2,6-Dibromopyridine supplier

Name
2,6-Dibromopyridine
EINECS 210-926-9
CAS No. 626-05-1
Article Data18
CAS DataBase
Density 2.059 g/cm³
Solubility insoluble in water
Melting Point 117-119 °C(lit.)
Formula C₅H₃Br₂N
Boiling Point 255.9 °C at 760 mmHg
Molecular Weight 236.894
Flash Point 108.5 °C
Transport Information UN 2811
Appearance white to light yellow crystalline powder
Safety 26-37/39-45-36/37/39-36
Risk Codes 36/37/38-25-20/21
Molecular Structure
Hazard Symbols Xi, T
Synonyms 5-20-05-00435 (Beilstein Handbook Reference);2,6-Dibrompyridin;
PSA 12.89000
LogP 2.60660

Synthetic route

: 25373-69-7
2,6-dibromopyridin N-oxide

: 626-05-1
2,6-Dibromopyridine

: 694-59-7
pyridine N-oxide

: 626-05-1
2,6-Dibromopyridine

Conditions

Conditions	Yield
With carbon tetrabromide; lithium tert-butoxide In m-xylene at 100℃; for 1h; Inert atmosphere;	30%

: 110-86-1
pyridine

A: 109-04-6
2-bromo-pyridine

B: 626-05-1
2,6-Dibromopyridine

Conditions

Conditions	Yield
With bromine at 500℃; Leiten ueber Bimsstein;
With bromine at 500℃; Leiten ueber Glas;

: 2402-78-0
2,6-dichloropyridine

: 626-05-1
2,6-Dibromopyridine

Conditions

Conditions	Yield
With acetic acid

: 109-04-6
2-bromo-pyridine

: 626-05-1
2,6-Dibromopyridine

Conditions

Conditions	Yield
With bromine at 300℃; Leiten ueber mit Kupfer(I)-bromid impraegnierten Bimsstein;

silver salt of/the/ 2.6-dibromo-isonicotinic acid: silver salt of/the/ 2.6-dibromo-isonicotinic acid

: 626-05-1
2,6-Dibromopyridine

Conditions

Conditions	Yield
at 226℃;

: 39856-57-0
2,6-dibromo-3-aminopyridine

: 626-05-1
2,6-Dibromopyridine

Conditions

Conditions	Yield
With ethanol; sulfuric acid anschliessend Behandeln mit wss. Natriumnitrit-Loesung;

: 462-08-8
pyridin-3-ylamine

: 626-05-1
2,6-Dibromopyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: methanol; bromine 2: ethanol; concentrated sulfuric acid / anschliessend Behandeln mit wss. Natriumnitrit-Loesung View Scheme

: 110-86-1
pyridine

: 7726-95-6
bromine

pumice stone: pumice stone

A: 109-04-6
2-bromo-pyridine

B: 626-05-1
2,6-Dibromopyridine

Conditions

Conditions	Yield
at 500℃;

...Expand

: 873383-11-0
6-bromo-1-methyl-1,2-dihydropyridin-2-one

: 7789-60-8
phosphorus tribromide

: 7789-69-7
phosphorus pentabromide

: 626-05-1
2,6-Dibromopyridine

Conditions

Conditions	Yield
at 190℃;

...Expand

: 109-04-6
2-bromo-pyridine

: 7726-95-6
bromine

copper (I)-bromide: copper (I)-bromide

A: 626-05-1
2,6-Dibromopyridine

B: 2402-94-0
pentabromopyridine

Conditions

Conditions	Yield
at 300℃;

...Expand

: 626-05-1
2,6-Dibromopyridine

: 201230-82-2
carbon monoxide

: 106-47-8
4-chloro-aniline

: 126230-11-3
N,N'-bis(4'-chlorophenyl)pyridine-2,6-dicarboxamide

Conditions

Conditions	Yield
With triethylamine; tetrakis(triphenylphosphine) palladium(0) In toluene at 100℃; under 2574.3 Torr; for 8h;	100%

...Expand

: 626-05-1
2,6-Dibromopyridine

: 1066-54-2
trimethylsilylacetylene

: 75867-44-6
2,6-bis(2-(trimethylsilyl)ethynyl)pyridine

Conditions

Conditions	Yield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diisopropylamine In toluene at 20℃; Sonogashira Cross-Coupling;	100%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diisopropylamine In tetrahydrofuran at 50℃; for 6h; Inert atmosphere;	98%
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); N-ethyl-N,N-diisopropylamine In toluene for 90h; Sonogashira Cross-Coupling; Inert atmosphere; Darkness;	98%

