Lutidines

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In chemistry, the lutidines or dimethylpyridines form a group of organic compounds that belong to the heterocycles (more precisely: heteroaromatics ). They consist of a pyridine ring that is substituted with two methyl groups. Their different arrangement results in six constitutional isomers with the empirical formula C 7 H 9 N. 2,6-lutidine is the best-known isomer .

properties

The lutidines are colorless to yellow liquids with a characteristic odor and a slightly oily consistency. They are soluble in water, ethanol , diethyl ether and acetone . The compounds are classified as harmful , two of the isomers are classified as toxic .

Oxidation of the methyl groups produces the pyridinedicarboxylic acids . The name is only adopted on the product for the 2,4-isomer: The pyridine-2,4-dicarboxylic acid is called lutidic acid , the names of the other five isomers have a different origin.

Lutidines
Surname 2,3-lutidine 2,4-lutidine 2,5-lutidine 2,6-lutidine 3,4-lutidine 3,5-lutidine
other names 2,3-dimethylpyridine 2,4-dimethylpyridine 2,5-dimethylpyridine 2,6-dimethylpyridine 3,4-dimethylpyridine 3,5-dimethylpyridine
Structural formula Structure of 2,3-lutidine Structure of 2,4-lutidine Structure of 2,5-lutidine Structure of 2,6-lutidine Structure of 3,4-lutidine Structure of 3,5-lutidine
CAS number 583-61-9 108-47-4 589-93-5 108-48-5 583-58-4 591-22-0
PubChem 11420 7936 11526 7937 11417 11565
Molecular formula C 7 H 9 N
Molar mass 107.16 g mol −1
Physical state liquid
Brief description colorless to yellow liquids with a characteristic odor and a slightly oily consistency
Melting point −15 ° C −60 ° C −15 ° C −6 ° C −6 ° C −9 ° C
boiling point 162-163 ° C 159 ° C 157 ° C 144 ° C 163-164 ° C 169-170 ° C
pK s value
(of the conjugate
acid BH + ) 		6.57 6.77 6.40 6.60 6.46
solubility 95 g l −1 350 g l −1 soluble 33 g l −1 33 g l −1
GHS
labeling
02 - Highly / extremely flammable 06 - Toxic or very toxic
danger
02 - Highly / extremely flammable 06 - Toxic or very toxic
danger
02 - Highly / extremely flammable 07 - Warning
Caution
02 - Highly / extremely flammable 07 - Warning
Caution
02 - Highly / extremely flammable 06 - Toxic or very toxic
danger
02 - Highly / extremely flammable 05 - Corrosive
07 - Warning
danger
H and P phrases 226-302-312-331
315-319-335 		226-301 226-302-312
315-319-332-335 		226-302-315-319-335 226-302-310 226-302-312-332
315-318-335
no EUH phrases no EUH phrases no EUH phrases no EUH phrases no EUH phrases no EUH phrases
261-280-304 + 340
305 + 351 + 338-310 		210-262-280-309 + 310 261-280-305 + 351 + 338 210-260-302 + 352-305 + 351 + 338 210-280-302 + 352-309 + 310 261-280-305 + 351 + 338

See also

Individual evidence

  1. ↑ Entry on Lutidine. In: Römpp Online . Georg Thieme Verlag, accessed on November 25, 2014.
  2. ↑ a b c d Entry for CAS no. 583-61-9 in the GESTIS substance database of the IFA , accessed on October 14, 2012(JavaScript required) .
  3. ↑ a b c d Entry for CAS no. 108-47-4 in the GESTIS substance database of the IFA , accessed on October 14, 2012(JavaScript required) .
  4. ↑ a b c Entry for CAS no. 589-93-5 in the GESTIS substance database of the IFA , accessed on July 15, 2013(JavaScript required) .
  5. ↑ a b c d Entry for CAS no. 108-48-5 in the GESTIS substance database of the IFA , accessed on October 14, 2012(JavaScript required) .
  6. ↑ a b c d Entry for CAS no. 583-58-4 in the GESTIS substance database of the IFA , accessed on October 14, 2012(JavaScript required) .
  7. ↑ a b c d Entry for CAS no. 591-22-0 in the GESTIS substance database of the IFA , accessed on October 14, 2012(JavaScript required) .
  8. ↑ CRC Handbook of Tables for Organic Compound Identification , Third Edition, 1984, ISBN 0-8493-0303-6 .

Web links

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