Terephthaloyl chloride Chemical Properties

Melting point:

79-81 °C(lit.)

Boiling point:

266 °C(lit.)

Density 

1,34 g/cm³

vapor density 

7 (vs air)

vapor pressure 

0.02 mm Hg ( 25 °C)

refractive index 

1.5684 (estimate)

Flash point:

356 °F

storage temp. 

2-8°C

solubility 

ethanol: 5%, clear

form 

flakes

color 

White to Almost white

PH

<0.5 (H2O)

explosive limit

1.5-8.9%(V)

Water Solubility 

REACTS

Sensitive 

Moisture Sensitive

BRN 

607796

InChIKey

LXEJRKJRKIFVNY-UHFFFAOYSA-N

CAS DataBase Reference

100-20-9(CAS DataBase Reference)

NIST Chemistry Reference

1,4-Benzenedicarbonyl dichloride(100-20-9)

EPA Substance Registry System

1,4-Benzenedicarbonyl dichloride (100-20-9)

Safety Information

Hazard Codes 

C,T

Risk Statements 

34-23-35

Safety Statements 

26-27-36/37/39-45-38-28B

RIDADR 

UN 2923 8/PG 3

WGK Germany 

3

RTECS 

WZ1797000

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

II

HS Code 

29173980

Hazardous Substances Data

100-20-9(Hazardous Substances Data)

MSDS

• Language:English Provider:TCl
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Terephthaloyl chloride Usage And Synthesis

Chemical Properties

monoclinic crystals or white crystalline flakes. Soluble in ethanol and organic solvents.

Uses

Terephthaloyl chloride and Isophthaloyl dichloride have many similar uses as monomers for the synthesis of specialty fibers and as raw materials for polymers such as polyamides and polyesters. Dyemanufacture; synthetic fibers, resins, films; UV absorption; pharmaceuticals; rubber chemicals; cross-linking agent for polyurethanes and polysulfides.

Uses

Terephthaloyl chloride acts as a monomer with p-phenylenediamine used in the preparation of polymer viz. poly paraphenylene terephthalamide. It is an active component in performance polymers and aramid fibers, which gives flame resistance, chemical resistance, temperature stability, light weight, and very high strength. It is also used as an effective water scavenger, utilized to stabilize isocyanates and urethane prepolymers. Further, it is used in the preparation of liquid crystalline thermosets by thermal cyclotrimerization of dicyanate compounds of ring substituted bis(4-hydroxyphenyl) terepthalates. In addition to this, it is involved in the condensation reaction with difunctional alfa, μ-diaminopolystyrene to get chain-extended polystyrene containing amide bonds along the polymer backbone.

Preparation

Synthesis of terephthaloyl chloride by thionyl chloride method: terephthalic acid is mixed with thionyl chloride, refluxed at 80℃ for 10-12h, then the thionyl chloride is evaporated, and the resulting crude product is distilled under reduced pressure to obtain the finished product.

General Description

Terephthaloyl chloride undergoes condensation reaction with difunctional α,ω-diaminopolystyrene to yield chain-extended polystyrene containing amide bonds along the polymer backbone. It undergoes interfacial reaction with bovine serum albumin to form thin cross-linked films.

Hazard

Skin irritant.

Flammability and Explosibility

Non flammable

Safety Profile

Moderately toxic by ingestion. Corrosive. Combustible when exposed to heat or flame. When heated to decomposition it emits toxic fumes of Cl-. See also CHLORIDES.

Purification Methods

Crystallise the acid chloride from dry hexane. [Beilstein 9 IV 3318.]

Terephthaloyl chloride(100-20-9)Related Product Information

• 4-Nitrobenzenesulfonyl chloride
• Choline chloride
• Sodium chloride
• Dimethylsulfamoyl chloride
• Cobalt chloride
• Polyvinyl chloride
• Calcium chloride
• N-Acetylsulfanilyl chloride
• Thionyl chloride
• Potassium chloride
• Phthaloyl dichloride
• Isophthaloyl dichloride
• Terephthalic acid
• Dimethylthiocarbamoyl chloride
• 2,6-Pyridinedicarboxylic acid chloride
• Ammonium chloride
• TEREPHTHALALDEHYDE BIS(DIETHYL ACETAL)
• Terephthalaldehyde