Michler's ethylene

HCID 81995CAS 7478-69-5

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Basic information

Standard SMILES: C=C(c1ccc(N(C)C)cc1)c1ccc(N(C)C)cc1
InChIKey: HBWITNNIJDLPLS-UHFFFAOYSA-N
Molecular formula: C18H22N2
Average molar mass: 266.4 g/mol
Monoisotopic mass: 266.1782987

Names & identifiers

Preferred name: Michler's ethylene
IUPAC: 4-[1-[4-(dimethylamino)phenyl]ethenyl]-N,N-dimethylaniline
English name: 4,4'-Vinylidenebis(N,N-dimethylaniline)
Molecular formula: C18H22N2
Molecular weight: 266.38

Names & synonyms

7478-69-54,4'-Vinylidenebis(N,N-dimethylaniline)Michler's ethylene1,1-Bis(4-dimethylaminophenyl)ethylene2R30ZAL17YBis(p-dimethylaminophenyl)-1,1 ethylene1,1-Bis(p-(dimethylamino)phenyl)ethyleneAniline, 4,4'-vinylidenebis(N,N-dimethyl-4,4'-Ethenylidenebis(N,N-dimethylbenzenamine)EINECS 231-284-6Benzenamine, 4,4'-ethenylidenebis(N,N-dimethyl-Benzenamine, 4,4'-ethenylidenebis[N,N-dimethyl-

Show more names

4'-VINYLIDENEBIS(N,N-DIMETHYLANILINE)4,4'-EthenylidenebisN,N-dimethyl-aniline4,4’-ethenylidenebis[n,n-dimethyl-benzenamin4,4'-(1,1-Ethenediyl)bis(N,N-dimethylaniline)BenzenaMine,4,4'-ethenylidenebis[N,N-diMethyl-4,4'-(ethene-1,1-diyl)bis(N,N-dimethylaniline)

NSC 401519NSC-4015191,1-Bis((p-dimethylamino)phenyl)etheneDTXSID90647181,1-Bis[4-(dimethylamino)phenyl]ethene1,1-Bis[p-(dimethylamino)phenyl]ethylene1,1-BIS(4-(DIMETHYLAMINO)PHENYL)ETHENE1,1-BIS(P-(DIMETHYLAMINO)PHENYL)ETHENE

Database identifiers

CAS: 7478-69-5
PubChem CID: 81995
DTXSID: DTXSID9064718
UNII: 2R30ZAL17Y
EC Number: 231-284-6
Nikkaji: J278.883G

Properties

Computed structural properties

XLogP: 4.8
Topological polar surface area: 6.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 4
Heavy atoms: 20
Formal charge: 0
Complexity: 275

Experimental & physicochemical properties

LogP5.3

Physicochemical properties

Melting point: 119 · 119-121 °C(lit.)
storage temp.: 2 · 2-8°C
Appearance: Yellow to brown Solid
FDA UNII: 2 R30ZAL17Y · 2R30ZAL17Y
EPA Substance Registry System: 4 · Benzenamine, 4,4'-ethenylidenebis[N,N-dimethyl- (7478-69-5)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302
Precautionary statements: 280 · P280-P305+P351+P338
Hazard Codes: T
Risk Statements: 45 · 45-46-20/21/22-36/37/38
Safety Statements: 53 · 53-23-26-36/37/39-45
WGK Germany: 3 · 3
TSCA: TSCA listed

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

wgk: 3
tsca: TSCA listed
risk_code: 45-46-20/21/22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: T
safety_code: 53-23-26-36/37/39-45
Hazard statements: H302
Precautionary statements: P280-P305+P351+P338

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzenamine, 4,4'-ethenylidenebis[N,N-dimethyl-: INACTIVE

Applications · 1 item

Uses4'-VIN-based bis(N,N-dimethylaniline), abbreviated as DPE-(NMe2)2, is a yellow needle-like crystal. 4'-VIN-based bis(N,N-dimethylaniline) can be prepared from 4,4-bis(dimethylamino)benzophenone. Literature reports its use in the preparation of hydrogenated styrene-butadiene rubber.