862120-75-0|2-(Bromomethyl)-6-chloro-4-(trifluoromethyl)pyridine| Ambeed

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Inaccessible (Haz class 6.1), International	USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic	USD 100+
Accessible (Haz class 3, 4, 5 or 8), International	USD 200+

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CAS No. :	862120-75-0
Formula :	C₇H₄BrClF₃N
M.W :	274.47
SMILES Code :	FC(C1=CC(CBr)=NC(Cl)=C1)(F)F
MDL No. :	MFCD11227256

GHS Pictogram:
Signal Word:	Danger
Hazard Statements:	H302-H314
Precautionary Statements:	P280-P305+P351+P338-P310
Class:	8
UN#:	1759
Packing Group:	Ⅲ

Yield	Reaction Conditions	Operation in experiment
70%	With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 16h;Heating / reflux;	2-(bromomethyl)-6-chloro-4-(trifluoromethyl)pyridine. (<strong>[22123-14-4]2-chloro-6-methyl-4-(trifluoromethyl)pyridine</strong> (10.0 g, 51 mmol), N-bromosuccinimide (10.9 g, 61 mmol), and 2,2'-azobis(2-methylpropionitrile) (164mg, 1 mmol) were combined in carbon tetrachloride (200 mL) and heated to reflux. After 16 h, the reaction mixture was cooled to 0 C. and filtered. The filtrate was concentrated and purified by column chromatography on silica gel (100% hexanes) to produce 9.1 g (70%) as a light yellow oil. 1H-NMR (CDCl3, 400 MHz) delta7.59 (s, 1H), 7.47 (s, 1H), 4.52 (s, 2H).
70%	With N-Bromosuccinimide;2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 16h;Reflux;	(2-chloro-6-methyl-4- (trifluoromethyl)pyridine (10.0 g, 51 mmol), N-bromosuccinimide (10.9 g, 61 mmol), and 2,2'-azobis(2-methylpropionitrile) (164mg, 1 mmol) were combined in carbon tetrachloride (200 mL) and heated to reflux. After 16 h, the reaction mixture was cooled to 0C and filtered. The filtrate was concentrated and purified by column chromatography on silica gel (100% hexanes) to produce 9.1 g (70%) as a light yellow oil. 1H-NMR (CDCl3, 400 MHz) delta 7.59 (s, IH), 7.47 (s, IH), 4.52 (s, 2H).

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CAS No.: 862120-75-0

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CAS No.: 862120-75-0

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Yield	Reaction Conditions	Operation in experiment
44%	With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; for 3h;Heating / reflux;	Procedure B; Step A; A solution of 2-chloro-6-methyl-4-trifluoromethyl pyridine (21.18 g, 108.3 mmol, Maybridge CD 10452), N-bromosuccinimide (21.20 g, 119.2 mmol, Aldrich) in tetrachloromethane (200 mL) was stirred at gentle reflux while a solution of 2,2'-azobisisobutyronitrile (1.87 mL) in tetrachloromethane (50 mL) was added, drop wise. Heating was continued for three hours, after which time the reaction mixture was allowed to cool to room temperature, washed with water (4×100 mL), dried with anhydrous magnesium sulfate and evaporated to dryness. The crude product (34 g) was purified on a Silica gel column using ethyl acetate/hexane mixture with the concentration of ethyl acetate gradually rising from 0% to 5% at the end of the separation. In this manner it was obtained: 9.6 g of 2-(alpha,alpha-dibromomethyl)-6-chloro-4-trifluoromethyl pyridine, 13.1 g of the desired 2-(alpha-bromomethyl)-6-chloro-4-trifluoromethyl pyridine (44%) and 9.03 g of unreacted starting material. 2-(alpha,alpha-Dibromomethyl)-6-chloro-4-trifluoromethyl pyridine: 1H NMR (500 MHz, CDCl3): 7.95 (s, 1H), 7.53 (s, 1H), 6.62 (s, 1H). 2-(alpha-Bromomethyl)-6-chloro-4-trifluoromethyl pyridine: 1H NMR (500 MHz, CDCl3): 7.62 (s, 1H), 7.51 (s, 1H), 4.55 (s, 2H).
	With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In tetrachloromethane; at 90℃;	To a solution of <strong>[22123-14-4]2-chloro-6-methyl-4-(trifluoromethyl)pyridine</strong> (1.514 ml, 10.2 mmol) in CC14 (30 ml) was added BS (2730 mg, 15.3 mmol) and AIBN (168 mg, 1.02 mmol) and the resulting mixture was stirred at 90 C overnight, then filtered and the solution was evaporated and purified via silica gel chromatography (0 - 10 % EtOAc in hexanes to give a mixture of 2-chloro-6- methyl-4-(trifluoromethyl)pyridine, 2-(bromomethyl)-6-chloro-4-(trifluoromethyl)pyridine and 2-chloro-6-(dibromomethyl)-4-(trifluoromethyl)pyridine (1812 mg, 3.30 mmol, 32% yield, -50% monobromo) as an orange liquid. MS (ES+) C7H4BrClF3N requires: 274, found: 274, 276 [M+H]+.

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
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Prevention
Code	Phrase
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P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
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Response
Code	Phrase
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P320
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P321
P322
P330	Rinse mouth.
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P378
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P391	Collect spillage. Hazardous to the aquatic environment
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P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
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P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
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P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
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P370 + P378	In case of fire:
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Storage
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P401
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Disposal
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Physical hazards
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H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
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H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed