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A13677 Diethyl bis(hydroxymethyl)malonate, 97%

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

Stock No. Size Price ($) Quantity Availability
A13677-14 25g 58.30
A13677-22 100g 160.00
A13677-36 500g 516.00
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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)
Storage & Sensitivity
Ambient temperatures.
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).

GHS Hazard and Precautionary Statements

Hazard Statements: H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362-P501c

Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
1788515
Harmonized Tariff Code
2918.19
TSCA
Yes

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