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Home > Encyclopedia > 1,2,3,6-Tetrahydrophthalic anhydride

1,2,3,6-Tetrahydrophthalic anhydride

1,2,3,6-Tetrahydrophthalic anhydride structure

1,2,3,6-Tetrahydrophthalic anhydride 

structure
  • CAS No:

    85-43-8

  • Formula:

    C8H8O3

  • Chemical Name:

    1,2,3,6-Tetrahydrophthalic anhydride

  • Synonyms:

    1,3-Isobenzofurandione,3a,4,7,7a-tetrahydro-;4-Cyclohexene-1,2-dicarboxylic anhydride;3a,4,7,7a-Tetrahydro-1,3-isobenzofurandione;Maleic anhydride-butadiene adduct;Δ4-Tetrahydrophthalic anhydride;1,2,3,6-Tetrahydrophthalic anhydride;Tetrahydrophthalic anhydride;Tetrahydrophthalic acid anhydride;4-Cyclohexene-1,2-dicarboxylic acid anhydride;1,2,3,6-Tetrahydrophthalic acid anhydride;Rikacid TH;Cyclohexene-4,5-dicarboxylic anhydride;Rikacid THPA;NSC 82642;KBH 1098;HK 019;B 570H;THPA;Epiclon B 570H;Tetrahydroisobenzofuran-1,3-dione;1,3,3a,4,7,7a-Hexahydro-2-benzofuran-1,3-dione;Anhydride 70;27936-16-9;57570-09-9;1312159-69-5;1431295-16-7;2377923-09-4

  • Categories:

    Agrochemicals  >  Pesticide Intermediates

Description

white flaky solid


Memtetrahydrophthalic anhydride is a clear colorless to light yellow slight viscous liquid. Highly toxic and a strong irritant to skin, eyes and mucous membranes. Corrosive to skin and metal. Used in making polyester, alkyd resins, and plasticizers.|DryPowder; Liquid; OtherSolid|WHITE CRYSTALLINE POWDER.


Memtetrahydrophthalic anhydride is a clear colorless to light yellow slight viscous liquid. Highly toxic and a strong irritant to skin, eyes and mucous membranes. Corrosive to skin and metal. Used in making polyester, alkyd resins, and plasticizers.|1,2,3,6-tetrahydrophthalic anhydride is a cyclic dicarboxylic anhydride that is 1,3,3a,4,7,7a-hexahydro-2-benzofuran carrying oxo groups at positions 1 and 3. It is a cyclic dicarboxylic anhydride and a tetrahydrofurandione.

1,2,3,6-Tetrahydrophthalic anhydride Basic Attributes

152.147

152.15

201-605-4

1372

292900|82642

1760|2698

DTXSID3026516|DTXSID1058713

White crystalline powder

Characteristics

43.37

0.6522

White crystal powder

1.20 g/cm3 @ Temp: 105 °C

102 °C

195 °C @ Press: 50 Torr

157°C

1.529

Solubility in water: reaction

Treasury ventilation low temperature drying, and oxidants, amine stored separately

Vapour pressure, Pa at 20°C: 1

Relative vapour density (air = 1): 5.3

Henry's Law constant = 1.89X10-5 atm-cu m/mole at 25 °C (est)

LEAVES; MP: 128 °C; DECOMP IN HOT WATER; VERY SOL IN ALC, BENZENE; SPECIFIC OPTICAL ROTATION: +6.6 DEG @ 25 °C/D (IN ALCOHOL) /TETRAHYDROPHTHALIC ANHYDRIDE (TRANS, D)/|CRYSTALS FROM BENZENE & CARBON TETRACHLORIDE; MP: 141 °C; DECOMP IN HOT WATER; SOL IN BENZENE, ALC, CHLOROFORM /TETRAHYDROPHTHALIC ANHYDRIDE (TRANS, DL)/|Solidification point: 99-101 °C|Hydroxyl radical reaction rate constant = 6X10-11 cu cm/molecule-sec at 25 °C (est)

Reacts exothermically with water to form memtetrahydrophthalic acid.

