Basic information
- Standard SMILES
CC12CC=CCC1C(=O)OC2=O- InChIKey
SOOZEQGBHHIHEF-UHFFFAOYSA-N- Molecular formula
- C9H10O3
- Average molar mass
- 166.17 g/mol
- Monoisotopic mass
- 166.06299418
Overview
Methyltetrahydrophthalic anhydride is a cyclic dicarboxylic anhydride that is the cyclic anhydride of methyltetrahydrophthalic acid. It has a role as an allergen. It is a cyclic dicarboxylic anhydride and a tetrahydrofurandione.
Names & identifiers
- Preferred name
- Methyltetrahydrophthalic anhydride
- IUPAC
- 7a-methyl-4,7-dihydro-3aH-2-benzofuran-1,3-dione
- English name
- Methyltetrahydrophthalic anhydride
- Molecular formula
- C9H10O3
- Molecular weight
- 166.17
Names & synonyms
1,2,3,6-Tetrahydromethylphthalic anhydrideMTHPALindride1,3-Isobenzofurandione, 3a,4,7,7a-tetrahydromethyl-CHEBI:55466AC 220JMeTHPARefChem:818707247-830-126590-20-5Methyl tetrahydrophthalic anhydrideMethyltetrahydrophthalic anhydride
Show more names
ac220isomethyltetrahydrophthalic anhydrideAC 2204-MTHPAMTHPA-600Methyltetrahyhedrophthalic Anhydride3-METHYL-DELTA4-TETRAHYDROPHTHALIC ANHYDRIDE4-METHYL-4-CYCLOHEXENE-1,2-DICARBOXYLIC ANHYDRIDEac220j
42498-58-83a-Methyl-3a,4,7,7a-tetrahydroisobenzofuran-1,3-dione7a-methyl-4,7-dihydro-3aH-2-benzofuran-1,3-dione2,3,5,6-Tetrahydro-2-methylphthalic anhydride3a-methyl-1,3,3a,4,7,7a-hexahydro-2-benzofuran-1,3-dioneMethy tetra-Hydro Phthalic Anhydride3a-methyl-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dioneMethy tetra-Hydro Phthalic Anhydride(MTHPA)
Database identifiers
- CAS
26590-20-5、42498-58-8- PubChem CID
- 198243
- DTXSID
DTXSID40962532- ChEBI
CHEBI:55466- EC Number
- 247-830-1、255-853-3
- Nikkaji
- J169.052C
Properties
Computed structural properties
- XLogP
- 1.1
- Topological polar surface area
- 43.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 279
Experimental & physicochemical properties
PolymersPlastics & Rubber -> Acid Anhydrides, Cyclic
Density1.20 @25 °C
Flash Point350 °C
Boiling Point124 °C
Melting Point-29 °C
Physical Description
Liquid; [ICSC]
OILY LIQUID.
Physicochemical properties
- Melting point
- 63 · 63-64 °C
- Boiling point
- 254.38 °C · 254.38°C (rough estimate)
- Density
- 1.1708 · 1.1708 (rough estimate)
- refractive index
- 1.55 · 1.5500 (estimate)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- color
- White
- InChI
- InChI=1S/C9H10O3/c1-9-5-3-2-4-6(9)7(10)12-8(9)11/h3,5-6H,2,4H2,1H3
- InChIKey
- CSHJJWDAZSZQBT-UHFFFAOYSA-N
- SMILES
- C1(OC(=O)C2CCC=CC12C)=O
- CAS DataBase Reference
- 26590 · 26590-20-5(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1-2
- NIST Chemistry Reference
- Methyltetrahydrophthalic anhydride(26590-20-5)
- EPA Substance Registry System
- 1 · 1,3-Isobenzofurandione, 3a,4,7,7a-tetrahydromethyl- (26590-20-5)
- Symbol(GHS)
- 8 · GHS08,GHS05
- Signal word
- Danger
- Hazard statements
- 334 · H334-H317-H318
- Precautionary statements
- 261 · P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P280-P305+P351+P338-P310-P261-P285-P304+P341-P342+P311-P501
- TSCA
- TSCA listed
Safety & regulation
GHS classification
GHS Classification
Danger
H317: May cause an allergic skin reaction [Warning Sensitization, Skin]
P233, P260, P261, P264+P265, P271, P272, P280, P284, P302+P352, P304+P340, P305+P354+P338, P317, P321, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)
Danger
H317: May cause an allergic skin reaction [Warning Sensitization, Skin]
P233, P260, P261, P264+P265, P271, P272, P280, P284, P302+P352, P304+P340, P305+P354+P338, P317, P321, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)
Hazard information
Regulatory Information
Chemical: 1,3-Isobenzofurandione, 3a,4,7,7a-tetrahydromethyl-
Hazard Traits - Respiratory Toxicity
Hazard Traits - Respiratory Toxicity
1,3-Isobenzofurandione, 3a,4,7,7a-tetrahydromethyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP assessments - Tetrahydrophthalic anhydrides and analogues: Human health tier II assessment
Fire HazardsCombustible.
