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685-87-0 - Diethyl bromomalonate, 90+% - Bromomalonic acid diethyl ester - A10965 - Alfa Aesar

A10965 Diethyl bromomalonate, 90+%

CAS Number
685-87-0
Synonyms
Bromomalonic acid diethyl ester

Size Price ($) Quantity Availability
25g 26.06
50g 39.04
250g 141.13
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Diethyl bromomalonate, 90+%

MDL
MFCD00009138
EINECS
211-683-1

Chemical Properties

Formula
BrCH(CO2CH2CH3)2
Formula Weight
239.07
Boiling Point
233-235°
Flash Point
111°(231°F)
Density
1.402
Refractive Index
1.4550
Solubility
Does not mix well with water.

Applications

Diethyl bromomalonate is used in perfumes. It is also used to synthesize other compounds such as barbiturates, artificial flavorings, vitamin B1, and vitamin B6.

Notes

Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Store at room temperature. Incompatible with strong oxidizing agents and strong bases.

Literature References

Gregory Socrates Coumbarides.; Marco Dingjan.; Jason Eames.; Neluka Weerasooriya. Investigations into the Bromination of Substituted Phenols using Diethyl Bromomalonate and Diethyl Dibromomalonate. Bulletin of the Chemical Society of Japan. 2001, 74, (1), 179-180.

Ru-Fang Peng.; Guan-Wu Wang.; Ye-Bing Shen.; Yu-Jin Li.; Ting-Hu Zhang.; You-Cheng Liu.;Yasujiro Murata.; Koichi Komatsu. Solvent-Free Reactions of Fullerenes with Diethyl Bromomalonate in the Presence of Inorganic Bases Under High-Speed Vibration Milling Conditions. Synthetic Communications: An International Journal for Rapid Communication of Synthetic Organic Chemistry. 2004, 34, (11), 2117-2126.

In the presence of 1,8-Diazabicyclo[5.4.0]undec-7-ene, A12449, and CuBr2, reacts with styrenes or alkenes with electron-withdrawing groups to give 2-substituted cyclopropane-1,1-dicarboxylate esters: Bull. Chem. Soc. Jpn., 55, 2687 (1982).

Condenses with substituted o-hydroxyacetophenones in a convenient synthesis of 2-aryl-3(2H)-benzofuranones: Synth. Commun., 23, 961 (1993):

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P260-P280-P303+P361+P353-P305+P351+P338-P301+P330+P331-P304+P340-P310-P363-P405-P501a

Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Wash contaminated clothing before reuse. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
509768
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2917.19
TSCA
Yes

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