Structure via PubChem · Public domain (PubChem)
2,6-xylidine
Sign in to saveAlso known as 2,6-dimethylaniline, o-xylidine, 2-amino-m-xylene, 2-amino-1,3-xylene, 2-amino-1,3-dimethylbenzene, 2,6-xylylamine, 2,6-dimethylphenylamine, 2,6-dimethylbenzenamine
2,6-Xylidine is an organic compound with the formula C6H3(CH3)2NH2. It is one of several isomeric xylidines. It is a colorless viscous liquid. Commercially significant derivatives are the anesthetics lidocaine, bupivacaine, mepivacaine, and etidocaine.
Chemical data
- Formula
- C8H11N
- Molecular weight
- 121.18 g/mol
- IUPAC name
- 2,6-dimethylaniline
- SMILES
- CC1=C(C(=CC=C1)C)N
- InChIKey
- UFFBMTHBGFGIHF-UHFFFAOYSA-N
- XLogP
- 1.8
- Polar surface area
- 26 Ų
- H-bond donors
- 1
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- xylidine
- Mass
- 121.089
Show 4 more facts
- melting point
- 11.0
- chemical formula
- C₈H₁₁N
- canonical SMILES
- CC1=C(C(=CC=C1)C)N
- subject has role
- carcinogen
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Production, occurrence, reactions
- Uses
- References
2,6-Xylidine is an organic compound with the formula C6H3(CH3)2NH2. It is one of several isomeric xylidines. It is a colorless viscous liquid. Commercially significant derivatives are the anesthetics lidocaine, bupivacaine, mepivacaine, and etidocaine.
==Production, occurrence, reactions== Many xylidines are prepared by nitration of a xylene followed by hydrogenation of the nitroaromatic, but this approach is not efficient for this isomer. Instead, it is prepared from by treatment of the related xylenol with ammonia in the presence of oxide catalysts.
Excerpted from Wikipedia’s “2,6-xylidine” article, available under the CC BY-SA 4.0 licence.