4,4'-Vinylidenebis(N,N-dimethylaniline)

Base Information

• Chemical Name: 4,4'-Vinylidenebis(N,N-dimethylaniline)
• CAS No.: 7478-69-5
• Molecular Formula: C18H22 N2
• Molecular Weight: 266.386
• Hs Code.: 2921590090
• European Community (EC) Number: 231-284-6
• NSC Number: 401519
• UNII: 2R30ZAL17Y
• DSSTox Substance ID: DTXSID9064718
• Nikkaji Number: J278.883G
• Wikidata: Q81991774
• Mol file: 7478-69-5.mol

Synonyms:7478-69-5;4,4'-Vinylidenebis(N,N-dimethylaniline);Michlerhs ethylene;Michler's ethylene;1,1-Bis(4-dimethylaminophenyl)ethylene;4,4'-(Ethene-1,1-diyl)bis(N,N-dimethylaniline);4-Vinylidenebis(N,N-dimethylaniline);4'-VINYLIDENEBIS(N,N-DIMETHYLANILINE);4-[1-[4-(dimethylamino)phenyl]ethenyl]-N,N-dimethylaniline;Bis(p-dimethylaminophenyl)-1,1 ethylene;1,1-Bis(p-(dimethylamino)phenyl)ethylene;2R30ZAL17Y;Aniline, 4,4'-vinylidenebis(N,N-dimethyl-;4,4'-Ethenylidenebis(N,N-dimethylbenzenamine);Benzenamine, 4,4'-ethenylidenebis(N,N-dimethyl-;Benzenamine, 4,4'-ethenylidenebis[N,N-dimethyl-;EINECS 231-284-6;NSC 401519;NSC-401519;1,1-Bis((p-dimethylamino)phenyl)ethene;1,1-Bis[p-(dimethylamino)phenyl]ethylene;1,1-Bis[(p-dimethylamino)phenyl]ethene;1,1-Bis[p-(dimethylamino)phenyl]ethene;1,1-Bis[4-(dimethylamino)phenyl]ethene;1,1-BIS(P-(DIMETHYLAMINO)PHENYL)ETHENE;1,1-BIS(4-(DIMETHYLAMINO)PHENYL)ETHENE;4,N-dimethylbenzenamine];UNII-2R30ZAL17Y;SCHEMBL441802;DTXSID9064718;MFCD00192575;NSC401519;STL486328;1,1-Bis(4-dimethylaminophenyl)ethene;AKOS000811406;CS-W012425;Aniline,4'-vinylidenebis[N,N-dimethyl-;1,1-bis(4'-dimethylaminophenyl)ethylene;1,1-bis[4-dimethylamino-phenyl]ethylene;DS-11409;4,4'-Vinylidene-bis-(N,N-dimethylaniline);Benzenamine,4'-ethenylidenebis[N,N-dimethyl-;4,4'-ethene-1,1-diylbis(N,N-dimethylaniline)

Chemical Property of 4,4'-Vinylidenebis(N,N-dimethylaniline)

Chemical Property:

• Melting Point: 119-121 °C(lit.)
• Boiling Point: 420.2oC at 760 mmHg
• Flash Point: 189.6oC
• PSA: 6.48000
• Density: 1.033g/cm3
• LogP: 3.88010
• Storage Temp.: 2-8°C
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 266.178298710
• Heavy Atom Count: 20
• Complexity: 275

Purity/Quality:

99% ^*data from raw suppliers

4-Vinylidenebis(N,N-dimethylaniline) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 45-46-20/21/22-36/37/38
• Safety Statements: 53-23-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)C(=C)C2=CC=C(C=C2)N(C)C

Technology Process of 4,4'-Vinylidenebis(N,N-dimethylaniline)

There total 14 articles about 4,4'-Vinylidenebis(N,N-dimethylaniline) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

Methyltriphenylphosphonium bromide (1779-49-3) + bis(p-dimethylaminophenyl)methanone (90-94-8) → 1,1-Bisethylene (7478-69-5)

Guidance literature:

Methyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

bis(p-dimethylaminophenyl)methanone; In tetrahydrofuran; at 0 ℃; Reflux;

DOI:10.1016/j.polymer.2013.04.011

Reference yield: 86.0%

Triethoxyvinylsilane (78-08-0) + 4-bromo-N,N-dimethylaniline (586-77-6) → 1,1-Bisethylene (7478-69-5) + N,N-dimethy-4-vinylaniline (2039-80-7) + (E)-1,2-bis-[4-(dimethylamino)phenyl]ethene (22210-79-3)

Guidance literature:

With sodium hydroxide; poly(ethylene glycol) 2000; palladium diacetate; In water; at 150 ℃; for 2h;

DOI:10.1039/b707583a

Reference yield: 74.0%

2,2-bis(4-dimethylaminophenyl)propionic acid + lead(IV) oxide (1309-60-0) → 1,1-Bisethylene (7478-69-5)

Guidance literature:

With sodium hydroxide; In benzene;

upstream raw materials:

methyl magnesium iodide

bis(p-dimethylaminophenyl)methanone

methylmagnesium bromide

methyl triphenylphosphonium bromide

Downstream raw materials:

1,4-Dihydroxynaphthalene

4-<2,2-Bisethenyl>-1,2-naphthoquinone

C₂₈H₂₇N₃O

1,1,5,5-tetra-(p-dimethylaminophenyl)-2,4-pentadiene-1-ol perchlorate

Refernces

• 1、 Wu, Lingling,Wang, Yanshai,Wang, Yurong,Shen, Kaihua,Li, Yang. "In-chain multi-functionalized polystyrene by living anionic copolymerization with 1,1-bis(4-dimethylaminophenyl)ethylene: Synthesis and effect on the dispersity of carbon black in polymer-based composites". . p. 2958 - 2965. Retrieved 2013.
• 2、 Gordillo, Alvaro,De Jesus, Ernesto,Lopez-Mardomingo, Carmen. "Consecutive palladium-catalyzed Hiyama-Heck reactions in aqueous media under ligand-free conditions". . p. 4056 - 4058. Retrieved 2008/03/14.