Diethyl bromomalonate

Basic Information

View in Editor

CAS Number

685-87-0

Molecular Formula

C7H11BrO4

Molecular Weight

239.06 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Physical Properties

Melting Point

-54°C

Boiling Point

235°C

Density

1.402 g/mL at 25 °C

Water Solubility

Does not mix well with water.

Refractive Index

n20/D 1.451(lit.)

SMILES

View in Editor

CCOC(=O)C(C(=O)OCC)Br

InChI

InChI=1S/C7H11BrO4/c1-3-11-6(9)5(8)7(10)12-4-2/h5H,3-4H2,1-2H3

InChIKey

FNJVDWXUKLTFFL-UHFFFAOYSA-N

LogP

0.8761

Topological Polar Surface Area

52.60000000000001 Å²

Hydrogen Bond Donor/Acceptor

0 / 4

Complexity

151

Safety Information

View Safety Information

Hazard Statement

H290 May be corrosive to metals
Corrosive to Metals

H314 Causes severe skin burns and eye damage
Skin corrosion/irritation

Hazard Class

Class 8 Class 8

Sensitiveness

Lachrymatory

Synonyms & References

English

AMY4081
EINECS 211-683-1
SCHEMBL166529
CS-B0964
NS00036666
F2190-0286
DTXSID9060992
diethyl bromopropanedioate
A930345
NSC-1985
diethyl bromo-malonate
A9123
Diethyl2-bromomalonate
MFCD00009138
diethyl-2-bromomalonate
.alpha.-Bromomalonic ester
2-bromo-propanedioic acid diethyl ester
EN300-26547
1,3-diethyl 2-bromopropanedioate
Malonic acid, bromo-, diethyl ester
B1205
UN4643QTM3
alpha-Bromomalonic ester
diethyl 2-bromopropanedioate
InChI=1/C7H11BrO4/c1-3-11-6(9)5(8)7(10)12-4-2/h5H,3-4H2,1-2H
FT-0624777
NSC1985
685-87-0
Diethyl bromomalonate
Propanedioic acid, bromo-, diethyl ester
Diethyl .alpha.-bromomalonate

MDL Number

MFCD00009138

Customs Code

2917190090

FAQ

What are the physical and chemical properties of Diethyl bromomalonate (CAS: 685-87-0)?

Diethyl bromomalonate (CAS: 685-87-0) is a colorless to light yellow liquid with a molecular weight of 183.04 g/mol. It has a density of approximately 1.18 g/cm³ and a melting point of -50.0°C. This compound is moderately soluble in water but is highly soluble in organic solvents. It is known for its reactivity in nucleophilic substitution reactions due to the presence of the bromide ion.

How is Diethyl bromomalonate (CAS: 685-87-0) typically synthesized?

Diethyl bromomalonate (CAS: 685-87-0) is typically synthesized from malonic acid and bromine in the presence of an alkali metal bromide catalyst. The reaction involves the bromination of malonic acid, followed by the addition of diethyl ether. This method provides a high yield and good selectivity for the desired product.

What industries use Diethyl bromomalonate (CAS: 685-87-0)?

Diethyl bromomalonate (CAS: 685-87-0) is used in various industries, including pharmaceuticals for intermediate synthesis, as a starting material in polymer chemistry for the production of specific polymers, and in sensor technology for detecting specific chemical compounds. Its versatility and reactivity make it valuable in these sectors.

What precautions should be taken when handling Diethyl bromomalonate (CAS: 685-87-0)?

When handling Diethyl bromomalonate (CAS: 685-87-0), it is important to use appropriate personal protective equipment (PPE), including gloves and safety goggles. This compound should be stored in a cool, dry place away from heat sources and incompatible materials. Fume hoods should be used during handling to minimize inhalation risk. In case of spills, neutralize with an appropriate reagent before disposal. Always refer to the Safety Data Sheet (SDS) for detailed safety information.