CAS 141-82-2 Malonic acid - Materials / Alfa Chemistry

NAVIGATION

Malonic acid

PRICE INQUIRY

Catalog Number

ACM141822

CAS Number

141-82-2

Product Name

Malonic acid

Structure

Category

Metal Organic Frameworks (MOFs); Electronic Materials

Synonyms

Propane-1,3-dioic acid

Description

The common technique for producing malonic acid is from chloroacetic acid.Malonic acid undergoes thermal decarboxylation at temperatures of 135-137oC.2

IUPAC Name

Propanedioic acid

Molecular Weight

104.06

Molecular Formula

C3H4O4

Canonical SMILES

C(C(=O)O)C(=O)O

InChI

InChI=1S/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7)

InChI Key

OFOBLEOULBTSOW-UHFFFAOYSA-N

Boiling Point

140 °C

Melting Point

132-135 °C(lit.)

Flash Point

157 °C

Purity

99%

Density

1.619 g/cm³ at 25 °C

Solubility

greater than or equal to 100 mg/mL at 72° F (NTP, 1992);7.33 M;In water, 6.23X10+5 mg/L at 25 °C;In water, 7.66X10+5 mg/L at 20 °C (pH 1-10), EU Guideline Method A.6 (flask method);One gram dissolves in: 0.65 mL water, about 2 mL alcohol, 1.1 mL methanol, 3 mL propyl alcohol, 13 mL ether, 7 mL pyridine;763.0 mg/mL;Solubility in water, g/100ml at 20 °C: 7.3

Appearance

White liquid

Application

Malonic acid serves a versatile purpose in various industries due to its unique chemical properties. This dicarboxylic acid is highly soluble in water and oxygenated solvents, with remarkable acidity, making it more acidic than acetic acid. In chemical synthesis, malonic acid is employed as a building block to introduce the -CH2-COOH group, notably through processes such as the Knoevenagel condensation. It is an essential intermediate in the synthesis of barbiturates and other pharmaceuticals and acts as a stabilizer in high-end cosmetics and pharmaceutical products. Malonic acid's decomposability into non-polluting byproducts like carbon dioxide and water makes it an eco-friendly option for aluminum surface treatments. Furthermore, it is utilized as a precursor for producing polyesters and alkyd resins in coating applications, offering protection against UV light, corrosion, and oxidation. Its capability to act as a cross-linker extends its applications to the creation of surgical adhesives and specialty chemicals, including flavors and fragrances. Through various reactions, such as condensing with urea to form barbituric acid or with acetone to form Meldrum's acid, malonic acid proves its indispensability in scientific and industrial domains.

Storage

Sealed in dry, room temperature

Assay

≥99.95% trace metals basis

Color/Form

White crystals;Crystalline powder;Colorless hygroscopic solid which sublimes in vacuum

Complexity

83.1

Covalently-Bonded Unit Count

Defined Atom Stereocenter Count

EC Number

205-503-0

Exact Mass

104.01095860

Form

powder

Formal Charge

Heat of Vaporization

92 kJ/mol

Heavy Atom Count

Hydrogen Bond Acceptor Count

Hydrogen Bond Donor Count

ICSC Number

1085

Isotope Atom Count

Log P

-0.81 (LogP);log Kow = -0.81;-0.81;-0.91/-0.18 (calculated)

MDL Number

MFCD00002707

MeSH Entry Terms

dithallium malonate;malonate;malonic acid;malonic acid, 1,3-(14)C2-labeled;malonic acid, 2-(14)C-labeled;malonic acid, diammonium salt;malonic acid, dipotassium salt;malonic acid, disodium salt;malonic acid, disodium salt, 1-(14)C-labeled;malonic acid, dithallium salt;malonic acid, monocalcium salt;malonic acid, monosodium salt;malonic acid, potassium salt;malonic acid, sodium salt;monosodium malonate;thallium malonate;thallous malonate

Monoisotopic Mass

104.01095860

NSC Number

8124

Other Experimental

Density: 1.619 g/cu cm at 10 °C;Enthalpy of Sublimation: 72.7 kJ/mol at 306 deg K, 108.0 kJ/mol at 348 deg K;Henry's Law constant = 4.8X10-13 atm-cu m/mole at 23 °C (estimated from vapor pressure and water solubility);Hydroxyl radical reaction rate constant = 1.6X10-12 cu-cm/molc sec at 25 °C (est)

3.17 (1 mM solution)

Refractive Index

1.4780

Rotatable Bond Count

RTECS Number

OO0175000

Stability

Stable under recommended storage conditions.

Topological Polar Surface Area

74.6 Å²

UNII

9KX7ZMG0MK