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Methyl-5-norbornene-2,3-dicarboxylic anhydride (25134-21-8)

Identification
Name:Methyl-5-norbornene-2,3-dicarboxylic anhydride
Synonyms:4,7-Methanoisobenzofuran-1,3-dione,3a,4,7,7a-tetrahydromethyl-, (3aa,4a,7a,7aa)-;5-Norbornene-2,3-dicarboxylic anhydride, methyl- (6CI,7CI,8CI);3,6-Endomethylene-1,2,3,6-tetrahydro-3(or 4)-methylphthalic anhydride;AralditeHY 906;Ciba-Geigy 906;Epicure NMA;HY 906;Kayahard MCD;Lindride25;MEA 610;Methyl-endo-bicyclo[2.2.1]-5-heptene-2,3-dicarboxylic anhydride;Methylbicyclo[2.2.1]heptene-2,3-dicarboxylic anhydride;Methylendic anhydride;Methylnadic acid anhydride;Methyl nadic anhydride;Nadic methyl anhydride;endo-Methylenemethyltetrahydrophthalic anhydride;
CAS:25134-21-8
EINECS: 246-644-8
Molecular Formula: C10H10O3
Molecular Weight: 178.19
InChI: InChI=1/C10H10O3/c1-10-3-2-5(4-10)6-7(10)9(12)13-8(6)11/h2-3,5-7H,4H2,1H3
Molecular Structure: (C10H10O3) 4,7-Methanoisobenzofuran-1,3-dione,3a,4,7,7a-tetrahydromethyl-, (3aa,4a,7a,7aa)-;5-Norbornene-2,3-di...
Properties
Transport:UN 3265
Density:1.232
Stability:Moisture sensitive.
Refractive index:1.506-1.508
Water Solubility:REACTS
Solubility:REACTS
Appearance:colorless to light yellow viscous liquid.
Specification:

The systematic name of Methyl nadic anhydride is (3aR,4S,7aS)-8-methyl-3a,4,7,7a-tetrahydro-4,7-methano-2-benzofuran-1,3-dione. With the CAS registry number 25134-21-8, it is also named as 4,7-Methanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydromethyl-. The product's categories are norbornene derivatives and organics. It is clear light yellow oily liquid which is sensitive to moisture. It can be used as epoxy resin curing agent.

The Methyl nadic anhydride is harmful if swallowed. It is irritating to eyes, respiratory system and skin. And it also can cause burns. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.45; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.45; (4)ACD/LogD (pH 7.4): 0.45; (5)ACD/BCF (pH 5.5): 1.29; (6)ACD/BCF (pH 7.4): 1.29; (7)ACD/KOC (pH 5.5): 41.75; (8)#H bond acceptors: 3; (9)#H bond donors: 0; (10)Index of Refraction: 1.553; (11)Molar Refractivity: 43.78 cm3; (12)Molar Volume: 136.7 cm3; (13)Polarizability: 17.35×10-24 cm3; (14)Surface Tension: 42.9 dyne/cm; (15)Enthalpy of Vaporization: 56.83 kJ/mol; (16)Boiling Point: 326.1 °C at 760 mmHg; (17)Vapour Pressure: 0.00022 mmHg at 25°C; (18)Exact Mass: 178.062994; (19)MonoIsotopic Mass: 178.062994; (20)Topological Polar Surface Area: 43.4; (21)Heavy Atom Count: 13.

People can use the following data to convert to the molecule structure. 
1.SMILES: O=C1OC(=O)[C@@H]3[C@H]1[C@H]2/C=C\[C@H]3[C@H]2C;
2.InChI: InChI=1/C10H10O3/c1-4-5-2-3-6(4)8-7(5)9(11)13-10(8)12/h2-8H,1H3/t4-,5-,6-,7+,8-/m0/s1; 
3.InChIKey: SBKPSHZVULRXED-ZXVYDBTHBA.

The following is the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 100mg/kg (100mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
National Technical Information Service. Vol. AD441-640,
rat LCLo inhalation 750mg/m3/4H (750mg/m3)   United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0282-0431,
rat LD50 oral 914mg/kg (914mg/kg)   United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0282-0431,
rat LD50 skin 4920mg/kg (4920mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: STIFFNESS

GASTROINTESTINAL: ALTERATION IN GASTRIC SECRETION
National Technical Information Service. Vol. OTS0555136,

Report:

Reported in EPA TSCA Inventory.

Packinggroup: I; II; III
HS Code: 29172000
Storage Temperature: Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Store protected from moisture.
Sensitive: Moisture Sensitive
Color: COLORLESS TO LIGHT-YELLOW VISCOUS LIQ
Usage:Curing agent for epoxy resins, intermediate for polyesters, alkylated resins, & plasticizers, electrical laminating & filament-winding.
Safety Data
Hazard Symbols Xn:Harmful