: 626-05-1
2,6-Dibromopyridine

: 109-04-6
2-bromo-pyridine

Conditions

Conditions	Yield
With n-butyllithium; butyl magnesium bromide In toluene at -10℃;	100%
With n-butyllithium; isopropyl alcohol In hexane; dichloromethane 1.) -78 deg C, 1 h, 2.) -78 deg C, 30, min; warm to room temperature;	90%
With n-butyllithium; formaldehyd In tetrahydrofuran at -70 - -40℃;	90%

: 626-05-1
2,6-Dibromopyridine

: 100-46-9
benzylamine

: 427900-17-2
2-N-benzylamino-6-bromopyridine

Conditions

Conditions	Yield
at 150℃; for 0.5h; Microwave irradiation;	100%
With potassium fluoride on basic alumina; palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl at 90 - 100℃; for 8h;	90%
at 150℃; for 5h; Autoclave;	48%

: 626-05-1
2,6-Dibromopyridine

: 104-86-9
4-chlorobenzylamine

: 866546-12-5
(6-bromopyridin-2-yl)(4-chlorobenzyl)amine

Conditions

Conditions	Yield
at 150℃; for 0.5h; Neat (no solvent); Microwave irradiation;	100%

: 626-05-1
2,6-Dibromopyridine

: 110-62-3
pentanal

1-(6-bromo-2-pyridinyl)-1-pentanol: 638214-52-5
1-(6-bromo-2-pyridinyl)-1-pentanol

Conditions

Conditions	Yield
Stage #1: 2,6-Dibromopyridine With n-butyllithium In tetrahydrofuran; hexanes at -78℃; for 1h; Stage #2: pentanal In tetrahydrofuran; hexanes at -78℃; for 0.266667h;	100%

: 626-05-1
2,6-Dibromopyridine

dinaphthalen-1-ylzinc: dinaphthalen-1-ylzinc

: 1256169-52-4
2,6-di(naphthalen-1-yl)pyridine

Conditions

Conditions	Yield
With dichloro{bis[1-(dicyclohexylphosphanyl)piperidine]}palladium(II) In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 100℃; for 0.5h; Negishi cross-coupling reaction; In air;	100%

: 626-05-1
2,6-Dibromopyridine

: 100-51-6
benzyl alcohol

: 117068-71-0
2-(benzyloxy)-6-bromopyridine

Conditions

Conditions	Yield
With potassium hydroxide; 18-crown-6 ether In toluene for 1h; Heating;	99.9%
Stage #1: benzyl alcohol With sodium hydride In tetrahydrofuran for 0.5h; Stage #2: 2,6-Dibromopyridine In tetrahydrofuran at 20℃; for 18h;	90%
With sodium hydride In N,N-dimethyl-formamide at 0 - 100℃; for 18h;	79%

: 626-05-1
2,6-Dibromopyridine

: 75-05-8
acetonitrile

: 112575-11-8
2-(6-bromopyridin-2-yl)acetonitrile

Conditions

Conditions	Yield
Stage #1: acetonitrile With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: 2,6-Dibromopyridine In tetrahydrofuran; hexane at -78 - 20℃; for 1.25h;	99%
Stage #1: acetonitrile With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.75h; Metallation; Stage #2: 2,6-Dibromopyridine In tetrahydrofuran; hexane at -78 - 20℃; for 2.5h; Alkylation;	91%
With n-butyllithium 1.) hexane, THF,-70 deg C, 1 h, 2.) -70 deg C,1 h; Yield given. Multistep reaction;
Stage #1: acetonitrile With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: 2,6-Dibromopyridine In tetrahydrofuran; hexane at -78 - 20℃; for 1.5h;
Stage #1: acetonitrile With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: 2,6-Dibromopyridine In tetrahydrofuran; hexane at -78℃; for 0.75h;

: 626-05-1
2,6-Dibromopyridine

: 74126-93-5
2-bromo-6-deuteropyridine

Conditions

Conditions	Yield
Stage #1: 2,6-Dibromopyridine With n-butyllithium In tetrahydrofuran; hexane at -75℃; for 0.25h; Inert atmosphere; Stage #2: With deuteromethanol In tetrahydrofuran; hexane at -75℃; for 1.01667h;	99%
Stage #1: 2,6-Dibromopyridine With isopropylmagnesium chloride In tetrahydrofuran at 20℃; for 2h; Substitution; Stage #2: With water-d2 In tetrahydrofuran at 20℃; for 18h; Substitution;	95%
With n-butyllithium; Isopropanol-d1 In hexane; dichloromethane 1.) -78 deg C, 1 h, 2.) -78 deg C, 30, min; warm to room temperature;	86%
Stage #1: 2,6-Dibromopyridine In tetrahydrofuran at 20℃; for 1h; Stage #2: With water-d2 In tetrahydrofuran for 0.5h;

