Pimelic acid Chemical Properties

Melting point:

103-105 °C(lit.)

Boiling point:

212 °C10 mm Hg(lit.)

Density 

1,329 g/cm³

refractive index 

1.4352 (estimate)

Flash point:

212°C/10mm

storage temp. 

Store below +30°C.

solubility 

ethanol: 0.1 g/mL, clear to very faintly hazy

form 

Powder

pka

4.71(at 25℃)

color 

White to slightly beige

PH

3.77(1 mM solution);3.25(10 mM solution);2.74(100 mM solution)

Water Solubility 

25 g/L (13 ºC)

Merck 

14,7431

BRN 

1210024

Stability:

Stable. Incompatible with oxidizing agents, bases. Combustible.

InChIKey

WLJVNTCWHIRURA-UHFFFAOYSA-N

LogP

0.610

CAS DataBase Reference

111-16-0(CAS DataBase Reference)

NIST Chemistry Reference

Heptanedioic acid(111-16-0)

EPA Substance Registry System

Heptanedioic acid (111-16-0)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

2

RTECS 

TK3677000

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29171990

Toxicity

LD50 orally in Rabbit: 7000 mg/kg

MSDS

• Language:English Provider:1,5-Pentanedicarboxylic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Pimelic acid Usage And Synthesis

Description

Pimelic acid is the organic compound with the formula HO₂C(CH₂)₅CO₂H which has been synthesized from cyclohexanone and from salicylic acid. In the former route, the additional carbon is supplied by dimethyloxalate, which reacts with the enolate.
This acid (heptanedioic acid), from the Greek pimelh (pimele fat), as adipic acid, was isolated from oxidized fats. It was obtained in 1884 by Ganttner F et al. as a product of ricinoleic acid (hydroxylated oleic acid) from castor oil.

Chemical Properties

white solid

Uses

The major uses of pimelic acid are in plasticizers and polymers.

Uses

Pimelic Acid is a metabolite found in four biofluids from dairy cows that may be used as biomarkers of milk.

Definition

ChEBI: An alpha,omega-dicarboxylic acid that is pentane with two carboxylic acid groups at positions C-1 and C-5.

Synthesis Reference(s)

Journal of the American Chemical Society, 78, p. 3425, 1956 DOI: 10.1021/ja01595a044
Organic Syntheses, Coll. Vol. 2, p. 531, 1943
Synthesis, p. 54, 1988

Purification Methods

Crystallise the acid from water or from *benzene containing 5% diethyl ether. [Beilstein 1 IV 2003.]

Pimelic acid(111-16-0)Related Product Information

• Hyaluronic acid
• Ethyl 2-(Chlorosulfonyl)acetate
• Folic acid
• Stearic acid
• Citric acid
• PIMELIC ACID,BIS-METHYL ESTER,PIMELIC ACID DIMETHYL ESTER,Pimelic acid dimethyl
• Pimelic acid 1-hydrogen 7-ethyl ester,Pimelic acid monomethyl ester
• Sebacic acid
• AZELAIC ACID MONOMETHYL ESTER
• Suberic acid
• Undecanedioic acid
• Ascoric Acid
• Diethyl heptanedioate, Pimelic acid diethyl ester,PIMELIC ACID DIETHYL ESTER
• DIETHYL 4-OXOPIMELATE
• RUBRATOXIN B
• trans-DL-1,2-Cyclopentanedicarboxylic acid
• 2-AMINOHEPTANOIC ACID
• 2,6-DIAMINOPIMELIC ACID