Hazards Summary
Occupational asthma reported in workers curing epoxy resins; [Malo] [Tarvainen K, et al. Immunologic contact urticaria due to airborne methylhexahydrophthalic and methyltetrahydrophthalic anhydrides. Contact Dermatitis. 1995 Apr;32(4):204-9.] Prolonged or repeated exposure may cause asthma and contact urticaria; [ICSC] Causes asthma, rhinitis, allergic conjunctivitis, and rarely, allergic urticaria; A surface limit (TLV-SL) of 0.7 mg/100 cm2 is recommended to protect against induction of respiratory sensitization from skin contact with workplace surfaces. [ACGIH] See ACID ANHYDRIDES.
EC ClassificationSymbol: Xn; R: 41-42/43; S: (2)-22-24-26-37/39; Note: C
Hazard Classes and Categories
Skin Sens. 1 (100%)
Skin Sens. 1 (100%)
Eye damage - category 1
Eye damage - category 1
Eye Dam. 1
Eye Dam. 1
Safety & protection
Fire FightingIn case of fire in the surroundings, use appropriate extinguishing media.
First Aid Measures
Fresh air, rest.
Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention if skin irritation occurs.
Rinse with plenty of water (remove contact lenses if easily possible).
Rinse mouth.
Spillage DisposalPersonal protection: chemical protection suit including self-contained breathing apparatus. Collect leaking liquid in covered containers.
Eye PreventionWear face shield or eye protection in combination with breathing protection.
Fire PreventionNO open flames.
Skin PreventionProtective gloves. Protective clothing.
Exposure PreventionAVOID ALL CONTACT!
Ingestion PreventionDo not eat, drink, or smoke during work.
Inhalation PreventionUse ventilation, local exhaust or breathing protection.
Threshold Limit Values (TLV)
0.00007 [ppm], (TLV-SL = 0.7 mg/100 cm2)
0.0003 [ppm]
0.00007 ppm as TWA; 700 μg/100 cm
Effects of Long Term ExposureRepeated or prolonged inhalation may cause asthma. The substance may have effects on the skin. This may result in contact urticaria.
Protective Action Criteria (PAC)
0.075 [mg/m3]
83 [mg/m3]
500 [mg/m3]
Toxicology
Adverse EffectsAsthma - Reversible bronchoconstriction (narrowing of bronchioles) initiated by the inhalation of irritating or allergenic agents.
Exposure RoutesThe substance can be absorbed into the body by inhalation.
Signs and Symptoms
Cough.
Redness.
Redness.
Safety data
- tsca
- TSCA listed
- Signal word
- Danger
- Symbol(GHS)
- GHS08,GHS05
- Hazard statements
- H334-H317-H318
- Precautionary statements
- P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P280-P305+P351+P338-P310-P261-P285-P304+P341-P342+P311-P501
Chemistry & industry
Uses & manufacturing
Uses
Exposures have been reported in workers applying polyester resin glues and curing epoxy and alkyl resins; [NIOSHTIC] Used as a hardener in epoxy resin systems; [ChemIDplus]
Working with Glues and Adhesives [Category: Other]
General Manufacturing Information1,3-Isobenzofurandione, 3a,4,7,7a-tetrahydromethyl-: ACTIVE
Applications
UsesAC 220 is a uniquely potent and selective inhibitor of FLT3 for the treatment of acute myeloid leukemia (AML).
Suppliers50 total
北京华美互利生物化工010-56205725 · [email protected]
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Additional notes
DefinitionChEBI: A cyclic dicarboxylic anhydride that is the cyclic anhydride of methyltetrahydrophthalic acid.
Related reactions
1 records
Linked notes
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