CAS 3006-93-7 N,N'-1,3-Phenylenedimaleimide (HCID 18156)

Substructure search Find similar structures

Basic information

CAS: 3006-93-7
Standard SMILES: O=C1C=CC(=O)N1c1cccc(N2C(=O)C=CC2=O)c1
InChIKey: IPJGAEWUPXWFPL-UHFFFAOYSA-N
Molecular formula: C14H8N2O4
Average molar mass: 268.22 g/mol
Monoisotopic mass: 268.04840674

Names & identifiers

Preferred name: N,N'-1,3-Phenylenedimaleimide
IUPAC: 1-[3-(2,5-dioxopyrrol-1-yl)phenyl]pyrrole-2,5-dione
English name: N,N'-1,3-Phenylene bismaleimide
Molecular formula: C14H8N2O4
Molecular weight: 268.22

Names & synonyms

3006-93-7N,N'-1,3-Phenylenedimaleimidem-Dimaleimidobenzenem-Phenylenedimaleimidem-Phenylenebismaleimide1,3-DimaleimidobenzeneN,N'-m-Phenylenedimaleimide1,3-Bismaleimidobenzene1,3-PhenylenebismaleimideM-PhdmHVA 2HVA-2 curing agent

Show more names

hva2N,N'-1,3-PHENYLENEBISMALEIMIDE1,3-PDMVANAX MBM1,1'-(1,3ON61250000HVA-2(PDM)

N,N'-m-Phenylenemaleimide1H-Pyrrole-2,5-dione, 1,1'-(1,3-phenylene)bis-N,N'-(m-Phenylene)bismaleimideNSC 19639N,N'-(m-Phenylenedimaleimide)DTXSID3044415Maleimide, N,N'-m-phenylenedi-EINECS 221-112-8

Database identifiers

CAS: 3006-93-7
PubChem CID: 18156
DTXSID: DTXSID3044415
ChEMBL: CHEMBL573689
UNII: MD8KF155CT
EC Number: 221-112-8
Nikkaji: J12.979H

Properties

Computed structural properties

XLogP: 0.2
Topological polar surface area: 74.8 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 2
Heavy atoms: 20
Formal charge: 0
Complexity: 480

Experimental & physicochemical properties

PolymersPlastics & Rubber -> Curing Agents (Aromatic)

Physical Description · 2 items

Dry Powder; Wet Solid

Yellow powder; [Aldrich MSDS] Yellow to light brown odorless powder; [R.T. Vanderbilt MSDS]

Collision Cross Section155.0 Å² [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID3044415]

Physicochemical properties

Melting point: 198 · 198-201 °C(lit.)
Boiling point: 411.39 °C · 411.39°C (rough estimate)
Density: 1.314 · 1.3140 (rough estimate)
vapor pressure: 0 Pa · 0Pa at 25℃
refractive index: 1.591 · 1.5910 (estimate)
Flash point: 208 ℃ · >208℃
storage temp.: Sealed in dry,Room Temperature
pka: -1.67 · -1.67±0.20(Predicted)

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 0.8% (7 of 872) of reports.

Danger

H302 (88.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P262, P264, P264+P265, P270, P271, P272, P280, P284, P301+P317, P302+P352, P304+P340, P305+P354+P338, P316, P317, P320, P321, P330, P333+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 872 reports by companies from 24 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: 1H-Pyrrole-2,5-dione, 1,1'-(1,3-phenylene)bis-

1H-Pyrrole-2,5-dione, 1,1'-(1,3-phenylene)bis- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1H-Pyrrole-2,5-dione, 1,1'-(1,3-phenylene)bis- 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)

Status: Active Update: 20-04-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/22193

1H-Pyrrole-2,5-dione, 1,1'-(1,3-phenylene)bis-: 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.

Hazards Summary · 1 item

May cause irritation; Harmful by ingestion; Highly toxic by inhalation; Toxic by skin absorption; [Aldrich MSDS] Dust may form combustible mixtures with air; A severe eye irritant (may have corrosive effects); May cause skin sensitization; May be fatal by inhalation; [R.T. Vanderbilt MSDS] May cause permanent eye injury; May cause skin sensitization; Inhalation may cause altered respiratory rate, delayed lung injury, or death; Contains less than 3% petroleum distillates that cause skin irritation; [DuPont Performance Elastomers MSDS]

Hazard Classes and CategoriesAcute Tox. 4 (88.5%)

Chemistry & industry

Uses & manufacturing

Uses · 3 items

Used as an elastomer curing adjuvant; [R.T. Vanderbilt MSDS]

Should not be used in medical applications that result in permanent implantation in the human body; [DuPont Performance Elastomers MSDS]

Plastic Composites Manufacturing [Category: Industry]

U.S. Production2023: 250,000 - <400,000 lb

Consumer UsesProcessing aids not otherwise specified

Industry UsesAdhesion/cohesion promoter

General Manufacturing Information · 2 items

All Other Chemical Product and Preparation Manufacturing

1H-Pyrrole-2,5-dione, 1,1'-(1,3-phenylene)bis-: ACTIVE

Applications · 2 items

Usesrubber vulcanizing agent; rubber crosslinkimg agent

UsesN,N'-1,3-Phenylene bismaleimide and sulfur coordination to prevent reversion to improve the heat resistance, reduce heat, anti-aging, improve adhesion of the rubber and tire cord and vulcanized rubber modulus.PDM is a non-sulfur vulcanizing agents solve copper wire and copper electrical contacts because of sulfur vulcanizing agent to generate black copper sulfide pollution problems.