1,3-PHENYLENEDIACETIC ACID

1,3-PHENYLENEDIACETIC ACID Property

Melting point:

175-177 °C (lit.)

Boiling point:

290.62°C (rough estimate)

Density 

1.2534 (rough estimate)

refractive index 

1.5430 (estimate)

storage temp. 

Sealed in dry,Room Temperature

form 

Fine Crystalline Powder

pka

3.93±0.10(Predicted)

color 

White to light yellow

Water Solubility 

Slightly soluble in water. Solublitiy in methanol is almost transparency.

BRN 

2616749

InChI

InChI=1S/C10H10O4/c11-9(12)5-7-2-1-3-8(4-7)6-10(13)14/h1-4H,5-6H2,(H,11,12)(H,13,14)

InChIKey

GDYYIJNDPMFMTB-UHFFFAOYSA-N

SMILES

C1(CC(O)=O)=CC=CC(CC(O)=O)=C1

CAS DataBase Reference

19806-17-8(CAS DataBase Reference)

Safety

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-37/39

WGK Germany 

3

RTECS 

AJ2780000

HS Code 

29173990

Toxicity

mouse,LD50,intravenous,178mg/kg (178mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#00636,

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

1,3-PHENYLENEDIACETIC ACID Chemical Properties,Usage,Production

Chemical Properties

WHITE TO LIGHT YELLOW FINE CRYSTALLINE POWDER

Uses

In order to establish defined biomacromolecular systems for mineralised tissue applications, type I collagen was functionalised with 1,3-phenylenediacetic acid (Ph) and investigated at the molecular, macroscopic and functional levels. The solvothermal reactions of 1,2-bis(imidazol-1?-yl)ethane (bime), 1,3-phenylenediacetic acid, 1,4-phenylenediacetic acid), 1,2-phenylenediacetic acid with different metal ions gave rise to four novel helical coordination polymers.

Synthesis

General procedure for the synthesis of 1,3-benzenediacetic acid from 1,3-benzenediacetonitrile: 25 mL of concentrated sulfuric acid was diluted with 35 mL of water, followed by the addition of 24 g of 1,3-benzenediacetonitrile, and the reaction was carried out at reflux for 1 hour and 30 minutes. Upon completion of the reaction, the reaction mixture was poured into 200 mL of ice water and the precipitated crystals were collected by filtration and washed with cold water. Finally, the resulting crystals were dried under reduced pressure at 100 °C for 1 h to give 27 g of 1,3-benzenediacetic acid.

References

[1] Organic Process Research and Development, 2011, vol. 15, # 4, p. 871 - 875
[2] Chemische Berichte, 1987, vol. 120, p. 411 - 420
[3] Journal of the Chemical Society, 1932, p. 1477
[4] Journal of the Chemical Society, 1933, p. 1592,1596
[5] Journal fuer Praktische Chemie (Leipzig), 1932, vol. <2> 135, p. 1,4