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Undecanedioic acid

Basic information Description Safety Supplier Related

Undecanedioic acid Basic information

Product Name:
Undecanedioic acid
Synonyms:
  • Undecanedioic acid UDDA
  • Nonane-1,9-dicarboxylic acid
  • Undecanedioic acid,97%
  • Nonamethylenedicarboxylic Acid Undecanedioic Acid
  • Undecanedioic acid,1,9-Nonanedicarboxylic acid
  • Undecane-1,11-dioic acid
  • UNDECANEDIOIC ACID
  • RARECHEM AL BO 0436
CAS:
1852-04-6
MF:
C11H20O4
MW:
216.27
EINECS:
217-440-6
Product Categories:
  • Undecanedionic acid
  • Building Blocks
  • C11 to C12
  • Carbonyl Compounds
  • Carboxylic Acids
  • Chemical Synthesis
  • alpha,omega-Alkanedicarboxylic Acids
  • alpha,omega-Bifunctional Alkanes
  • Monofunctional & alpha,omega-Bifunctional Alkanes
  • Organic Building Blocks
Mol File:
1852-04-6.mol
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Undecanedioic acid Chemical Properties

Melting point:
108-110 °C (lit.)
Boiling point:
389.33°C (rough estimate)
Density 
1.1629 (rough estimate)
vapor pressure 
10Pa at 20℃
refractive index 
1.4421 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
methanol: 10 mg/mL, clear
pka
4.48±0.10(Predicted)
form 
Solid
color 
White to Off-White
Water Solubility 
5.10g/L(21 ºC)
BRN 
1780537
InChIKey
LWBHHRRTOZQPDM-UHFFFAOYSA-N
LogP
2.8 at 25℃
CAS DataBase Reference
1852-04-6(CAS DataBase Reference)
NIST Chemistry Reference
Undecanedioic acid(1852-04-6)
EPA Substance Registry System
Undecanedioic acid (1852-04-6)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
29171900

MSDS

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Undecanedioic acid Usage And Synthesis

Description

Undecanedioic acid, in the form of a white powder or flake, is dibasic acids which is a family of organic compounds, also known as ‘long-chain dicarboxylic acids’. Undecanedioic acid is an alpha, omega-dicarboxylic acid that is nonane with two carboxylic acid groups at positions C-1 and C-9. It has a role as a metabolite. It is a conjugate acid of an undecanedioic acid anion. It has recommended applications in corrosion inhibitors, hot melt adhesives, high performance polyamides/nylon, metal-working fluid, lubircant, adhesive, powder coating, and more. 
Undecanedioic acid has been found in parts of human aortas with advanced atherosclerotic lesions associated with intercellular matrix macromolecules and specifically with elastin, and may be the result of an increased hydrolysis of esters and (or) a decreased esterification. Undecanedioic acid has been found (among other unusual dicarboxylic acids) in the urine from patients under hopantenate therapy during episodes of Reye's-like syndrome.

Chemical Properties

white to light yellow powder

Uses

Undecanedioic Acid is a bioactive compound found in Polygala tenuifolia root which is used as a functional food due to its attractive health benefits.

Definition

ChEBI: An alpha,omega-dicarboxylic acid that is nonane with two carboxylic acid groups at positions C-1 and C-9.

Flammability and Explosibility

Non flammable

Synthesis

Undecanedioic acid is obtained by reacting α -nitro ketone and NaOH in MeOH.To a solution of α -nitro ketone (0.7 mmol) in MeOH (4.2 ml), 25 ml of 0.5 M Na2HPO4 in a 1 N of NaOH were added and the resulting mixture was heated at 70 °C for 1-4 h, then Oxone (1.75 mmol) in water (3 ml) was added to the cold solution (r. t.). After 4 h the mixture was diluted with brine (10 ml), acidified to pH=2 with a 10% solution of HCl and extracted with EtOAc (3 x 20 ml). The combined organic layers were washed with brine (10 ml), dried over Na2SO4 and evaporated to yield pure dicarboxylic acid.

Fig The synthetic method 2 of Undecanedioic acid.

Source

Undecanedioic acid is a natural product found in Aloe africana, Phaseolus vulgaris, and other organisms with data available.

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