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118-48-9

Isatoic anhydride

CAS: 118-48-9

Molecular Formula: C8H5NO3

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118-48-9 - Names and Identifiers

Name Isatoic anhydride
Synonyms Isatoic anhydride
4H-3,1-Benzoxazin-2,4(1H)-dion
4H-3,1-Benzoxazin-2,4-(1H)-dion
2H-3,1-benzoxazine-2,4(1H)-dione
4H-3,1-Benzoxazine-2,4(1H)-dione
1,2-Dihydro-3,1-benzoxazine-2,4-dione
2,4-Dioxo-1,2-dihydro-4H-3,1-benzoxazine
2-(carboxyamino)-benzoicacicyclicanhydride
Benzoicacid,2-(carboxyamino)-,cyclicanhydride
Anthranilic acid, N-carboxy-, cyclic anhydride
Benzoic acid, 2-(carboxyamino)-, cyclic anhydride
CAS 118-48-9
EINECS 204-255-0
InChI InChI=1/C8H5NO3/c10-7-5-3-1-2-4-6(5)9-8(11)12-7/h1-4H,(H,9,11)

118-48-9 - Physico-chemical Properties

Molecular FormulaC8H5NO3
Molar Mass163.13
Density1,52 g/cm3
Melting Point233 °C (dec.) (lit.)
Boling Point290.19°C (rough estimate)
Flash Point308 °C
Water Solubilitydecomposes
Solubility 0.3g/l
Vapor Density5.6 (vs air)
AppearanceWhite crystal
ColorBeige to brown
BRN136786
pKa11.06±0.20(Predicted)
Storage ConditionStore below +30°C.
SensitiveMoisture Sensitive
Refractive Index1.5510 (estimate)
MDLMFCD00006700
Physical and Chemical PropertiesAppearance: light yellow powder Melting Point: 231-233 ℃
UseAs a raw material of medicine, pesticide and dye, it is an important intermediate of herbicide bentazon

118-48-9 - Risk and Safety

Hazard SymbolsXi - Irritant
Irritant
Risk CodesR36 - Irritating to the eyes
R43 - May cause sensitization by skin contact
Safety DescriptionS24 - Avoid contact with skin.
S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37 - Wear suitable gloves.
WGK Germany1
RTECSDM3100000
FLUKA BRAND F CODES3
TSCAYes
HS Code29349990
ToxicityLD50 orally in Rabbit: > 6400 mg/kg LD50 dermal Rabbit > 2000 mg/kg

118-48-9 - Reference Information

NIST chemical information Information provided by: webbook.nist.gov (external link)
EPA chemical information Information provided by: ofmpub.epa.gov (external link)
starch anthranilic acid ester starch anthranilic acid ester (Starch anthranilate) can improve the retention rate of inorganic fillers and fine fibers in the paper industry, and can also improve dry strength and tensile strength.
In the presence of various solvents and various catalysts, starch anthranilate is prepared by the reaction of starch and indigo anhydride. The classic method uses triethylamine as a catalyst to react in dimethyl sulfoxide solvent.
(1) 40g of starch (dried overnight at 100 ℃),4.0g of indigo anhydride and 5ml of triethylamine are stirred and reacted at 500ml of dimethyl sulfoxide at 90~95 ℃ for 3h. after being left overnight at room temperature, the obtained light brown liquid is poured into 1L of methanol, the precipitate is washed with methanol, and dried to obtain a white powdered sample. Nitrogen-containing 0.75% with a degree of substitution of 0.093.
(2) Reacts in aqueous solution. 90g of corn starch was dispersed in 250ml of water, 8g of indigo anhydride was added within 30 minutes, and the pH was adjusted to 8.5~9.0 with 6% sodium hydroxide solution, and the pH value was maintained within 2 hours of reaction time. After the reaction is over, it is filtered, washed with 2L of water, dried and placed in a Soxhlet extractor, and continuously extracted with ethanol for 24h. The obtained product contains 0.70% nitrogen, and the degree of substitution (DS) of chewing gum base is 0.086.
use for organic synthesis.
Used as a raw material for medicine, pesticides, and dyes, it is an important intermediate of the herbicide bentazone
Production method is obtained by the reaction of anthranilic acid and phosgene. The anthranilic acid is dissolved in hot water and concentrated hydrochloric acid, and phosgene is introduced under stirring, and indigo anhydride is precipitated immediately. The reaction exotherm, adjust the phosgene inlet speed, so that the temperature does not exceed 50 ℃. Phosgene is continuously introduced for 2-4h until the absorption rate slows down significantly. The product is dried in air and dried at 100 ℃ to obtain the finished product.
spontaneous combustion temperature >600°C
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov (external link)
Last Update:2024-04-10 22:29:15
118-48-9
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