Hydrocarbons, Aliphatic Unsaturated

Water-Reactive

MEMTETRAHYDROPHTHALIC ANHYDRIDE is combustible. Reacts with oxidizers. Reacts exothermically with water. These reactions are usually slow, but can become violent when local heating accelerates their rate. Acids accelerate the reaction with water. Incompatible with acids, strong oxidizing agents, alcohols, amines, and bases.

450 °C

Safety Information

III

8

2698

R41

S26; S36/37/39

GW5775000

Xn

Separated from food and feedstuffs. Dry. Well closed.

P261, P272, P273, P280, P285, P302+P352, P304+P341, P305+P351+P338, P310, P321, P333+P313, P342+P311, P363, P501

H317

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Reacts with oxidants. Reacts with water to produce heat and tetrahydrophthalic acid.|Will react with water or steam to produce heat; can react with oxidizing materials.

European Chemicals Bureau; IUCLID Dataset, 1,2,3,6-Tetrahydrophthalic anhydride (CAS No. 85-43-8) (2000 CD-ROM edition). Describes information on usage patterns, toxicity, and ecoogical effects provided by industry to the European Union. Available from the database query page: http://ecb.jrc.it/esis/esis.php as of August 29, 2006.

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Some are oxidizers and may ignite combustibles (wood, paper, oil, clothing, etc.). Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. For electric vehicles or equipment, ERG Guide 147 (lithium ion batteries) or ERG Guide 138 (sodium batteries) should also be consulted. (ERG, 2016)|Combustible.|Corrosives, Reactive - 1st degree

|Danger|H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P272, P273, P280, P285, P301+P312, P302+P352, P304+P341, P305+P351+P338, P310, P321, P330, P333+P313, P342+P311, P363, and P501|Aggregated GHS information provided by 5 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H317 (99.89%): 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, and P501|Aggregated GHS information provided by 908 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H317: May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P310, P312, P321, P333+P313, P363, P403+P233, P405, and P501

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: 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)

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. DO NOT GET WATER INSIDE CONTAINERS. (ERG, 2016)

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. (ERG, 2016)|Protective gloves. Protective clothing. Safety goggles, or eye protection in combination with breathing protection ... Extra personal protection: P2 filter respirator for harmful particles.|Suitable clothing, such as rubber hand protection is recommended. /phthalic derivatives/

Combustible when exposed to heat of flame.

Powder, water spray, foam, carbon dioxide.|If material on fire or involved in fire: Use water in flooding quantities as fog. Solid streams of water may be ineffective. Cool all affected containers with flooding quantities of water. Apply water from a s far a distance as possible. Use "alcohol" foam, dry chemical or carbon dioxide. Use water spray to knock-down vapors.

The substance can be absorbed into the body by inhalation of its aerosol. Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed.|The substance decomposes on contact with hot surfaces or flames producing corrosive fumes.

Sweep spilled substance into containers; if appropriate, moisten first to prevent dusting. Carefully collect remainder, then remove to safe place. Do NOT let this chemical enter the environment. (Extra personal protection: P2 filter respirator for harmful particles.)

Personnel protection: Avoid breathing vapors. Keep upwind. Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. If contact with the material anticipated, wear appropriate chemical protective clothing.|If material not on fire and not involved in fire: keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Use water spray to knock-down vapors. Neutralize spilled material with crushed limestone, soda ash, or lime.|NO open flames ... PREVENT DISPERSION OF DUST ... Local exhaust or breathing protection ... Do not eat, drink, or smoke during work. Wash hands before eating.

