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103-74-2 - 2-(2-Hydroxyethyl)pyridine, 99% - 2-Pyridineethanol - 2-(2-Pyridyl)ethanol - B23579 - Alfa Aesar

B23579 2-(2-Hydroxyethyl)pyridine, 99%

CAS Number
103-74-2
Synonyms
2-Pyridineethanol
2-(2-Pyridyl)ethanol

Size Price ($) Quantity Availability
100g 25.65
500g 86.01
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2-(2-Hydroxyethyl)pyridine, 99%

MDL
MFCD00006364
EINECS
203-140-2

Chemical Properties

Formula
C7H9NO
Formula Weight
123.16
Melting point
-8°
Boiling Point
235-238°
Flash Point
117°(243°F)
Density
1.095
Refractive Index
1.5370
Sensitivity
Hygroscopic
Solubility
Soluble in Chloroform (Slightly), Methanol (Slightly).

Applications

2-(2-Hydroxyethyl)pyridine is a metabolite of the anti-vertigo drug Betahistine. It acts as a reagent for protection of the 5'-phosphate of nucleotides as 2-pyridylethyl (Pet) esters. It is used for carboxyl protection of amino acids. It is also used to cleave such groups as Boc and Fmoc, and also to hydrogenolysis. It was used to prepare mononuclear nickel(II) acetate.

Notes

Hygroscopic. Store under dry inert gas. Store away from moisture, strong bases and oxidizing agents. Protect from humidity and water.

Literature References

Miha Trdin; Valter Bergant; Ivan Leban; Nina Lah. Two concomitant polymorphs of monomeric nickel acetate with 2-pyridineethanol. Acta Chimica Slovenica. 2012, 59, (3), 478-483.

Takashi Niwa; Hideki Yorimitsu; Koichiro Oshima. Palladium-Catalyzed 2-Pyridylmethyl Transfer from 2-(2-Pyridyl)ethanol Derivatives to Organic Halides by Chelation-Assisted Cleavage of Unstrained Cmath image[BOND]Cmath image Bonds. Angewandte Chemie (International Edition). 2007, 46, (15), 2643-2645.

Reagent for protection of the 5'-phosphate of nucleotides as 2-pyridylethyl (Pet) esters. The group can be introduced by DCC-coupling, is stable to mild base, but can be cleaved by methoxide in pyridine-methanol: Chem. Ber., 103, 1032 (1970).

Has also been used for carboxyl protection of amino acids. Pet esters are stable to both mildly acidic and basic conditions used to cleave such groups as Boc and Fmoc, and also to hydrogenolysis. Cleavage is by quaternization with methyl iodide in the presence of mild base: Tetrahedron Lett., 25, 3971 (1984); Angew. Chem. Int. Ed., 23, 716 (1984). See Appendix 6.

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335-H227

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation. Combustible liquid.

Precautionary Statements: P210-P261-P280-P305+P351+P338-P304+P340-P362-P312-P405-P403+P233-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Store locked up. Store in a well-ventilated place. Keep container tightly closed. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
111205
Harmonized Tariff Code
2933.39
TSCA
Yes
RTECS
UT2970450

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