[013431] CAS 7646-69-7 | Sodium hydride, 57-63% oil dispersion

CAS : 7646-69-7
UN# : UN1427
MDL : MFCD00003471
Hazard Class : 4.3
EINECS : 231-587-3
Packing Group : I

Chemical Properties

Formula : HNa
Formula weight : 24.00
Density : 0.92
Sensitivity : Moisture Sensitive. Air Sensitive. Store under Nitrogen. Ambient temperatures.
Form : Moist powder
Solubility : Soluble in molten sodium. Insoluble in ammonia, benzene,carbon tetrachloride, carbon disulfide and all organic solvents.

Literature References

Widely used strong base for the irreversible formation of Na derivatives. If required, the protective oil can be removed by repeated washing and decantation with low-boiling petroleum, see, e.g.: Org. Synth. Coll., 6, 684 (1988), but for many purposes, this is not necessary, and the oil can be removed by incorporating a suitable extraction or washing step in the work-up. There are numerous Organic Syntheses references to reactions using NaH. Used in the deprotonation of DMSO to form “dimsyl sodium”, a useful strong base for e.g. the Wittig reaction: J. Org. Chem., 28, 1128 (1963). CAUTION! Many literature procedures employ NaH in DMF, and this system is often used routinely by research workers as a ‘convenient’ general purpose strong base. It should be noted, especially when considering scale-up of such reactions, that thermal runaways have been observed with NaH/ DMF, with self-heating beginning at temperatures as low as 26oC in some cases: Chem. Eng. News, 60(28), 5; 60(37), 5 (1982). A similar effect was also noted with N,N-dimethylacetamide. More recently also, incidents have been reported with other dipolar aprotic solvents 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone (DMPU) and Dimethyl sulfoxide (DMSO): Org. Process. Res. Dev., 7, 1030 (2003). For a review of sodium hydride-based complex reducing agents, see: Acta Chem. Scand., 44, 274 (1990).

Applications

Sodium hydride is used to enhance the condensation reactions of carbonyl compounds through the Dieckmann condensation, Stobbe condensation, Darzens condensation and Claisen condensation. It acts as a reducing agent used to prepare diborane from boron trifluoride. It is also used in fuel cell vehicles. Further, it is used to dry some organic solvents. In addition to this, it is involved in the preparation of sulfur ylides, which is utilized for the conversion of ketones into epoxides.

Grade Specifications

GHS Hazard and Precautionary Statements

Hazard Statements : H260In contact with water releases flammable gases which may ignite spontaneously.
Precautionary Statements : P231+P232-P280-P233-P370+P378i-P402+P404-P501aHandle under inert gas. Protect from moisture.Wear protective gloves/protective clothing/eye protection/face protection.Keep container tightly closed.In case of fire: Use for extinction: Fire-extinguishing powder.Store in a dry place. Store in a closed container.Dispose of contents/container in accordance with local/regional/national/international regulations.Other References:Merck: 14,8625UN#: UN1427