Grundinformationen
- Standard-SMILES
CC12C=CC(C1)C1C(=O)OC(=O)C12- InChIKey
LTVUCOSIZFEASK-MPXCPUAZSA-N- Summenformel
- C10H10O3
- Durchschnittliche Molmasse
- 178,18 g/mol
Namen und Bezeichner
- Bevorzugter Name
- Methyl nadic anhydride
- IUPAC
- 1-methyl-4-oxatricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
- Lokaler Name
- 1-Methyl-5-norbornen-2,3-dicarbon-säureanhydrid
- Englischer Name
- Methyl-5-norbornene-2,3-dicarboxylic anhydride
- Summenformel
- C10H10O3
- Molmasse
- 178.18
Namen und Synonyme
Nadic methyl anhydrideKayahard MCDHardener HY906Methylendic anhydrideHSDB 6093MEA 610EINECS 246-644-8BRN 0162395TK 10 524CCRIS 9477endo-Methylenemethyltetrahydrophthalic anhydride5-Norbornene-2,3-dicarboxylic anhydride, methyl-
Weitere Namen anzeigen
MNAMETHYL NADIC ANHYDRIDENMAXMNAmea610tk10524epicurenmaEpicure NMA
Methyl-tetrahydro-3,6-endomethylenephthalic anhydrideMethylbicyclo(2.2.1)heptene-2,3-dicarboxylic anhydrideMethyl-1,2,3,6-tetrahydro-3,6-endomethylenephthalic anhydrideMethylbicyclo(2.2.1)heptene-2,3-dicarboxylic anhydride isomersEC 246-644-84,7-Methanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydromethyl-, (3aalpha,4alpha,7alpha,7aalpha)-5-17-11-00199 (Beilstein Handbook Reference)RefChem:157957
Datenbank-Bezeichner
- CAS
25134-21-8- PubChem CID
- 32802
- EC Number
- 246-644-8
- Nikkaji
- J1.864.179H
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,2
- Polarare Oberfläche (TPSA)
- 43,4 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 13
- Formalladung
- 0
- Komplexität
- 344
Experimentelle und physikochemische Eigenschaften
PolymersPlastics & Rubber -> Acid Anhydrides, Cyclic
Density
1.200-1.250 @ 20 °C/20 °C
1.232 @25 °C
Viscosity175-225 CP @ 25 °C
Color/FormCOLORLESS TO LIGHT-YELLOW VISCOUS LIQ
SolubilityMISCIBLE IN ALL PROPORTIONS WITH ACETONE, BENZENE, NAPHTHA, & XYLENE
Melting Point18 °C
Vapor Pressure0.1 [mmHg]
Food Contact Substances
FCS -> FDA Cumulative Estimated Daily Intake (CEDI)
FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Refractive IndexINDEX OF REFRACTION: 1.500-1.506 @ 20 °C/D
Physical Description
Liquid
Colorless to light yellow liquid; [HSDB] Colorless liquid; [MSDSonline]
Physikochemische Eigenschaften
- Siedepunkt
- 140 °C · 140°C (10 mmHg)
- Dichte
- 1.232 g/mL · 1.232 g/mL at 25 °C(lit.)
- Dampfdichte
- 6.1 · 6.1 (20 °C, vs air)
- Dampfdruck
- 5 mm · 5 mm Hg ( 120 °C)
- Brechungsindex
- 20 · n20/D 1.506(lit.)
- Flammpunkt
- 230 °F · >230 °F
- storage temp.
- room temp
- Löslichkeit
- Miscible with acetone, benzene, naphtha and xylene.
