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Hexamethylenetetramine, 99+% - CAS 100-97-0 - Formula C6H12N4

A17213 100-97-0 Hexamethylenetetramine, 99+% Hexamine Methenamine Alfa Aesar

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A17213
Hexamethylenetetramine, 99+%

CAS: 100-97-0 MDL: MFCD00006895  EINECS: 202-905-8
UN#:UN1328Hazard Class:4.1Packing Group:III
Alternate Name: Hexamine
Methenamine

 

Pricing and Availability

Size ($) Price Your Price Quantity Options Availability
250g 18.70 Check Availability Add to Favorites Enter qty and click checkbox
1000g 32.00 Check Availability Add to Favorites Enter qty and click checkbox
5000g 115.00 Check Availability Add to Favorites Enter qty and click checkbox


Chemical Properties

Formula: C6H12N4  Flash point: 250°(482°F)
Formula weight: 140.19  Density: 1.33
Melting point: ca 280° subl. Sensitivity: Hygroscopic

Literature References

For a review of applications in organic synthesis, see: Synthesis, 161 (1979).

Benzylic halides form quaternary salts with hexamine which undergo oxidation during hydrolysis to give aldehydes (Sommelet reaction): Org. React., 8, 197 (1954); Org. Synth. Coll., 3, 811 (1955); 4, 690, 918 (1963). Benzylamines can also be converted to benzaldehydes; see e.g.: Org. Synth. Coll., 5, 668 (1973).

The reaction can also be carried out to give the primary amine on hydrolysis (Delepine reaction). For conversion of allylic halides to amines, see, e.g.: Org. Synth. Coll., 5, 121 (1973); 9, 666 (1998).

Formylation of arylamines and phenols in the presence of acid to give aldehydes (Duff reaction) generally gives low yields: J. Chem. Soc., 547 (1941); Org. Synth. Coll., 4, 866 (1963). In TFA, formylation of aromatic hydrocarbons occurs in good yield with para-selectivity: J. Org. Chem., 37, 3972 (1972). Careful control of reaction conditions enables 4-substituted phenols in TFA to be converted to either 2-formyl or 2,6-diformyl derivatives: Synthesis, 1029 (1998).

Can be used as a Mannich reagent, e.g. for the ɑ-methylenation of ketones: Synth. Commun., 26, 1775 (1996). For example with reaction scheme, see Propiophenone, A15140.


Other References

Merck: 14,5966
Beilstein: 2018
UN#: UN1328
Harmonized Tariff Code: 2933.99

GHS Hazard and Precautionary Statements

Hazard Statements : H228-H317

Flammable solid. May cause an allergic skin reaction.

Precautionary Statements : P210-P261-P280-P240-P363-P501A

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. Ground/bond container and receiving equipment. Wash contaminated clothing before reuse. Dispose of contents/container in accordance with local/regional/national/international regulations.

FlammableHarmful or Irritant

Risk & Safety

Risk Phrases: 11-43
Flammable. May cause sensitisation by skin contact.
Safety Phrases: 24-37
Avoid contact with skin. Wear suitable gloves.
Irritant Highly Flammable
TSCA: Yes
RTECS: MN4725000