: 626-05-1
2,6-Dibromopyridine

: 250643-76-6
tris((2-phenyl)ethynyl)indium

: 83965-72-4
2,6-bis(2-phenylethynyl)pyridine

Conditions

Conditions	Yield
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In tetrahydrofuran Heating;	99%

: 626-05-1
2,6-Dibromopyridine

: 98-80-6
phenylboronic acid

: 3558-69-8
2,6-diphenylpyridine

Conditions

Conditions	Yield
With C37H28N8O2Cl(1-)Pd(2+); potassium carbonate In ethanol at 70℃; for 2h; Suzuki-Miyaura Coupling;	99%
With potassium phosphate tribasic trihydrate; trans-[(2-mesitylpy)2PdCl2] In methanol; water at 80℃; for 1h; Suzuki-Miyaura Coupling;	99%
With {2,6-bis[(di-1-piperidinylphosphino)amino]phenyl}palladium(II) chloride; potassium carbonate In 1,4-dioxane; water; butan-1-ol at 100℃; for 2h; Suzuki-Miyaura reaction;	96%

: 626-05-1
2,6-Dibromopyridine

: 16419-60-6
2-Methylphenylboronic acid

: 2,6-di(2-methylphenyl)pyridine

Conditions

Conditions	Yield
With potassium phosphate tribasic trihydrate; trans-[(2-mesitylpy)2PdCl2] In methanol; water at 80℃; for 1h; Catalytic behavior; Solvent; Time; Reagent/catalyst; Suzuki-Miyaura Coupling;	99%
With tris(dibenzylideneacetone)dipalladium (0); tri-tert-butyl phosphine In tetrahydrofuran for 16h; Heating;	65%
With tri-tert-butyl phosphine; tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran	65%
With potassium phosphate; dichloro{bis[1-(dicyclohexylphosphanyl)piperidine]}palladium(II) In toluene at 80℃; for 4h; Suzuki-Miyaura cross-coupling reaction; Air;	64%

: 626-05-1
2,6-Dibromopyridine

: 536-74-3
phenylacetylene

: 83965-72-4
2,6-bis(2-phenylethynyl)pyridine

Conditions

Conditions	Yield
With C19H16ClNPdS; potassium carbonate In N,N-dimethyl-formamide at 110℃; for 24h; Reagent/catalyst; Sonogashira Cross-Coupling;	99%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 80℃; Inert atmosphere;	96%
With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 80℃; Inert atmosphere;	96%

: 626-05-1
2,6-Dibromopyridine

: 24313-88-0
3,4,5-Trimethoxyaniline

: 1130556-36-3
6-bromo-N-(3,4,5-trimethoxyphenyl)pyridin-2-amine

Conditions

Conditions	Yield
With potassium hexamethylsilazane In 1,4-dioxane at 20℃; for 1h;	99%
With potassium phosphate In 1,4-dioxane at 25℃; for 0.333333h; metal-free Buchwald-Hartwig amination; Inert atmosphere;	98%

: 626-05-1
2,6-Dibromopyridine

: 100-61-8
N-methylaniline

: 1130556-33-0
N,N'-dimethyl-N,N'-diphenylpyridine-2,6-diamine

Conditions

Conditions	Yield
With potassium hexamethylsilazane In 1,4-dioxane at 100℃; for 0.5h; metal-free Buchwald-Hartwig amination; Inert atmosphere;	99%

: 626-05-1
2,6-Dibromopyridine

: 131379-16-3
4-(ethoxycarbonyl)phenylzinc iodide

: 1256169-65-9
diethyl 4,4'-pyridine-2,6-diyldibenzoate

Conditions

Conditions	Yield
With dichloro{bis[1-(dicyclohexylphosphanyl)piperidine]}palladium(II) In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 100℃; for 0.5h; Negishi cross-coupling reaction; In air;	99%

: 626-05-1
2,6-Dibromopyridine

: 103-69-5
N-ethyl-N-phenylamine

: 1309609-43-5
6-bromo-N-ethyl-N-phenylpyridin-2-amine

Conditions

Conditions	Yield
With potassium hexamethylsilazane In 1,4-dioxane at 20℃; for 0.25h;	99%

