Dodecanedioic acid

Synonym(s):Decane-1,10-dicarboxylic acid

CAS NO.：693-23-2
Empirical Formula: C12H22O4
Molecular Weight: 230.3
MDL number: MFCD00002735
EINECS: 211-746-3
SAFETY DATA SHEET (SDS)
Update Date: 2024-12-18 14:15:30

What is Dodecanedioic acid?

Description

This acid is used in the production of nylon (nylon - 6,12), polyamides, coatings, adhesives, greases, polyesters, dyestuffs, detergents, flame retardants, and fragrances. It is now produced by fermentation of long-chain alkanes with a specific strain of Candida tropicalis. Its monounsaturated analogue (traumatic acid) is described below.

Chemical properties

white crystalline powder

The Uses of Dodecanedioic acid

Induced mutation of dodecanedioic acid producing Candida tropicalis.

The Uses of Dodecanedioic acid

Dodecanedioic acid is used as an intermediate for plasticizers, lubricants and adhesives. It is also used in antiseptics, top-grade coatings, painting materials, corrosion inhibitor and surfactant. It finds application in engineering plastics such as nylon 612.

What are the applications of Application

Dodecanedioic acid is a saturated aliphatic dicarboxylic acid used in many applications

Definition

ChEBI: An alpha,omega-dicarboxylic acid that is dodecane in which the methyl groups have been oxidised to the corresponding carboxylic acids.

Preparation

Dodecanedioic acid is prepared from cyc1ododecene (obtained from butadiene) by methods which are entirely analogous to those used to prepare adipic acid from benzene. The cyclododecene is reduced to cyclododecane, which is oxidized firstly to a mixture of cyc1ododecanol and cyclododecanone and then to dodecanedioic acid. Dodecanedioic acid is a colourless crystalline solid, m.p. 129°C.

Purification Methods

Crystallise the dioic acid from water, 75% or 95% EtOH (solubility is 10%), or glacial acetic acid. [Beilstein 2 IV 2126.]

Properties of Dodecanedioic acid

Melting point:	127-129 °C (lit.)
Boiling point:	245 °C/10 mmHg (lit.)
Density	1,15 g/cm³
vapor pressure	21 mm Hg ( 222 °C)
RTECS	JR2370000
refractive index	1.4437 (estimate)
Flash point:	220 °C
storage temp.	Sealed in dry,Room Temperature
solubility	ethanol: 0.1 g/mL, clear
form	Pellets or Powder
pka	4.48±0.10(Predicted)
color	White
PH	5 (H2O, 20℃)(aqueous suspension)
Water Solubility	< 0.1 g/L (20 ºC)
Sensitive	Air Sensitive
BRN	1782580
Stability:	Stable. Incompatible with strong oxidizing agents, reducing agents. Combustible.
CAS DataBase Reference	693-23-2(CAS DataBase Reference)
NIST Chemistry Reference	Dodecanedioic acid(693-23-2)
EPA Substance Registry System	Dodecanedioic acid (693-23-2)

Safety information for Dodecanedioic acid

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H319:Serious eye damage/eye irritation
Precautionary Statement Codes	P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. P337+P313:IF eye irritation persists: Get medical advice/attention.