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Halogenated Organic Compounds mixed with
Metal Hydrides, Metal Alkyls, Metal Aryls, and Silanes

Hazard Predictions

• Explosive: Reaction products may be explosive or sensitive to shock or friction
• Flammable: Reaction products may be flammable
• Generates gas: Reaction liberates gaseous products and may cause pressurization
• Generates heat: Exothermic reaction at ambient temperatures (releases heat)
• Intense or explosive reaction: Reaction may be particularly intense, violent, or explosive
• Toxic: Reaction products may be toxic

NaH causes violent exothermic polymerization of ethyl 2,2,3-trifluoropropionate, possibly with production of toxic HF gas (Urben, P.G. 1995. Bretherick's Handbook of Reactive Chemical Hazards, 5th Edition. Oxford: Butterworth-Heinemann. pp. 1501).

Fluorinated carboxylic acids and amides can react violently with lithium aluminum hydride, potentially with ignition or gas evolution (Karo, W. 1955. Chemical and Engineering News 33:1368).

Reaction of lithium aluminum hydride and 3,5-dibromocyclopentene is potentially explosive, even at 0 C, after an approximately one hour induction period (Johnson, C.R. et al. 1964. Tetrahedron Letters 45:3327).

Mixture of CCl4 and triethylaluminum*AlCl3 explodes at ambient temp (Reineckel, H. 1964. Agnew. Chem. (International Edition) 3:65).

CCl4 can react explosively with boranes (Hermanek, S. 1976. Chemical Abstracts 84:38384).

Diborane reacts violently with halocarbons (Hazardous Chemical Data, NFPA 49, Boston, National Fire Protection Association, 1975, pp. 114).

Gentle heating of a mixture of bis(dimethylamino)dimethylstannane and chloroform (CHCl3) led to a small explosion (Randall, D. W. et al., Inorg. Nucl. Chem. Lett., 1965, 1, 105).

Dimethylzinc can react explosively with 2,2-dichloropropane (Methoden der Organischen Chemie; Muller, E. (Ed.); Stuttgart, Thieme, 1973, Vol. 13.2a, p. 767).

The reaction of trimethylantimony and 2-iodoethanol can result in an explosion at 150C (Meyer, E. M. et al., Biochem. Pharm. 1981, 30, 3003-3005).

Naphthylsodium reacts exothermically with chlorinated biphenyl at elevated temperatures. This reaction could lead to an explosion (MCA Case History No. 565, Case Histories of Accidents in the Chemical Industry, Washington, MCA).

Carbon tetrachloride and chloroform may react violently with alkylaluminum compounds (Mirviss, S. B. et al. Ind. Eng. Chem., 1961, 53(1), 53A-56A).

The reaction of dialkylzinc compounds and alkyl chlorides can be explosive if the reaction mixture is not diluted properly (Noller, C. R., J. Amer. Chem. Soc., 1929, 51, 599).

Some alkylzinc bromide compounds react violently with alkyl bromides (Manual of Hazardous Chemical Reactions, NFPA 491M, Quincy (MA), National Fire Protection Association, 5th ed., 1975, p. 167).

The reaction of hexafluoropropene and phenylmagnesium bromide can explode if more than 0.8 mol (120g of hexafluoropropene + 144g phenylmagnesium bromide) is reacted (Dinowski, W., J. Fluorine Chem., 1981, 18, 25-30).

Potential Gas Byproducts

• Hydrogen Halide (HX)