3-Bromo-2,6-dimethylpyridine
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3-Bromo-2,6-dimethylpyridine
structure -
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CAS No:
3430-31-7
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Formula:
C7H8BrN
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Chemical Name:
3-Bromo-2,6-dimethylpyridine
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Synonyms:
3-Bromo-2,6-dimethyl;3-Bromo-6-methyl-2-picoline;2,6-Dimethyl-3-bromopyridine;3-BROMO-2,6-DIMETHYLPYRIDINE;3-Bromo-2,6-dimethylpyridine98%;3-Bromo-2,6-dimethylpyridine,97%;2,6-Dimethylpyridine-3-Bromopyridine;3-BroMo-2,6-diMethylpyridine98%,6-diMethylpyridine98%
- Categories:
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CAS No:
3-Bromo-2,6-dimethylpyridine Basic Attributes
186.05
184.984009
1592732-453-0
DTXSID80345365
2933399090
Safety Information
IRRITANT
3
36/37/38-41-37/38-22
26-36/37/39-36/39
Xi,Xn
Irritant
P261-P280-P305 + P351 + P338
H315-H318-H335
|Danger|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P332+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 41 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
3-Bromo-2,6-dimethylpyridine Use and Manufacturing
2, 6-lutidine (5a) (115 kg, 1073.3 mol) was added into pre-chilled oleum (20-23percent, 1015 kg, 2276.7 mol) at 0 °C over a period of 4.5 h (temperature r6ached 14 °C during the addition). Bromine (88.18 kg, 1103.6 mol) was then added at 5-10 °C over a period of 1 h. The reaction mixture was slowly heated to 150 °C over a period of 12h. TLC analysis indicated about 40-50percent conversion to product and the formation of a dimer by-product (5percent). The reaction mixture was cooled to room temperature and then additional bromine (88.18 kg, 1103.6 mol) was added slowly. The reaction mixture was slowly heated to maintain a temperature of 65-75 °C over a period of 15h. TLC analysis indicated a 65-70 percent conversion to product and the formation of 5percent dimer by product. The reaction mixture was quenched by addition of water (500L) while maintaining the reaction temperature below 20 °C. The mixture was basified with 6.6 M NaOH (3800 L) while maintain the temperature at < 40 °C. EtOAc (220 L) was added and the mixture was stirred for 1 h then allowed to settle over a period of 2 h. The layers were separated and the aqueous layer was treated with NaOH (10 kg) in water (10 L) and extracted with EtOAc (160 L). The organic extracts were combined washed with brine (100 L), dried over Na2, 6-lutidine (le) (1 15 kg, 1073.3 mol) was added into pre-chilled Oleum (20-23percent, 1015 kg, 2276.7 mol) at 0 °C over a period of 4.5 h (temperature reached 14 °C during the addition). Bromine (88.18 kg, 1 103.6 mol) was then added at 5-10 °C over a period of 1 h. The reaction mixture was slowly heated to 150 °C over a period of 12 h. TLC analysis indicated about 40- 50percent conversion to product and the formation of a dimer by-product (5percent). The reaction mixture was cooled to room temperature and then additional bromine (88.18 kg, 1 103.6 mol) was added slowly. The reaction mixture was slowly heated to maintain a temperature of 65- 75 °C over a period of 15 h. TLC analysis indicated a 65-70 percent conversion to product and the formation of 5percent dimer by product. The reaction mixture was quenched by addition of water (500 L) while maintaining the reaction temperature below 20 °C. The mixture was basified with 6.6 M NaOH (3800 L) while maintain the temperature at < 40 °C. EtOAc (220 L) was added and the mixture was stirred for 1 h then allowed to settle over a period of 2 h. The layers were separated and the aqueous layer was treated with NaOH (10 kg) in water (10 L) and extracted with EtOAc (160 L). The organic extract were combined washed with brine (100 L), dried over Na
Computed Properties
Molecular Weight:186.05
XLogP3:2.3
Hydrogen Bond Acceptor Count:1
Exact Mass:184.98401
Monoisotopic Mass:184.98401
Topological Polar Surface Area:12.9
Heavy Atom Count:9
Complexity:94.9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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