Suberic acid Chemical Properties

Melting point:

140-144 °C(lit.)

Boiling point:

230 °C15 mm Hg(lit.)

Density 

1.3010 (rough estimate)

bulk density

700kg/m3

vapor pressure 

0Pa at 22.85℃

refractive index 

1.4370 (estimate)

Flash point:

203 °C

storage temp. 

Store below +30°C.

solubility 

1.6g/l

form 

Powder

pka

4.52(at 25℃)

color 

White to cream

PH

3.79(1 mM solution);3.27(10 mM solution);2.76(100 mM solution);

Water Solubility 

0.6 g/L (20 ºC)

Merck 

14,8862

BRN 

1210161

Stability:

Stable. Combustible. Incompatible with strong oxidizing agents, reducing agents, bases.

InChIKey

TYFQFVWCELRYAO-UHFFFAOYSA-N

LogP

0.59 at 25℃ and pH7.08

CAS DataBase Reference

505-48-6(CAS DataBase Reference)

NIST Chemistry Reference

Octanedioic acid(505-48-6)

EPA Substance Registry System

Octanedioic acid (505-48-6)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36-36/37/38

Safety Statements 

26-39-36

WGK Germany 

1

Autoignition Temperature

430°C

TSCA 

Yes

HS Code 

29171990

MSDS

• Language:English Provider:Octanedioic acid
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Suberic acid Usage And Synthesis

Description

It was firstly produced by nitric acid oxidation of cork (Latin suber) material and then from castor oil. The oxidation of ricinoleic acid produces, by splitting at the level of the double bond and at the level of the OH group, at the same time, suberic acid (octanedioic acid) and the next homologue azelaic acid. Suberic acid was used in the manufacture of alkyd resins and in the synthesis of polyamides leading to nylon.

Chemical Properties

off-white crystalline powder

Uses

Suberic Acid is used in the preparation of reduction-sensitive micelles affecting their cellular uptake. This has potential application in delivery of anticancer drugs. It is also used in the fluorescent detection of amidinium-carboxylate and amidinium formation.

Uses

In the plastics industry.

Definition

ChEBI: An alpha,omega-dicarboxylic acid that is the 1,6-dicarboxy derivative of hexane.

Reactions

Suberic acid is an essential chemical widespread in softwood trees' trunk. Can there be reactions such as esterification, carboxylic acid halides, amidation and reduction in suberic acid, generation pyrolysis is heated. Its main application is to react with dibasic alcohol and diamine, produce polyester and polymeric amide, and also for organic synthesis.

Synthesis Reference(s)

Journal of the American Chemical Society, 81, p. 3677, 1959 DOI: 10.1021/ja01523a046

Synthesis

Industrial is to be obtained by Viscotrol C or ricinolic acid or cyclooctane oxidation, conventionally using 50% sulfuric acid to carry out catalysis. Suberic acid also can be oxidized and obtained by cyclooctene. A method for preparing suberic acid through cyclooctene oxidation comprises the following steps: mixing tetra-allkylammonium perrhenate and alkyl-imidazolim disulfate ionic liquid in a certain proportion to form a composite phase transfer catalyst and meanwhile carrying out catalytic oxidation reaction on cyclooctene in the presence of alkyl-imidazolim disulfate ionic liquid serving as a reaction solvent and a hydrogen peroxide solution serving as an oxidizing agent, wherein the reaction temperature is 40-70 DEG C, the pressure is normal, and the reaction time is 0.5-4 hours. After the reaction, the gas chromatography detection shows that the conversion rate of the cyclooctene is above 90%, and the cyclooctene yield is above 60%.

Purification Methods

Crystallise it from acetone. It sublimes at 300o without decomposition. [Beilstein 2 IV 2028.]

Toxics Screening Level

The initial threshold screening level (ITSL) for suberic acid is 17 μg/m3 based on an annual averaging time.

Suberic acid(505-48-6)Related Product Information

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