1,6-Bismaleimidohexane

HCID 20992CAS 4856-87-5

Substructure search Find similar structures

Basic information

Standard SMILES: O=C1C=CC(=O)N1CCCCCCN1C(=O)C=CC1=O
InChIKey: PYVHLZLQVWXBDZ-UHFFFAOYSA-N
Molecular formula: C14H16N2O4
Average molar mass: 276.29 g/mol
Monoisotopic mass: 276.11100699

Names & identifiers

Preferred name: 1,6-Bismaleimidohexane
IUPAC: 1-[6-(2,5-dioxopyrrol-1-yl)hexyl]pyrrole-2,5-dione
English name: 1,6-Bismaleimidohexane
Molecular formula: C14H16N2O4
Molecular weight: 276.29

Names & synonyms

1,6-Bismaleimidohexane4856-87-5N,N'-HexamethylenedimaleimideN,N'-Hexamethylenebis(maleimide)1H-Pyrrole-2,5-dione, 1,1'-(1,6-hexanediyl)bis-MALEIMIDE, N,N'-HEXAMETHYLENEDI-XC3NMJ9SCH1,1'-(Hexane-1,6-diyl)bis-1H-pyrrole-2,5-dioneNSC-12818DTXSID3073343N,N'-Hexamethylenebis[maleimide]RefChem:73576

Show more names

BMHHmdmN,N'-HEXAMETHYLENEBISMALEIMIDEGMBMINSC 12818HEXYLDIMALEIMIDEBIS-MALEIMIDOHEXANE1,6-MaleiMidohexane1,6-BMH crosslinker

DTXCID5040629225-449-11,1'-(Hexane-1,6-diyl)bis(1H-pyrrole-2,5-dione)1,6-Bis(maleimido)hexane1,6-Dimaleimidohexane1-[6-(2,5-dioxopyrrol-1-yl)hexyl]pyrrole-2,5-dioneMFCD000471221,6-bis-maleimidohexane

Database identifiers

CAS: 4856-87-5
PubChem CID: 20992
DTXSID: DTXSID3073343
ChEMBL: CHEMBL567422
UNII: XC3NMJ9SCH
EC Number: 225-449-1
Nikkaji: J124.813H

Properties

Computed structural properties

XLogP: 0.2
Topological polar surface area: 74.8 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 4
Rotatable bonds: 7
Heavy atoms: 20
Formal charge: 0
Complexity: 425

Physicochemical properties

Melting point: 144 °C · 144 °C
Boiling point: 419.2 °C · 419.2°C (rough estimate)
Density: 1.1933 · 1.1933 (rough estimate)
refractive index: 1.55 · 1.5500 (estimate)
storage temp.: 0 · 0-6°C
solubility: Soluble in chloroform.
pka: -1.9 · -1.90±0.20(Predicted)
form: powder to crystal
color: White to Almost white
InChI: InChI=1S/C14H16N2O4/c17-11-5-6-12(18)15(11)9-3-1-2-4-10-16-13(19)7-8-14(16)20/h5-8H,1-4,9-10H2
InChIKey: PYVHLZLQVWXBDZ-UHFFFAOYSA-N
SMILES: C(N1C(=O)C=CC1=O)CCCCCN1C(=O)C=CC1=O
CAS DataBase Reference: 4856 · 4856-87-5(CAS DataBase Reference)
FDA UNII: 3 NMJ9SCH · XC3NMJ9SCH
EPA Substance Registry System: 1 H-Pyrrole-2,5-dione, · 1H-Pyrrole-2,5-dione, 1,1'-(1,6-hexanediyl)bis- (4856-87-5)
UNSPSC Code: 41116107 · 41116107
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 335 · H335-H302-H315-H319
Precautionary statements: 264 · P264-P270-P280-P301+P312+P330-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P501-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
WGK Germany: 3 · WGK 3
RTECS: 5520000 · ON5520000
HS Code: 29251900 · 29251900
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 OralSkin · Acute Tox. 4 OralSkin Sens. 1
Toxicity: 50 · mouse,LD50,oral,215mg/kg (215mg/kg),Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 40(11), Pg. 109, 1975.

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (11.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P262, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P351+P338, P316, P321, P330, P332+P317, P333+P317, P337+P317, P361+P364, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 17 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (11.8%)

Safety data

wgk: WGK 3
rtecs: ON5520000
hs_code: 29251900
Toxicity: mouse,LD50,oral,215mg/kg (215mg/kg),Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 40(11), Pg. 109, 1975.
Signal word: Warning
Symbol(GHS): GHS07
Storage Class: 11 - Combustible Solids
Hazard statements: H335-H302-H315-H319
Hazard Classifications: Acute Tox. 4 OralSkin Sens. 1
Precautionary statements: P264-P270-P280-P301+P312+P330-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P501-P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Applications

UsesA sulfhydryl reactive homobifunctional crosslinking reagent. Under mild conditions, will permit irreversible cross-linking of sulfhydral containing compounds at a pH range of 6.5 to 7.5. Spacer Arm: 16.1 Angstroms

UsesA sulfhydryl reactive homobifunctional cross linking reagent. Under mild conditions, will permit irreversible cross-linking of sulfhydral containing compounds at a pH range of 6.5 to 7.5.