: 626-05-1
2,6-Dibromopyridine

: 5720-05-8
4-methylphenylboronic acid

: 14435-88-2
2,6-di-p-tolylpyridine

Conditions

Conditions	Yield
With potassium phosphate tribasic trihydrate; trans-[(2-mesitylpy)2PdCl2] In methanol; water at 80℃; for 1h; Suzuki-Miyaura Coupling;	99%
With [Pd(Cl)κ2-S,N-C6H4CS=N-(4-Py)(PPh3)]; potassium carbonate In toluene at 80℃; for 5h; Suzuki coupling;	82%

: 626-05-1
2,6-Dibromopyridine

: 4-((tert-butyldimethylsilyl)oxy)-N,N,2,2-tetramethylbutanamide

: 1-(6-bromopyridin-2-yl)-4-((tert-butyldimethylsilyl)oxy)-2,2-dimethylbutan-1-one

Conditions

Conditions	Yield
Stage #1: 4-((tert-butyldimethylsilyl)oxy)-N,N,2,2-tetramethylbutanamide With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h; Stage #2: 2,6-Dibromopyridine In tetrahydrofuran; hexane at -78 - 20℃; for 1h;	99%

: 110-89-4
piperidine

: 626-05-1
2,6-Dibromopyridine

: 24255-97-8
2-bromo-6-(piperidin-1-yl)pyridine

Conditions

Conditions	Yield
With potassium phosphate In 1,4-dioxane at 100℃; for 7h;	98%
With copper(l) iodide; potassium carbonate at 50℃; for 1h;	88%
With potassium phosphate In 1,4-dioxane at 105℃; for 10h; Inert atmosphere;	88%

: 626-05-1
2,6-Dibromopyridine

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 33674-96-3
2-bromo-6-(hydroxymethyl)pyridine

Conditions

Conditions	Yield
Stage #1: 2,6-Dibromopyridine; N,N-dimethyl-formamide With n-butyllithium Stage #2: With sodium tetrahydroborate	98%
Stage #1: 2,6-Dibromopyridine With n-butyllithium In tetrahydrofuran; hexane at -70℃; for 0.25h; Inert atmosphere; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -78℃; for 0.25h; Further stages;	92%
Stage #1: 2,6-Dibromopyridine With n-butyllithium In tetrahydrofuran; light petroleum at -78℃; for 3.16667h; Inert atmosphere; Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; light petroleum at -78℃; Inert atmosphere; Stage #3: With sodium tetrahydroborate In tetrahydrofuran; methanol; light petroleum; acetic acid at 20℃; Inert atmosphere;	82%

: 626-05-1
2,6-Dibromopyridine

: 7787-20-4
(1R)-fenchone

: 256428-16-7
(1R,2R,4S)-2-(6-bromopyridine-2-yl)-1,3,3-trimethylbicyclo[2.2.1]heptan-2-ol

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran; hexane at -78℃; diastereoselective reaction;	98%
Stage #1: 2,6-Dibromopyridine With n-butyllithium In diethyl ether; hexane at -78℃; for 0.5h; Stage #2: (1R)-fenchone In diethyl ether; hexane Further stages.;	90%
Stage #1: 2,6-Dibromopyridine With n-butyllithium In diethyl ether; hexane at -78 - -45℃; for 0.25h; Metallation; Stage #2: (1R)-fenchone In diethyl ether; hexane at -78 - 20℃; for 3.5h; Addition;	48%

: 626-05-1
2,6-Dibromopyridine

: 361543-99-9
4-methoxy-2,6-dimethylphenylboronic acid

: 2,6-bis-(4-methoxy-2,6-dimethyl-phenyl)-isonicotinic acid methyl ester

Conditions

Conditions	Yield
With tri-tert-butyl phosphine; tris-(dibenzylideneacetone)dipalladium(0) In tetrahydrofuran	98%

: 626-05-1
2,6-Dibromopyridine

: 155511-82-3
C9H15N3

: C14H17BrN4

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In DMF (N,N-dimethyl-formamide) at 100℃; for 9h;	98%

: 626-05-1
2,6-Dibromopyridine

: 67-64-1
acetone

: 638218-78-7
2-(6-bromopyridin-2- yl)propan-2-ol

Conditions

Conditions	Yield
Stage #1: 2,6-Dibromopyridine With n-butyllithium In tetrahydrofuran; hexane at -76 - -60℃; Stage #2: acetone In tetrahydrofuran; hexane at 20℃; Cooling with dry ice; Stage #3: With ammonium chloride In tetrahydrofuran; hexane; water	98%
With n-butyllithium In tetrahydrofuran; hexane at -76 - 20℃; for 1.25h; Cooling with ice;	94.3%
Stage #1: 2,6-Dibromopyridine With n-butyllithium In tetrahydrofuran; hexane at -76℃; for 0.75h; Cooling with acetone-dry ice; Stage #2: acetone In tetrahydrofuran; hexane at 20℃; for 1.25h; Cooling with acetone-dry ice;	94%

