazienza, di disapprovazione: d.!, non sono cose da dirsi ] ▶◀ accidenti, accipicchia, (ant.) diàncine, perbacco, perdiana, perdinci …   Enciclopedia Italiana diamine — [dī′ə mēn΄, dī΄ə mēn′; dī am′ēn΄, dī am′in] n. any of a group of chemical compounds containing two NH2 radicals; double amine …   English World dictionary Diamine — Une diamine est un type de polyamine contenant exactement deux groupes amine. Les diamines sont principalement utilisées comme monomères pour synthétiser des polyamides, des polyimides et des polyurées. La principale diamine produite est le 1,6… …   Wikipédia en Français diamine — dià·mi·ne inter. CO esclamazione di meraviglia, impazienza, irritazione: hai vinto la gara? diamine!, ma quando diamine arriva questo bus?, diamine, che caldo! Sinonimi: caspita, diavolo, perbacco. {{line}} {{/line}} DATA: 1612. ETIMO: incrocio… …   Dizionario italiano diamine — diaminas statusas T sritis chemija formulė R(NH₂)₂ atitikmenys: angl. diamine rus. диамин …   Chemijos terminų aiškinamasis žodynas Diamine transaminase — Identifiers EC number 2.6.1.29 CAS number 9031 83 8 …   Wikipedia 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”