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249572

Sigma-Aldrich

Sodium acetylide suspension

95% (Purity of contained acetylide), 18 wt. % slurry in xylene: light mineral oil

Synonym(s):

Ethynyl sodium

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About This Item

Linear Formula:
HC≡CNa
CAS Number:
Molecular Weight:
48.02
Beilstein:
3587232
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

95% (Purity of contained acetylide)

concentration

18 wt. % slurry in xylene: light mineral oil

SMILES string

[Na]C#C

InChI

1S/C2H.Na/c1-2;/h1H;

InChI key

SLBNQJAGYKQCKI-UHFFFAOYSA-N

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Application

Sodium acetylide suspension has been used in the preparation of:
  • 2-ethynyladamantan-2-ol
  • apical-equatorial (ae) isomer of (Et4N)3[1-(2′-B10H9)-2-NH3B10H8]
  • trimethylsilylacetylene

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Aquatic Chronic 3 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B - STOT RE 2 Inhalation - STOT SE 3 - Water-react 2

Target Organs

Central nervous system,Liver,Kidney, Respiratory system

Supplementary Hazards

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

Flash Point(F)

77.0 °F - closed cup

Flash Point(C)

25 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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D A Feakes et al.
Proceedings of the National Academy of Sciences of the United States of America, 91(8), 3029-3033 (1994-04-12)
The polyhedral borane ion [n-B20H18]2- reacts with liquid ammonia in the presence of a suitable base to produce an apical-equatorial (ae) isomer of the [B20H17NH3]3- ion, [1-(2'-B10H9)-2-NH3B10H8]3-. The structure of this product has been confirmed by 11B NMR spectroscopy and
Synthesis of novel carbo-and hetero-polycycles. Part 8. An efficient and convenient synthesis of adamantylidenevinylidenecyclopropane derivatives.
Eguchi S and Arasaki M.
Journal of the Chemical Society. Perkin Transactions 1, 5, 1047-1050 (1988)
A new synthetic route to donor-acceptor porphyrins.
Plater MJ, et al.
Tetrahedron, 58(12), 2405-2413 (2002)

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