- pka
- 4.42 · 4.42[at 20 ℃]
- Aggregatzustand
- Oily Liquid
- Farbe
- Clear light yellow
- Biologische Quelle
- synthetic
- Wasserlöslichkeit
- REACTS
- BRN
- 162395 · 162395
- Major Application
- hematologyhistology
- InChI
- 1S/C10H10O3/c1-10-6-3-2-5(4-6)7(10)8(11)13-9(10)12/h2-3,5-7H,4H2,1H3/t5-,6+,7+,10+/m0/s1
- InChIKey
- LTVUCOSIZFEASK-MPXCPUAZSA-N
- SMILES
- [H][C@]12C3CC(C(C)=C3)[C@@]1([H])C(=O)OC2=O
- LogP
- -4.01 at · -4.01 at 20℃
- CAS Datenbank
- 25134 · 25134-21-8(CAS DataBase Reference)
- NIST chemische Informationen
- 4 · 4,7-Methanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydromethyl-(25134-21-8)
- EPA chemische Informationen
- 4 · 4,7-Methanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydromethyl-, (3aR,4S,7R,7aS)-rel- (25134-21-8)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P233, P260, P261, P264, P264+P265, P270, P271, P272, P280, P284, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P342+P316, P362+P364, P363, P403, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 295 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Warning
H302: Harmful if swallowed [Warning Acute toxicity, oral]
Gefahrenhinweise
Regulatory Information
Chemical: 4,7-Methanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydromethyl-, (3a.alpha.,4.alpha.,7.alpha.,7a.alpha.)-
4,7-Methanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydromethyl-, (3aR,4S,7R,7aS)-rel- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 4,7-Methanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydromethyl-, (3aR,4S,7R,7aS)-rel- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
REACH registered substance: 1,2,3,6-tetrahydromethyl-3,6-methanophthalic anhydride (EC: 246-644-8)
Methylnorbornen-2,3-dicarboxylic anhydride: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryA skin and eye irritant; May cause respiratory sensitization; [eChemPortal: ERMA] An irritant; Inhalation may cause respiratory sensitization; [MSDSonline] See ACID ANHYDRIDES.
Hazard Classes and Categories
Acute Tox. 4 (100%)
Acute toxicity (Oral) - Category 4
Acute toxicity (Oral) - Category 4
Sicherheit und Schutzausrüstung
Protective Action Criteria (PAC)
0.49 [mg/m3]
5.4 [mg/m3]
32 [mg/m3]
Toxikologische Informationen
Adverse EffectsAsthma - Reversible bronchoconstriction (narrowing of bronchioles) initiated by the inhalation of irritating or allergenic agents.
Toxicity DataLCLo (rat) = 750 mg/m3/4h
Sicherheitsdaten
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 3265 8/PG 2
- hs_code
- 29172000
- RTECS-Nr.
- RB9100000
- risk_code
- 22-36/37/38-42-34
- Toxizität
- LD50 oral in rat: 914mg/kg
- hazard_code
- Xn,C
- safety_code
- 39-45-36/37/39-26
- hazard_class
- 6.1
- packing_group
- III
- Speicherklasse
- 8A - Combustible corrosive hazardous materials
- Giftige Stoffe Daten
- 25134-21-8(Hazardous Substances Data)
- Hazard Classifications
- Acute Tox. 4 OralResp. Sens. 1Skin Corr. 1CSkin Sens. 1
Chemie und Industrie
Verwendung und Herstellung
Uses
Used as a curing agent (epoxy resins), an intermediate (polyesters, alkyd resins, and plasticizers), and in electrical laminating and filament-winding; [HSDB]
Plastic Composites Manufacturing [Category: Industry]
CURING AGENT FOR EPOXY RESINS; INTERMEDIATE FOR POLYESTERS, ALKYD RESINS, & PLASTICIZERS; ELECTRICAL LAMINATING & FILAMENT-WINDING
CURING AGENT FOR EPOXY RESINS-EG, FOR ELECTRICAL CASTINGS
CHEM INT FOR POLYESTER RESINS
U.S. Exports
(1979) No Data
(1981) No Data
U.S. Imports
(1979) No Data
(1981) No Data
U.S. Production
2023: 154,070 lb
(1981) PROBABLY GREATER THAN 2.27X10+6 GRAMS
(1982) MORE THAN 2.27X10+6 G (MIXED ISOMERS)
Consumer UsesIntermediate
Industry UsesIntermediate
Methods of ManufacturingREACTION OF METHYLCYCLOPENTADIENE WITH MALEIC ANHYDRIDE
General Manufacturing Information
All Other Basic Organic Chemical Manufacturing
4,7-Methanoisobenzofuran-1,3-dione, 3a,4,7,7a-tetrahydromethyl-, (3aR,4S,7R,7aS)-rel-: ACTIVE
Anwendungen
VerwendenMethyl-5-norbornene-2,3-dicarboxylic anhydride is used as a curing agent in epoxy resins and in the preparation of vertically aligned and penetrated carbon nanotube/polymer film. It serves as an intermediate in polyesters, alkyd resins and plasticizers. It is also used in electrical laminating and filament-winding. Further, it is used in the preparation of methyl nadimides endcapped resins based on tris(3-aminophenyl)phosphine oxide. It is utilized in the flame retarding treatment.
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