Acetylide Ethynylsodium

SCBMITTED BT K. W. GkEENLEE AND A. L. HbNNB Checked bt W. Conard FBRNEUust 

Analysis of crude acetylene and its purification for laboratory purposes have been reviewed elsewhere. For most purposes, tank acetylene may be used after merely scrubbing out the acetone used as a solvent.  

Commercial ammonia in small tanks is usually quite pure, but certain grades contain appreciable amounts of water and oil. These are completely eliminated by boiling the ammonia into the reactor from another container to which a little sodium has been added. 

Commercial sodium is pure enough for most pmq)oses. It is prepared for use as described in synthesis 38. 

An apparatus identical with that used for the preparation of sodium amide (synthesis 38) is set up, with a three- 

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Monosodi.um Acetylide or Sodium Hydrogen Acetylide (Ethynylsodium) NaHC, mw 48.02 wh to yel friable solid, d 1.33i mp expl ca 150° with evoln of gases that catch fire in the air leaving a blk residue which is still very reactive decomp explosively on contact with w or ale and burns with flame in atm of Cl or Br at RT it is sol in liq NH, and insol in eth benz. Was first prepd by Berthelot (Ref 2) by heating Na with CjHj and then by Moissan (Ref 3) from Na and C.H, at RT but under pressure. Many other methods of prepn are given in the literature. Its prepn from Na CjH, in liq NH3 and from sodamide and CjHj in liq NHj are described in Refs 4-7 Re/s DBeil 1,238,( 104),L217] 19091... 

An excephon to this type of nomenclature is NaC CH which is normally referred to as sodium acetylide Both sodium acetyhde and ethynylsodium are acceptable lUPAC names... 

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