Paraformaldehyde

• Catalog No.: A11313
• CAS Number: 30525-89-4
• M. F.: CH2O
• M. W.: 30.02598
• Purity: 97%

SYNONYMS

• Title: 多聚甲醛
• IUPAC name: formaldehyde
• IUPAC Traditional name: formaldehyde
• Synonyms: Polyoxymethylene

DATABASE IDS

• CAS Number: 30525-89-4
• MDL Number: MFCD00133991
• Merck Index: 147025
• EC Number: 200-001-8
• Beilstein Number: 102769

PROPERTIES

• Purity: 97%
• Density: 1.30
• Flash Point: 71°C(159°F)
• Melting Point: 120-170°C dec.
• GHS Hazard statements: H314-H318-H228-H351-H302-H332-H317
• European Hazard Symbols: X
• European Hazard Symbols: Corrosive (C)
• European Hazard Symbols: Flammable (F)
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A
• Risk Statements: 11-20/22-34-40-43
• RTECS: RV0540000
• Safety Statements: 9-20-26-36/37/39-45-60
• TSCA Listed: 是
• Hazard Class: 4.1
• UN Number: UN2213
• Packing Group: III

REFERENCES

• Formaldehyde monomer, generated by thermolysis, has been used for the ɑ-hydroxymethylation of dilithiated carboxylic acids. Dehydration of the products affords ɑ-alkyl acrylic acids: J. Org. Chem., 37, 1256 (1972). Monomeric formaldehyde can also be prepared as a THF solution by dehydration with p-Toluenesulfonic anhydride, L00160, and co-distillation of the monomer with the solvent: Synlett, 704 (1990). The use of anhydrous molecular formaldehyde for hydroxymethylation reactions has been discussed: Synlett, 227 (1990).
• For use in the preparation of di-t-butyl methylenemalonate, see Di-tert-butyl malonate, A12774. For the direct ɑ-methylenation of ketones, see N-Methylanilinium trifluoroacetate, A17781.
• For use in preparation of Mannich bases, see: Org. Synth. Coll., 3, 305 (1955); 4, 281 (1963). For reviews, see: Org. React., 1, 303 (1942); Synthesis, 703 (1973); Tetrahedron, 46, 1791 (1990).
• In the presence of HCl, aromatics undergo chloromethylation. For reviews, see: Org. React., 1, 63 (1942); Russ. Chem. Rev., 46, 891 (1977). Caution! carcinogenic bis(chloromethyl) ether is formed in these reactions. In combination with Hydrobromic acid, A14475, the bromomethylation of aromatics has been effected: J. Org. Chem., 58, 1262 (1993). The same combination also N-bromomethylates phthalimide and other imides: Synlett, 933 (1994).
• Reaction with dialkyl phosphites gives hydroxymethyl phosphonates, which, after O-protection, undergo the Horner-Wadsworth-Emmons reaction to give enol ethers. See, e.g.: Org. Synth. Coll., 7, 160 (1990).
• See also Formaldehyde, A16163 and 1,3,5-Trioxane, A15639 .