/GUIDE 156: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE/WATER-SENSITIVE)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapors may travel to source of ignition and flash back. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water. /Tetrahydrophthalic anhydrides/|/GUIDE 156: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE/WATER-SENSITIVE)/ Health: TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Contact with molten substance may cause severe burns to skin and eyes. Reaction with water or moist air will release toxic, corrosive or flammable gases. Reaction with water may generate much heat which will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. /Tetrahydrophthalic anhydrides/|/GUIDE 156: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE/WATER-SENSITIVE)/ Public Safety: CALL Emergency Response Telephone Number ... . 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. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas. /Tetrahydrophthalic anhydrides/|/GUIDE 156: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE/WATER-SENSITIVE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. /Tetrahydrophthalic anhydrides/|For more DOT Emergency Guidelines (Complete) data for TETRAHYDROPHTHALIC ANHYDRIDE (8 total), please visit the HSDB record page.

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

ACUTE ... SYMPTOMS: Inhalation--cough, sore throat, wheezing, shortness of breath. Skin--redness, burning sensation. Eyes--redness, pain, blurred vision, severe deep burns.|A corrosive irritant to skin, eyes, and respiratory tract.

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. Do NOT let this chemical enter the environment. Personal protection: P2 filter respirator for harmful particles.

Separated from food and feedstuffs. 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.

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Tetrahydrophthalic anhydride is produced, as an intermediate or a final product, by process units covered under this subpart.

Toxicity

LD50 Rat oral 5410 mg/kg

Tetrahydrophthalic anhydride has been detected in peaches and strawberries(1).

Tetrahydrophthalic anhydride production and use as a chemical intermediate for alkyds, polyesters, plasticizers and adhesives, as an intermediate for pesticides and as a hardener for resins(1) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on the structural similarities to phthalic anhydride, tetrahydrophthalic anhydride is expected to have a similar hydrolysis rate(SRC). Phthalic anhydride has been reported to hydrolyze rapidly in water(1) and estimated half-lives of approximately 1.5 minutes and 2.7 minutes were calculated(SRC) using reported observed rate constants of 7.9X10-3/sec(2) and 4.3X10-3/sec(3), respectively. Based upon this hydrolysis rate, tetrahydrophthalic anhydride is expected to hydrolyze in moist soils(SRC). Volatilization from soil surfaces and adsorption to soil are not expected to be important processes because of hydrolysis(SRC). Biodegradation data were not available(SRC, 2006).|AQUATIC FATE: Based on the structural similarities to phthalic anhydride, tetrahydrophthalic anhydride is expected to have a similar hydrolysis rate(SRC). Phthalic anhydride has been reported to hydrolyze rapidly in water(1) and estimated half-lives of approximately 1.5 minutes and 2.7 minutes were calculated(SRC) using reported observed rate constants of 7.9X10-3/sec(2) and 4.3X10-3/sec(3), respectively. Therefore, volatilization from water surfaces, adsorption to suspended solids and sediments, biodegradation, and bioconcentration are not expected to be important in aquatic systems based on hydrolysis(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), tetrahydrophthalic anhydride, which has an estimated vapor pressure of 5.75X10-2 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase tetrahydrophthalic anhydride is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 6.4 hours(SRC), calculated from its rate constant of 6X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). The rate constant for the vapor-phase reaction of tetrahydrophthalic anhydride with ozone has been estimated as 2X10-16 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). This corresponds to an atmospheric half-life of about 1.4 hours at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(4).

The rate constant for the vapor-phase reaction of tetrahydrophthalic anhydride with photochemically-produced hydroxyl radicals has been estimated as 6X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 6.4 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of tetrahydrophthalic anhydride with ozone has been estimated as 2X10-16 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(1). This corresponds to an atmospheric half-life of about 1.4 hours at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(2).

Based upon the rapid hydrolysis of structurally analogous phthalic anhydride(1), half-lives of 1.5 and 2.7 minutes(SRC) from rate constants of 6.9X10-3/sec(2) and 4.3X10-3/sec(3), respectively, biococentration of tetrahydrophthalic anhydride is not expected to be an important fate process(SRC).

Based upon the rapid hydrolysis of structurally analogous phthalic anhydride(1), half-lives of 1.5 and 2.7 minutes(SRC) from rate constants of 6.9X10-3/sec(2) and 4.3X10-3/sec(3), respectively, adsorption of tetrahydrophthalic anhydride is not expected to be an important environmental fate process(SRC).

