Chlorendic anhydride
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Chlorendic anhydride
structure -
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CAS No:
115-27-5
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Formula:
C9H2Cl6O3
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Chemical Name:
Chlorendic anhydride
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Synonyms:
4,7-Methanoisobenzofuran-1,3-dione,4,5,6,7,8,8-hexachloro-3a,4,7,7a-tetrahydro-;5-Norbornene-2,3-dicarboxylic anhydride,1,4,5,6,7,7-hexachloro-;Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride,1,4,5,6,7,7-hexachloro-;4,5,6,7,8,8-Hexachloro-3a,4,7,7a-tetrahydro-4,7-methanoisobenzofuran-1,3-dione;Chlorendic anhydride;2,3-Dicarboxy-1,4,5,6,7,7-hexachlorobicyclo[2.2.1]hept-5-ene anhydride;HET Anhydride;1,4,5,6,7,7-Hexachlorobicyclo[2.2.1]-5-heptene-2,3-dicarboxylic acid anhydride;1,4,5,6,7,7-Hexachlorobicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic anhydride;endo-1,4,5,6,7,7-Hexachloro-1,2,3,4-tetrahydro-5-norbornene-2,3-dicarboxylic acid anhydride;3,4,5,6,7,7-Hexachloro-1,2,3,6-tetrahydro-3,6-endo-methylenephthalic anhydride;Hexachloroendomethylene tetrahydrophthalic anhydride;1,4,5,6,7,7-Hexachloro-5-norbornene-2,3-dicarboxylic anhydride;Bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylic acid,1,4,5,6,7,7-hexachloro-,anhydride;Hexachloro-5-norbornene-2,3-dicarboxylic anhydride;1,4,5,6,7,7-Hexachloro-5-bicyclo[2.2.1]heptene-2,3-dicarboxylic anhydride;Chloran 542;Kayahard CLA;NSC 22229;122485-51-2
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CAS No:
Chlorendic anhydride Basic Attributes
370.83
370.83
92693
204-077-3
1373
22229
DTXSID2026941
Fine white crystals
29172090
Characteristics
43.4
2.4
DryPowder
173 g/cm3
239 °C
486.58°C (rough estimate)
200.8ºC
1.5550 (estimate)
insoluble
Dry. Well closed.
5.5X10-7 mm Hg @ 25 deg C /Estimated/
13 (vs air)
Oral-rat LD50: 2300 mg/kg; Oral-Mouse LD50: 2400 mg/kg
Thermal decomposition to emit toxic chloride fumes
Henry's Law constant=8.8X10-8 atm-cu m/mole @ 25 °C / Estimated/
Free-flowing|Hydroxyl radical rate constant=5.5X10-12 cu cm/molecule-sec @ 25 °C /Estimated/
Safety Information
1759
1
36/37/38-51/53-45-52/53-48/20/21/22-40
25-61-36/37/39
RB9080000
Xi,N,T
The warehouse is low-temperature, ventilated and dry
In aqueous solution, chlorendic anhydride is rapidly hydrolysed to chlorendic acid, with a half-life of approximately one hour.
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
H315
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.
Chlorendic anhydride will react almost quantitatively with excess methanol to form monomethyl chlorendate
WHO; Environ Health Criteria 185: Chlorendic acid and anhydride (1996). Available from: http://www.inchem.org/documents/ehc/ehc/ehc185.htm as of July 7, 2004.
Not combustible. Gives off irritating or toxic fumes (or gases) in a fire.
|Warning|H315: Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P201, P202, P260, P261, P264, P271, P272, P273, P280, P281, P302+P352, P304+P340, P305+P351+P338, P308+P313, P312, P314, P321, P332+P313, P333+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 152 companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
In case of fire in the surroundings, use appropriate extinguishing media.
Nonflammable
Sweep spilled substance into containers; if appropriate, moisten first to prevent dusting. Wash away remainder with plenty of water. (Extra personal protection: P2 filter respirator for harmful particles.)
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
The substance is irritating to the eyes, the skin and the respiratory tract.
Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Wash away remainder with plenty of water.
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.
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.
Toxicity
moderately toxic
LD50 Mouse oral 2400 mg/kg|LD50 Rat oral 2300 mg/kg|LD50 Rat (albino) oral 2480 mg/kg bw|LD50 Rabbit (albino) dermal >3000 mg/kg bw|For more Non-Human Toxicity Values (Complete) data for CHLORENDIC ANHYDRIDE (7 total), please visit the HSDB record page.
