ChemicalBook > CAS DataBase List > 5-Ethynyl-2,2'-bipyridine

5-Ethynyl-2,2'-bipyridine

Product Name
5-Ethynyl-2,2'-bipyridine
CAS No.
162318-34-5
Chemical Name
5-Ethynyl-2,2'-bipyridine
Synonyms
5-Ethynyl-2,2'-bipyridine;2,2'-Bipyridine, 5-ethynyl-;5-ethynyl-2-(2-pyridyl)pyridine;5-ethynyl-2-pyridin-2-ylpyridine;5-Ethynyl-2,2'-bipyridine - [E56412];5-Ethy5-Ethynyl-2,2'-bipyridinenyl-2,2'-bipyridine
CBNumber
CB52642595
Molecular Formula
C12H8N2
Formula Weight
180.21
MOL File
162318-34-5.mol
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5-Ethynyl-2,2'-bipyridine Property

Melting point:
87-89 °C
Boiling point:
312.4±32.0 °C(Predicted)
Density 
1.17±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
pka
3.74±0.22(Predicted)
Appearance
Light yellow to light brown Solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

ChemScene
Product number
CS-0091677
Product name
5-Ethynyl-2,2'-bipyridine
Packaging
100mg
Price
$131
Updated
2021/12/16
Synthonix
Product number
E56412
Product name
5-Ethynyl-2,2'-bipyridine
Purity
95+%
Packaging
100mg
Price
$140
Updated
2021/12/16
ChemScene
Product number
CS-0091677
Product name
5-Ethynyl-2,2'-bipyridine
Packaging
250mg
Price
$203
Updated
2021/12/16
Synthonix
Product number
E56412
Product name
5-Ethynyl-2,2'-bipyridine
Purity
95+%
Packaging
250mg
Price
$220
Updated
2021/12/16
Activate Scientific
Product number
AS45729
Product name
5-Ethynyl-2,2'-bipyridine
Purity
95+%
Packaging
250mg
Price
$252
Updated
2021/12/16
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5-Ethynyl-2,2'-bipyridine Chemical Properties,Usage,Production

Synthesis

187026-84-2

162318-34-5

General procedure for the synthesis of 5-alkynyl-2,2'-bipyridines from 5-trimethylsilylethynyl-2,2'-bipyridines: 5-[(trimethylsilyl)ethynyl]-2,2'-bipyridine (0.360 g, 1.43 mmol) was dissolved in 30 mL of THF (pre-gassed with N2). Subsequently, a methanol (30 mL) solution of KOH (0.320 g, 5.72 mmol) was added. The reaction mixture was stirred at room temperature for 6 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure. The residue was purified by fast silica gel column chromatography using dichloromethane as eluent. The product yield was 95% (245 mg). Thin layer chromatography (TLC, SiO2) showed an Rf value of 0.45 (10% methanol/dichloromethane). Infrared spectroscopy (IR, KBr, cm-1 ) showed characteristic absorption peaks: 3298 (C≡CH), 3190 (C≡CH), 3049 (Ar-H), 3001 (Ar-H), 2964 (Ar-H), 2933 (Ar-H), 2096 (C≡C).1H NMR (400 MHz, CDCl3) δ 3.29 (s, 1H , C≡CH), 7.26-7.33 (m, 1H, PyH), 7.79-7.84 (m, 1H, PyH), 7.88-7.90 (m, 1H, PyH), 8.37-8.41 (m, 2H, PyH), 8.67-8.69 (m, 1H, PyH), 8.77 (m, 1H, PyH). Mass spectra (MS/EI) showed m/z 180 [M+, 100%], 153 [M+-NCH, 48%], 126 [M+-2(NCH), 9%].

References

[1] Chemical Communications, 2012, vol. 48, # 8, p. 1120 - 1122
[2] Chemical Communications, 2015, vol. 51, # 38, p. 8161 - 8164
[3] Chemistry - A European Journal, 2017, vol. 23, # 50, p. 12162 - 12170
[4] Inorganic Chemistry, 2018, vol. 57, # 7, p. 3602 - 3614
[5] Angewandte Chemie - International Edition, 2002, vol. 41, # 12, p. 2086 - 2089

5-Ethynyl-2,2'-bipyridine Preparation Products And Raw materials

Raw materials

Preparation Products

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