Merck
Wszystkie zdjęcia(4)

271004

Sigma-Aldrich

Acetonitrile

anhydrous, 99.8%

Synonim(y):
Cyanomethane, Methyl cyanide, ACN, Ethyl nitrile
Wzór liniowy:
CH3CN
Numer CAS:
Masa cząsteczkowa:
41.05
Beilstein:
741857
Numer EC:
Numer MDL:
eCl@ss:
39031501
Identyfikator substancji w PubChem:
NACRES:
NA.21

Poziom jakości

200

klasa czystości

anhydrous

gęstość pary

1.41 (vs air)

ciśnienie pary

72.8 mmHg ( 20 °C)

próba

99.8%

forma

liquid

temp. samozapłonu

973 °F

granice wybuchowości

16 %

technique(s)

solid phase extraction (SPE): suitable

zanieczyszczenia

<0.001% water
<0.005% water (100 mL pkg)

pozostałość po odparowaniu

<0.0005%

kolor

colorless

współczynnik refrakcji

n20/D 1.344 (lit.)

tw

81-82 °C (lit.)

mp

−45 °C (lit.)

rozpuszczalność

water: soluble (completely)

gęstość

0.786 g/mL at 25 °C (lit.)

SMILES string

CC#N

InChI

1S/C2H3N/c1-2-3/h1H3

InChI key

WEVYAHXRMPXWCK-UHFFFAOYSA-N

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Opis ogólny

Acetonitrile, an aliphatic nitrile, is widely used as an organic solvent and intermediate in organic syntheses. It is transparent to UV-visible light, which makes it highly applicable in spectrophotometric and fluorimetric techniques. MeCN is utilized as a mobile phase component in many chromatographic techniques, due to its low viscosity, high elution strength and miscibility in water. It also plays a major role as an extractant medium in liquid-liquid extraction, solid-phase extraction or microextraction.

Zastosowanie

Acetonitrile may be used as a solvent to prepare:
  • 1,2-Azidoalcohols and 1,2-azidoamines via cerium(III) chloride assisted ring opening of epoxides and aziridines by sodium azide.
  • Cyano-bearing indolinones by oxidative arylalkylation of olefins in the presence of palladium catalyst.

It may also be used as a reactant to synthesize:
  • Bis (diphenylphosphino) acetonitrile by reacting with n-butyllithium and then with chlorodiphenylphosphine.
  • β-Acetamido ketones via coupling reaction with ketones or ketoesters and aldehydes in the presence of cobalt(II) chloride.

Opakowanie

1, 6×1, 2, 4×2 L in Sure/Seal™
100, 12×100 mL in Sure/Seal™
200 L in Pure-Pac™ 1
18 L in Pure-Pac™ 1
20, 50 L in Pure-Pac™ 2

piktogramy

FlameExclamation mark

Hasło ostrzegawcze

Danger

Zwroty wskazujące rodzaj zagrożenia

Klasyfikacja zagrożeń

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Flam. Liq. 2

Kod klasy składowania

3 - Flammable liquids

WGK

WGK 2

Temperatura zapłonu °F

35.6 °F - closed cup

Temperatura zapłonu °C

2.0 °C - closed cup

Środki ochrony indywidualnej

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certyfikat analizy

Wprowadź numer partii, aby wyszukać certyfikat analizy (COA).

Świadectwo pochodzenia

Wprowadź numer partii, aby wyszukać świadectwo pochodzenia (COO).

Bis (diphenylphosphino) acetonitrile: Synthesis, ligand properties and application in catalytic carbon?carbon coupling
Braun L, et al.
Dalton Transactions, 14, 1409-1415 (2007)
Cobalt-catalysed three-component coupling involving ketones or ketoesters, aldehydes and acetonitrile: a novel one-pot synthesis of ?-acetamido ketones
Madhavaa Reddy M.
Journal of the Chemical Society. Chemical Communications, 6, 713-714 (1994)
Eagleson M.
Concise Encyclopedia Chemistry, 56-56 (1994)
Cerium (III) chloride promoted highly regioselective ring opening of epoxides and aziridines using NaN3 in acetonitrile: a facile synthesis of 1,2-azidoalcohols and 1,2-azidoamines.
Sabitha G, et al.
Organic Letters, 4(3), 343-345 (2002)
Palladium-Catalyzed Oxidative Arylalkylation of Activated Alkenes: Dual C-H Bond Cleavage of an Arene and Acetonitrile.
Wu T, et al.
Angewandte Chemie (International Edition in English), 50(52), 12578-12581 (2011)

Produkty

Solvent Miscibility Table

Substances are said to be miscible in one another if they dissolve to form a uniform solution. Bookmark or download our miscibility table for common lab solvents.

Greener Chemistry: Methods and Products for Amide Bond Formation

Amide bonds are ubiquitous in both nature and industrial applications. They are vital to the structure and function of biological macromolecules and polymers. The importance of this functionality has resulted in numerous approaches to its formation, ranging from stoichiometric activation of carboxylic acids to more recent advances in catalytic amide bond formation.

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