Based on the structural similarities to phthalic anhydride, tetrahydrophthalic anhydride is expected to have a similar hydrolysis rate(SRC). Phthalic anhydride has been reported to hydrolyze rapidly in water(1) and estimated half-lives of approximately 1.5 minutes and 2.7 minutes were calculated(SRC) using reported observed rate constants of 7.9X10-3/sec(2) and 4.3X10-3/sec(3), respectively. Based upon this hydrolysis rate, tetrahydrophthalic anhydride volatilization from water and soil surfaces are not expected to be important processes(SRC).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 1585 workers (547 of these are female) are potentially exposed to tetrahydrophthalic anhydride in the US(1). Occupational exposure to tetrahydrophthalic anhydride may occur through dermal contact with this compound at workplaces where tetrahydrophthalic anhydride is produced or used(SRC). The general population may be exposed to tetrahydrophthalic anhydride via ingestion of food and dermal contact with products containing tetrahydrophthalic anhydride(SRC).

Drug Information

... 3-hydroxycyclohexane-1,2-carboximide (OHHPI-1/2)2 and and 1-hydroxy-1,2-cyclohexanedicarboxylic-acid (OHHPA) were detected in urine and feces samples from noncannulated rats and in bile and urine samples from cannulated rats. 1,2-cyclohexanedicarboxylic-acid (TCDA) was detected only in urine and feces samples from noncannulated rats administered 3,4,5,6-tetrahydrophthalimide (TPI) orally. Following 3,4,5,6-tetrahydrophthalic-acid (THPA) administration, OHHPA was detected in all excreta except in feces from bile duct cannulated rats injected intravenously. TCDA was detected in feces samples from noncannulated rats administered THPA intravenously and in all excreta from bile duct cannulated rats administered THPA orally. No OHHPA was detected in rats administered TCDA. Liver, stomach, intestinal tissues plus contents, and kidneys, lung, spleen, and pancreas, plasma and blood cell samples obtained from untreated male Sprague-Dawley-rats were incubated with 40 nanomoles C14 labeled TPI or THPA for 1 hour. The mixtures were analyzed for metabolites as before. cis-1,2-Cyclohexanedicarboximide was detected in supernatants from blood cells following incubation with TPI. THPA and 3,4,5,6-tetrahydrophthalic-anhydride (TPA) were detected in the plasma and other tissues. Following incubation with THPA, trans-TCDA was detected in the intestinal tissues, OHHPA was detected in the intestine and liver, and TPA was detected in the other tissues, blood cells, and plasma.

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. (ERG, 2016)

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact, avoid spreading material on unaffected skin. Keep victim calm and warm. Effects of exposure (inhalation, ingestion or skin contact) to substance may be delayed. (ERG, 2016)


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.

Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist respirations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Activated charcoal is not effective ... . Do not attempt to neutralize because of exothermic reaction. Cover skin burns with dry, sterile dressings after decontamination ... . /Organic acids and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Early intubation, at the first sign of upper airway obstruction, may be necessary. Positive-pressure ventilation techniques with a bag valve mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Consider administering a beta agonist such as albuterol for severe bronchospasm ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Organic acids and related compounds/|Inhalation exposure: Fresh air, rest. Half-upright position. Refer for medical attention. Skin exposure: Remove contaminated clothes. Rinse skin with plenty of water or shower. Eye exposure: First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then take to a doctor. Ingestion: Rinse mouth. Do NOT induce vomiting.|The symptoms of asthma often do not become manifest until a few hours have passed and they are aggravated by physical effort. Rest and medical observation are therefore essential. Anyone who has shown symptoms of asthma due to this substance should avoid all further contact with this substance.

