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20605-01-0 - Diethyl bis(hydroxymethyl)malonate, 97% - Bis(hydroxymethyl)malonic acid diethyl ester - A13677 - Alfa Aesar

A13677 Diethyl bis(hydroxymethyl)malonate, 97%

CAS Number
20605-01-0
Synonyms
Bis(hydroxymethyl)malonic acid diethyl ester

Size Price ($) Quantity Availability
25g 53.46
100g 132.87
500g 445.50
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Diethyl bis(hydroxymethyl)malonate, 97%

MDL
MFCD00009130
EINECS
243-916-8

Chemical Properties

Formula
C9H16O6
Formula Weight
220.22
Melting point
47-52°
Flash Point
>110°(230°F)
Solubility
Slightly soluble in water.

Applications

Diethyl bis(hydroxymethyl)malonate is used as a reagent for preparing 1,3-dioxanes from acetals, aldehydes and ketones. It is also used as an intermediate for the preparation of substituted malonic, acrylic and isobutyric esters, for conversion to the useful dienophiles, ?-bromomethylacrylic acid and its ethyl ester and to bis(bromomethyl)acetic acid and its methyl ester.

Notes

Keep container tightly sealed. Store in cool, dry conditions in well sealed containers. Incompatible with oxidizing agents.

Literature References

Ross A. Miller.; Fengrui Lang.; Benjamin Marcune.; Daniel Zewge.; Zhiguo J. Song.; Sandor Karady. A Practical Process for the Preparation of Azetidine-3-carboxylic Acid. Synthetic Communications: An International Journal for Rapid Communication of Synthetic Organic Chemistry. 2003, 33 (19), 3347-3353.

Shiyue Fang.; Donald E. Bergstrom. Reversible Biotinylation Phosphoramidite for 5‘-End-Labeling, Phosphorylation, and Affinity Purification of Synthetic Oligonucleotides. Bioconjugate Chem. 2003, 14 (1), 80-85.

Intermediate for the preparation of substituted malonic, acrylic and isobutyric esters: J. Chem. Soc., 257 (1930); J. Org. Chem., 20, 780 (1955). For conversion to the useful dienophiles, ɑ-bromomethylacrylic acid and its ethyl ester, see: Org. Synth. Coll., 7, 210 (1990), and to bis(bromomethyl)acetic acid and its methyl ester, Org. Synth. Coll., 7, 319 (1990).

Other References

Beilstein
1788515
Harmonized Tariff Code
2918.19
TSCA
Yes

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