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Iodomethyl pivalate

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Iodomethyl pivalate Basic information

Product Name:
Iodomethyl pivalate
Synonyms:
  • AURORA KA-7367
  • IODOTOLUENE(4-)
  • IODOMETHYL PIVALATE
  • (Pivaloyloxy)Methyl Iodide
  • 2,2-DiMethyl-propanoic Acid IodoMethyl Ester
  • Iodomethyl Pivalate (stabilized with Copper chip)
  • 2,2-dimethylpropionic acid iodomethyl ester
  • iodomethyl 2,2-dimethylpropanoate
CAS:
53064-79-2
MF:
C6H11IO2
MW:
242.05
EINECS:
258-339-7
Product Categories:
  • Miscellaneous Reagents
  • Miscellaneous
Mol File:
53064-79-2.mol
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Iodomethyl pivalate Chemical Properties

Melting point:
33-35 °C(lit.)
Boiling point:
211.5 °C(lit.)
Density 
1.614±0.06 g/cm3(Predicted)
refractive index 
1.4830 to 1.4870
Flash point:
194 °F
storage temp. 
Refrigerator, under inert atmosphere
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Oil
color 
Yellow
Sensitive 
Light, Air and Heat Sensitive
InChI
InChI=1S/C6H11IO2/c1-6(2,3)5(8)9-4-7/h4H2,1-3H3
InChIKey
PELJISAVHGXLAL-UHFFFAOYSA-N
SMILES
C(OCI)(=O)C(C)(C)C
CAS DataBase Reference
53064-79-2(CAS DataBase Reference)
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Safety Information

RIDADR 
UN 3265 8/PG III
WGK Germany 
3
HS Code 
2915.90.5050
HazardClass 
8
PackingGroup 
III

MSDS

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Iodomethyl pivalate Usage And Synthesis

Chemical Properties

Pale Yellow Liquid

Uses

Iodomethyl pivalate can be used as reagent used for the addition of pivaloyl group.

Synthesis Reference(s)

The Journal of Organic Chemistry, 48, p. 5280, 1983 DOI: 10.1021/jo00174a024

Synthesis

Iodomethyl pivalate is synthesised using chloromethyl pivalate as a raw material by chemical reaction. The specific synthesis steps are as follows:
Three bottles were added 10.0 g of chloromethyl pivalate, Ethyl acetate 30 mL, 11.6 g of sodium iodide and 3.6 g of calcium chloride, After heating to 78 ° C for 6 h, Cooling to 0 ,Then washed with 5% sodium thiosulfate to colorless, Dried over anhydrous magnesium sulfate, Concentrated under reduced pressure. 16 g of a yellow liquid. Iodomethyl pivalate was obtained. The reaction molar yield was 94% and GC: 98%.

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