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Tetrachlorophthalic anhydride

Tetrachlorophthalic anhydride structure

Tetrachlorophthalic anhydride 

structure
  • CAS No:

    117-08-8

  • Formula:

    C8Cl4O3

  • Chemical Name:

    Tetrachlorophthalic anhydride

  • Synonyms:

    1,3-Isobenzofurandione,4,5,6,7-tetrachloro-;Phthalic anhydride,tetrachloro-;4,5,6,7-Tetrachloro-1,3-isobenzofurandione;Niagathal;Tetrachlorophthalic anhydride;1,3-Dioxy-4,5,6,7-tetrachloroisobenzofuran;3,4,5,6-Tetrachlorophthalic anhydride;Tetrachlorophthalic acid anhydride;NSC 1484;4,5,6,7-Tetrachloroisobenzofuran-1,3-dione;858829-10-4;204975-24-6

  • Categories:

    Organic Chemistry  >  Carboxylic Acids and Derivatives

Description

WHITE POWDER.


Tetrachlorophthalic anhydride appears as odorless needle-like crystals or white powder. (NTP, 1992)|PelletsLargeCrystals|WHITE POWDER.


Tetrachlorophthalic anhydride appears as odorless needle-like crystals or white powder. (NTP, 1992)|Tetrachlorophthalic anhydride is a cyclic dicarboxylic anhydride that is phthalic anhydride chlorinated at the 4-, 5-, 6- and 7-positions. It has a role as a cross-linking reagent and an allergen. It is a cyclic dicarboxylic anhydride and a tetrachlorobenzene. It derives from a phthalic anhydride.

Tetrachlorophthalic anhydride Basic Attributes

285.9

285.90

211560

204-171-4

76GLW0LBEK

1374

1484

3077

DTXSID7026102

PRISMS, NEEDLES FROM SUBLIMATION|WHITE, FREE-FLOWING POWDER

2932999099

Characteristics

43.4

3.56

White to off-white Flakes

1.49 at 527° F (NTP, 1992)

255-256.5 °C

371 °C

362°C

1.656

H2O: 0.8 mg/L (21 ºC)

Store below +30°C.

0.16 mm Hg ( 145 °C)

ODORLESS

NONHYGROSCOPIC

Sensitive to air and moisture.

Anhydrides

TETRACHLOROPHTHALIC ANHYDRIDE reacts exothermically with water. This reaction is expected to be slow, but can become vigorous if local heating accelerates it. Reaction with water is accelerated by acids. Incompatible with acids, strong oxidizing agents, alcohols, amines, and bases.

Safety Information

III

9

UN 3077 9/PG 3

2

45-41-42/43-50/53-48/22

53-22-24-26-37/39-45-60-61-36/37/39

TI3450000

T,N,Xn

Dry. Well closed.

Stable. Reacts with water. Combustible. Incompatible with strong oxidizing agents. Air and moisture sensitive.

P201-P261-P273-P280-P305 + P351 + P338-P308 + P313

H317-H318-H334-H350-H373-H410

DHHS/NTP; NTP Technical Report on Toxicity Studies of Tetrachlorophthalic Anhydride Administered by Gavage to F344/N Rats and B6C3F1 Mice NTP TOX 28 (1993) NIH Pub No. 93-3351

Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992)|Combustible. Gives off irritating or toxic fumes (or gases) in a fire.

|Danger|H317: May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P272, P273, P280, P285, P302+P352, P304+P341, P305+P351+P338, P310, P321, P333+P313, P342+P311, P363, P391, and P501|H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]|Aggregated GHS information provided by 297 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H320: Causes eye irritation [Warning Serious eye damage/eye irritation]|P260, P261, P264, P270, P285, P304+P341, P305+P351+P338, P314, P337+P313, P342+P311, and P501

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)|Use water spray, powder.

Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

SMALL SPILLS AND LEAKAGE: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. You should then dampen the solid spill material with 60-70% methanol, then transfer the dampened material to a suitable container. Use absorbent paper dampened with methanol to pick up any remaining material. Your contaminated clothing and absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Solvent-wash contaminated surfaces with 60-70% methanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should keep this material in a tightly closed container under an inert atmosphere, and store it in a refrigerator. (NTP, 1992)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

Dry. Well closed.

Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed.

The substance is irritating to the eyes, skin and respiratory tract.

Repeated or prolonged contact may cause skin sensitization. Repeated or prolonged inhalation may cause asthma.

NO open flames.

PREVENT DISPERSION OF DUST!

Use local exhaust or breathing protection.

Protective gloves. Protective clothing.

Wear safety goggles or eye protection in combination with breathing protection.

Drug Information

SYMPTOMS: Symptoms of exposure to this chemical may include irritation of the skin, eyes and respiratory tract; coughing, sneezing, and dermatitis. Symptoms of chronic exposure may include bronchitis, inflammation of the respiratory tract, and bloody nasal discharge. ACUTE/CHRONIC HAZARDS: This chemical is an irritant of the skin, eyes and respiratory tract. When heated to decomposition it emits toxic fumes. (NTP, 1992)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)


Fresh air, rest. Half-upright position. Refer for medical attention.


Remove contaminated clothes. Rinse skin with plenty of water or shower.


First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

THE PLASTICS INDUSTRY UTILIZES A NUMBER OF ORG CHEM WHICH HAVE THE POTENTIAL OF PRODUCING PULMONARY REACTIONS, PARTICULARLY IN SUSCEPTIBLE INDIVIDUALS. 5 WORKERS IN PRODN OF EPOXY RESINS DEVELOPED RECURRENT RESP SYMPTOMS & PHYSIOLOGIC ABNORMALITIES FOLLOWING EXPOSURE TO TETRACHLOROPHTHALIC ANHYDRIDE (TCPA). INHALATION CHALLENGE WITH TCPA REPRODUCED THEIR SYMPTOMS & DEMONSTRATED IMMEDIATE & LATE (4-6 HR) PHYSIOLOGIC RESPONSE.|ASTHMA WAS INDUCED IN 7 WOMEN OCCUPATIONALLY EXPOSED TO TETRACHLOROPHTHALIC ANHYDRIDE. INHALATION TESTS AT ATMOSPHERIC CONCN OF LESS THAN 1/10 OF MFR RECOMMENDED EXPOSURE LIMIT PROVOKED ASTHMATIC REACTIONS IN 4 WOMEN. SKIN PRICK TEST REACTIONS WERE ELICITED IN 7 SUBJECTS BY CONJUGATE OF TCPA WITH HUMAN SERUM ALBUMIN (TCPA-HSA) BUT NOT IN OTHERS TESTED. SPECIFIC IGE ANTIBODY LEVELS TO TCPA-HSA, MEASURED BY RADIOALLERGOSORBENT TEST SCORES, WERE SIGNIFICANTLY ELEVATED IN 7 WOMEN. RESULTS IMPLY THAT OCCUPATIONAL ASTHMA CAUSED BY TCPA IS AN ALLERGIC REACTION MEDIATED BY SPECIFIC IGE ANTIBODY.

tetrachlorophthalic anhydride

The substance can be absorbed into the body by inhalation of its aerosol.

Cough. Sore throat. Wheezing. Shortness of breath.


Redness. Burning sensation.


Redness. Pain. Blurred vision.

Tetrachlorophthalic anhydride Use and Manufacturing

Methods of Manufacturing

From phthalic anhydride in the sulfuric acid through the chlorine reaction. It can also be obtained by heating and dehydrating chlorophthalic acid at 98°C.

Uses

Used in electroplating and other electronic industries


Plasticizers

Production

100,000 - 500,000 lb|(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS|(1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS

All other basic organic chemical manufacturing|1,3-Isobenzofurandione, 4,5,6,7-tetrachloro-: ACTIVE|TETRACHLOROPHTHALIC ANHYDRIDE (1 KG/HA) TOTALLY SUPPRESSED THE PHYTOTOXICITY OF AFALON TO SUNFLOWER.

Computed Properties

Molecular Weight:285.9
XLogP3:3.8
Hydrogen Bond Acceptor Count:3
Exact Mass:285.857205
Monoisotopic Mass:283.860155
Topological Polar Surface Area:43.4
Heavy Atom Count:15
Complexity:291
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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