: 626-05-1
2,6-Dibromopyridine

: 24544-04-5
2,6-diisopropylbenzenamine

: 1127647-91-9
N-[2,6-bis(1-methylethyl)phenyl]-6-bromopyridin-2-amine

Conditions

Conditions	Yield
With potassium phosphate In 1,4-dioxane at 25℃; for 0.333333h; metal-free Buchwald-Hartwig amination; Inert atmosphere;	98%
With potassium hexamethylsilazane In 1,4-dioxane at 20℃; for 1h;	78%
With 2,2,6,6-tetramethyl-piperidine at 230℃; for 6h; Sealed tube;	20%

: 626-05-1
2,6-Dibromopyridine

: 100-61-8
N-methylaniline

: 25194-53-0
6-bromo-N-methyl-N-phenylpyridin-2-amine

Conditions

Conditions	Yield
With potassium phosphate In 1,4-dioxane at 25℃; for 0.333333h; metal-free Buchwald-Hartwig amination; Inert atmosphere;	98%
With potassium hexamethylsilazane In 1,4-dioxane at 20℃; for 0.5h;	98%

: 626-05-1
2,6-Dibromopyridine

: 89026-79-9
2-(methylamino)-6-bromopyridine

: 1032745-39-3
N-methyl-bis(6-bromopyridin-2-yl)amine

Conditions

Conditions	Yield
Stage #1: 2-bromo-6-(methylamino)pyridine With sodium hydride In tetrahydrofuran at 20℃; Reflux; Stage #2: 2,6-Dibromopyridine In tetrahydrofuran for 6h; Reflux;	98%

2,6-Dibromopyridine Specification

The 2, 6-Dibromopyridine, with the CAS registry number of 626-05-1, is also known as 2, 6-Dibromo-pyridin. It belongs to the product categories of Pyridine; Pyridine Series; Pyridines, Pyrimidines, Purines and Pteredines; Pyridines; Bromopyridines; Halopyridines; C5Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks. Its EINECS registry number is 210-926-9. This chemical's molecular formula is C₅H₃Br₂N and molecular weight is 236.89. In addition, it should be stored in dry, cool, airtight place. Avoid contact with oxidant, otherwise it would decompose. Besides, the storage place must be locked, the key must be kept by technical experts and their assistants.

Physical properties about 2, 6-Dibromopyridine are: (1)ACD/LogP: 2.29; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.29; (4)ACD/LogD (pH 7.4): 2.29; (5)ACD/BCF (pH 5.5): 32.36; (6)ACD/BCF (pH 7.4): 32.36; (7)ACD/KOC (pH 5.5): 419.22; (8)ACD/KOC (pH 7.4): 419.22; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 12.89 Å²; (13)Index of Refraction: 1.607; (14)Molar Refractivity: 39.72 cm³; (15)Molar Volume: 115 cm³; (16)Polarizability: 15.74×10^-24 cm³; (17)Surface Tension: 47.7 dyne/cm; (18)Density: 2.059 g/cm³; (19)Flash Point: 108.5 °C; (20)Enthalpy of Vaporization: 47.34 kJ/mol; (21)Boiling Point: 255.9 °C at 760 mmHg; (22)Melting Point: 117-119 °C(lit. ); (23)Vapour Pressure: 0.0255 mmHg at 25 °C.

Preparation: this chemical is prepared by 2, 6-Dibromo-pyridine-1-oxide at ambient temperature. The reaction needs reagent Titanium(0) slurry and solvent Tetrahydrofuran. The reaction time is 15 minutes. The yield is about 98 %.

Uses: it is used to produce other chemicals. For example, it is used to produce 6-Bromo-2-methoxypyridine at heating. This reaction needs reagent NaOH. The yield is about 73 %.

When you are using this chemical, please be cautious about it as the following:
As a chemical, it is irritating to eyes, respiratory system and skin. In addition, this chemical may cause damage to health at low levels. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
(1) SMILES: c1cc(nc(c1)Br)Br
(2) InChI: InChI=1/C5H3Br2N/c6-4-2-1-3-5(7)8-4/h1-3H
(3) InChIKey: FEYDZHNIIMENOB-UHFFFAOYAG

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LDLo	oral	320mg/kg (320mg/kg)		Archives of Environmental Contamination and Toxicology. Vol. 14, Pg. 111, 1985.

Product Name

2,6-Dibromopyridine

Synthetic route

2,6-Dibromopyridine Specification

Related Products

Hot Products