/AQUATIC SPECIES/ Behavioral observations made during the /acute toxicity/ test indicated that bluegill sunfish exposed to concentrations of 560.0 mg/L and higher died while 320.0 mg/L and lower no abnormal behavior was observed. Mortalities at the higher concentrations may be due to suffocation (some animals were observed to be covered by the material). Consequently, the NOEL was 320 ppm.|/AQUATIC SPECIES/ Behavioral observations made during the /acute toxicity/ test indicated that rainbow trout exposed to concentrations of 100.0 mg/L and higher became excitable with sounding and dark discoloration observable. In addition, some animals were seen to be covered with the material. Consequently, the NOEL was <100 ppm.|/AQUATIC SPECIES/ After 72 hours of exposure /of Selenastrum capricornutum (Green algae)/ to the test substance (added as chlorendic anhydride, /95-100% purity/), /no EC50/... could be identified because algal growth had not been inhibited but /the value was/... considered to be >97.2 mg chlorendic acid/L.
Drug Information
The pharmacokinetics of chlorendic anhydride was evaluated in 4 male and 8 female Holzman's albino rats that ingested 14C-chlorendic anhydride via gavage in a single dose of 3.65 (Group 1: 2 females), 4.00 (Group 2: 4 females), 5.55 (Group 3: 2 females) or 3.62 mg/kg (Group 4: 4 males). Blood was drawn from females treated with 4 mg/kg at 1, 4, 8, 17, 24, 48, 72 and 96 hr after dosing. Urine and feces were collected daily in the Group 1, 3 and 4 rats. Animals were sacrificed 17, 96, 192 and 192 hr, respectively, after treatment, and selected tissues were excised. Regardless of sex, the primary route of excretion was the feces, 70% of the administered dose being eliminated within the first 72 hr. Only 10% of the administered dose was eliminated in the urine. After 192 hr, the maximum residues present in any tissue were <0.1 mg/kg, with the exception of the fat (0.121 mg/kg) and liver (0.296 mg/kg). The blood concentration of chlorendic anhydride peaked 1 hr after dosing and was significantly decreased by 96 hr. The absorption of chlorendic anhydride followed the two-compartment open model. The first compartment was suggested to consist of the blood and selected tissues which equilibrated rapidly, while the second compartment consisted of the fat which was slow in equilibrating and considered a deep reservoir.
...The half-life of the radiocarbon was <2 days except in fat (22.5 days) /in rats that ingested 14C-chlorendic anhydride via gavage in a single dose of 3.65, 4.00, 5.55, or 3.62 mg/kg/.
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.
/SIGNS AND SYMPTOMS/ 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.|/SIGNS AND SYMPTOMS/ Can form dust that is markedly irritating to eyes, like related phthalic 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.
Chlorendic anhydride Use and Manufacturing
By the reaction of hexachlorocyclopentadiene and maleic anhydride. Mix hexachlorocyclopentadiene with maleic anhydride at a molar ratio of 1:1.1 in the solvent chlorobenzene. After reacting at 140-145°C for 7-8h, add the reaction product to water to hydrolyze it. The bridge acid becomes an oily liquid. When heated to 96-97℃, it is miscible with water. After cooling, it becomes chlorobridge acid (Het acid [115-28-6]) containing a crystalline water. If the reaction product is crystallized with hot water and dilute acetic acid, the monohydrate is dried at 100-105°C to obtain chlorobridge anhydride.
In preparation of polyester resins.
Flame retardants
Paints and coatings
500,000 - 1,000,000 lb|(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS|(1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS
GRADES: Technical; pure.|Technical grade 97% ...Chlorendic anhydride is available in two main grades "Refined" and "Technical", the latter being more commonly used. Depending on the grade, the purity varies from 95% to 97%. ...Common impurities and volatile compounds are higher in chlorendic anhydride than in chlorendic acid.
Paint and coating manufacturing|4,7-Methanoisobenzofuran-1,3-dione, 4,5,6,7,8,8-hexachloro-3a,4,7,7a-tetrahydro-: ACTIVE
Computed Properties
Molecular Weight:370.8
XLogP3:2.4
Hydrogen Bond Acceptor Count:3
Exact Mass:369.810560
Monoisotopic Mass:367.813510
Topological Polar Surface Area:43.4
Heavy Atom Count:18
Complexity:498
Undefined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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