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Home > Encyclopedia > 2-Ethenyl-6-methylpyridine

2-Ethenyl-6-methylpyridine

2-Ethenyl-6-methylpyridine structure

2-Ethenyl-6-methylpyridine 

structure
  • CAS No:

    1122-70-9

  • Formula:

    C8H9N

  • Chemical Name:

    2-Ethenyl-6-methylpyridine

  • Synonyms:

    Pyridine,2-ethenyl-6-methyl-;2-Picoline,6-vinyl-;2-Ethenyl-6-methylpyridine;2-Methyl-6-vinylpyridine

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

2-Ethenyl-6-methylpyridine Basic Attributes

119.16

119.16

214-357-7

21RIE3E35F

DTXSID30149951

2933399090

Characteristics

12.9

2.1

0.954±0.06 g/cm3(Predicted)

248-250 °C(lit.)

73 °C @ Press: 21 Torr

53.7±10.9 °C

1.555

1.88mmHg at 25°C

Safety Information

2924

10-20/21/22-34-36

24/25-26-36/37/39

2-Ethenyl-6-methylpyridine Use and Manufacturing

Modified ZSM-5 was used in the following reaction for the preparation of 2, 6-divinylpyridine and 2-methyl-6-vinylpyridine. Cs-ZSM-5 (SiO2/Al2O3=30) (3 wt percent Cs) catalyst was packed in a pyrex reactor having and inner diameter of 20 mm with the length of 30-40 cm and the catalytic zone was heated at 300° C. Then the mixture was fed from top of formaldehyde 2, 6-lutidine=4:1 molar. The weight hourly space velocity was 0.5 h-1. The liquid product selectivities for 2, 6-divinylpyridine (2, 6-DVP) and 2-methyl-6-vinylpyridine (2M6VP) were 25.2 and 74.8percent at 37.1 wt percent conversion of 2, 6-lutidine (at time on stream (TOS)=6 h) respectively.Reaction of 2, 6-lutidine and formaldehyde was carried out over Cs-K-ZSM-5 (SiO2/Al2O3=30) at 300° C. with 0.5 h-1 W.H.S.V. The catalyst was 4 g with 18-30 mesh size and feed rate of 2 ml. h-1. The molar ratio of 2, 6-lutidine; formaldehyde was 1:4. The liquid product selectivities were 31.0 and 67.8 wt percent for 2, 6-DVP and 2M6VP at 57.8 wt percent conversion of 2, 6-lutidine respectively, at TOS=6 h.Conversion of 2, 6-lutidine and formaldehyde was carried out over K-ZSM-5 (3 wt percent K) at 300° C. with 0.5 h-1 W.H.S.V. The catalyst was 4 g with 18-30 mesh size and feed rate of 2 ml. h-1. 2, 6-Lutidine to formaldehyde molar ratio was 1:4. The liquid product selectivities were 36.1 and 60.0 at 51, 5 wt percent conversion of 2, 6-lutidine at TOS=6 h.The weight percent potassium impregnated in the HZSM-5 catalyst was also varied from 1 wt percent to 4 wt percent. The reaction of 2, 6-lutidine and formaldehyde was carried out over K-ZSM-5 (30) at 300° C. and 05 h-1 W.H.S.V. The molar ratio of 2, 6-lutidine: formaldehyde was 1:4. The weight of the catalyst was 4 g with 18-30 mesh size and feed rate 2 ml.h-1. The liquid product selectivities were 24.3percent 2, 6-DVP and 75.7percent 2M6VP at 34.0 wt percent conversion of 2, 6-lutidine at TOS=6 h and for 1 wt percent KZSM-5. The liquid product selectivities were 61.8percent 2, 6-DVP and 379percent 2M6VP at 74.4 wt percent conversion of 2, 6-lutidine at TOS=6 h for 4 wt percent of potassium impregnation, KZSM-5.The reaction of 2, 6-lutidine and formaldehyde was carried out over K-ZSM-5 (30, 3 wt percent K) in the reaction temperature range of 250 to 400° C. The catalyst was 4 g with 18-30 mesh size and feed rate 2 ml h-1. The molar ratio of 2, 6-lutidine: formaldehyde was 1:4. The liquid product selectivities were 32.1percent 2, 6-DVP and 67.9percent 2M6VP at 16.1 wt percent conversion of 2, 6-lutidine at 250° C. at TOS=6 h. The liquid product selectivities were 36.1percent 2, 6-DVP and 60.0percent 2M6VP at 515 wt percent conversion of 2, 6-lutidine at 300° C. at TOS=6 h. The liquid product selectivities were 45.0percent 2, 6-DVP and 46.8percent 2M6VP at 60.4 wt percent conversion of 2, 6-lutidine at 350° C. at TOS=6 h. The liquid product selectivities were 29.1percent 2, 6-DVP and 54.3percent 2M6VP at 55.3 wt percent conversion of 2, 6-lutidine at 400° C. at TOS=6 h.The reaction of 2, 6-lutidine and formaldehyde was carried out over K-ZSM-5 (30, 4 wt percent K by ion exchange method) at 300° C. reaction temperature and weight hourly space velocity was varied in the range of 0.125 to 0.75 h-1. The catalyst was 4 g with 18-30 mesh size and feed rate 2 ml.h-1. The molar ratio of lutidine: formaldehyde was 1:4. The liquid product selectivities were 74.7percent 2, 6-DVP and 23.4percent 2M6VP at 87.2 wt percent conversion of 2, 6-lutidine at 0.125 h-1 and at TOS=5 h. The liquid product selectivities were 61.8percent 2, 6-DVP and 37.9percent 2M6VP at 74.4 wt percent conversion of 2, 6-lutidine at TOS 32 6 h.Reaction of 2, 6-lutidine and formaldehyde was carried out over Na-ZSM-5 (SiO2/Al2O3=30) at 300° C. with 0.5 h-1 W.H.S, V The catalyst was 4 g with 18-30 mesh size and feed rate of 2 ml h-1. The molar ratio of 2, 6-lutidine to formaldehyde 1:4. The liquid product selectivities were 30.4 and 69.6percent for 2, 6-DVP and 2M6VP respectively, at 53.3 wt percent conversion of 2, 6-lutidine.Reaction of 2, 6-lutidine and formaldehyde was carried out over Rb-ZSM-5 (30) at 300° C. with 0.5 h-1 W.H.S.V. The catalyst was 4 g with 18-30 mesh size and feed rate of 2 ml. h-1. 2, 6-Lutidine to formaldehyde molar ratio was 1:4. The liquid product selectivities of 2, 6-divinylpyridine and 2-methyl-6-vinylpyridien were 39.4 and 60.6 wt percent at 62.3 wt percent conversion of 2, 6-lutidine at TOS=6 h.Reaction of 2, 6-lutidine and formaldehyde was carried out over Sr-ZSM-5 (SiO2/Al2O3=30 at 300° C. with 0.5 h-1 W.H.S.V. The catalyst was 4 g with 18-30 mesh size and feed rate of 2 ml. h-1. The molar ratio of 2, 6-lutidine: formaldehyde was 1:4. The liquid product selectivities were 24.9 and 75.1percent of 2, 6-DVP and 2M6VP respectively, at 32.5 wt percent conversion of 2, 6-lutidine at TOS=6 h.

Computed Properties

Molecular Weight:119.16
XLogP3:2.1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:119.073499291
Monoisotopic Mass:119.073499291
Topological Polar Surface Area:12.9
Heavy Atom Count:9
Complexity:98.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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