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HMPA

(Hexamethylphosphoramide)


Other Names:

Hexamethylphosphoric triamide

Phosphoric tris(dimethylamide)

Tris(dimethylamino)phosphine oxide




General Information:


Structure:



CAS Number: 680-31-9

Molecular Weight: 179.20 g/mol

Appearance: Colorless liquid

Melting Point: 7 C

Boiling Point: 230-232 C

Density: 1.03 g/mL


Hexamethylphosphoramide (HMPA) is a used occasionally in organic chemistry as a solvent or additive. It is a known carcinogen and is therefore typically avoided when other alternatives exist.




Common Uses:


- Solvent for reactions

- Additive in organic synthesis




Safety:


Hexamethylphosphoramide (HMPA) is a known carcinogen.




References:


1) Wikipedia: Hexamethylphosphoramide (link)

2) www.sigmaaldrich.com: Hexamethylphosphoramide (link)

3) Reich, H. J.; Rigby, J. H.; Handbook of Reagents for Organic Synthesis, Acidic and Basic Reagents

4) Clayden, J.; Organolithiums: Selectivity for Synthesis