/SIGNS AND SYMPTOMS/ ACUTE ... SYMPTOMS: Inhalation--cough, sore throat, wheezing, shortness of breath. Skin--redness, burning sensation. Eyes--redness, pain, blurred vision, severe deep burns. Ingestion--burning sensation.|/SIGNS AND SYMPTOMS/ ... Various structurally related anhydrides ... caused irritation of skin and mucous membranes as well as sensitization. The observed effects were described with: skin, eye, nose and throat irritation; pulmonary effect like bronchitis; general symptoms like anemia, headache, fever, dizziness. Hypersensitivity effects included asthma, urticaria, contact dermatitis, fever, chills, hemolysis, late respiratory systemic syndrome. Allergic asthma was found to be the major form of hypersensitivity effect. Most forms appeared to be immunologically (IgE) mediated ... It is assumed that tetrahydrophthalic anhydride has the potential to cause similar health effects.|/BIOMONITORING/ To investigate whether methyltetrahydrophthalic acid (MTHP acid) in urine can be used as a biomarker for exposure to methyltetrahydrophthalic anhydride (MTHPA). ..workers occupationally exposed to MTHPA were studied in combination with one of the authors, who was experimentally exposed to MTHPA. Air levels of MTHPA were determined by personal sampling in the breathing zone. The MTHPA in air was sampled by silica gel and analyzed by gas chromatography (GC) with electron-capture detection. Urinary levels of MTHP acid, a metabolite of MTHPA, were determined in 15 subjects in total. Urine was collected from 14 workers immediately before the start of the work shift and then after 4 and 8 hr, and from one of the authors at intervals during 24 hr. MTHP acid in urine was analyzed by GC with mass spectrometric detection. ... The time-weighted average (TWA) air levels ranged from 1.0 ug to 200 ug MTHPA/m3 during 8 hr work shifts. The urinary levels of MTHP acid increased during exposure and decayed after the end of exposure, with an estimated half-time of about 3 hr. A close correlation was found between the TWA air levels of MTHPA and creatinine-adjusted MTHP acid levels in urine collected at the end of the shift (r = 0.955; P < 0.0001). The current occupational exposure limit of 50 microg MTHPA/m3 (Japan Society for Occupational Health) corresponded to about 1300 ug MTHP acid/g creatinine, which was equivalent to about 900 nmol/mmol creatinine in the International System of Units (SI). ... These results indicate that the determination of MTHP acid in urine is suitable for use in the biological monitoring of MTHPA exposure. /Methyltetrahydrophthalic anhydride/|/IMMUNOTOXICITY/ Repeated or prolonged contact may cause skin sensitization. Repeated or prolonged inhalation exposure may cause asthma ... The symptoms of asthma often do not become manifest until a few hours have passed and they are aggravated by physical effort.

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. Severe deep burns.

1,2,3,6-Tetrahydrophthalic anhydride Use and Manufacturing

Methods of Manufacturing

The maleic anhydride was added to the reaction kettle, heated to the total melting, stirring by adding solvent benzene, stirring and stirring, stirring and heating to 100-110 ℃, through the addition reaction of butadiene 18-22h, the reaction After the end of the solvent benzene distilled, cooled by the condenser after the recycling cycle, the reaction solution by suction, drying that was finished.

Uses

1,2,3,6-Tetrahydrophthalic anhydride (tetrahydrophthalic anhydride for short, △4) is an intermediate for the preparation of the insecticide tetramethrin and the fungicide captan. It can also be used to prepare alkyd resins. , Unsaturated polyester resin, plasticizer and curing agent, etc.


Intermediates


Building/construction materials not covered elsewhere

Production

10,000,000 - 50,000,000 lb|This chemical is listed as a High Production Volume (HPV) (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).|Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#2282]

All other chemical product and preparation manufacturing|1,3-Isobenzofurandione, 3a,4,7,7a-tetrahydro-: ACTIVE|1,3-Isobenzofurandione, tetrahydro-: ACTIVE

Fire Hazards -> Corrosives, Reactive - 1st degree

Computed Properties

Molecular Weight:152.15
XLogP3:0.8
Hydrogen Bond Acceptor Count:3
Exact Mass:152.047344113
Monoisotopic Mass:152.047344113
Topological Polar Surface Area:43.4
Heavy Atom Count:11
Complexity:218
Undefined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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