4-Aminostilbene

Base Information

• Chemical Name: 4-Aminostilbene
• CAS No.: 4309-66-4
• Molecular Formula: C14H13 N
• Molecular Weight: 195.264
• Hs Code.: 2921420090
• European Community (EC) Number: 672-730-3
• NSC Number: 36396
• UNII: DI9WQ08BLU
• DSSTox Substance ID: DTXSID501032168
• Nikkaji Number: J35.352C,J48.667A
• Wikidata: Q76119989
• ChEMBL ID: CHEMBL69011
• Mol file: 4309-66-4.mol

Synonyms:4-aminostilbene;4-aminostilbene, (E)-isomer;trans-4-aminostilbene

Chemical Property of 4-Aminostilbene

Chemical Property:

• Melting Point: 151°C
• Refractive Index: 1.6353 (estimate)
• Boiling Point: 362.2°Cat760mmHg
• PKA: 4.18±0.10(Predicted)
• Flash Point: 186.9°C
• PSA: 26.02000
• Density: 1.116g/cm³
• LogP: 4.02040
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 195.104799419
• Heavy Atom Count: 15
• Complexity: 195

Purity/Quality:

98%min ^*data from raw suppliers

4-[(E)-2-Phenylethenyl]aniline ^*data from reagent suppliers

Safty Information:

• Safety Statements: Questionable carcinogen with experimental carcinogenic and tumorigenic data. Experimental reproductive effec"> x." target="_blank">Questionable carcinogen with experimental carcinogenic and tumorigenic data. Experimental reproductive effec

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC2=CC=C(C=C2)N
• Isomeric SMILES: C1=CC=C(C=C1)/C=C/C2=CC=C(C=C2)N

Technology Process of 4-Aminostilbene

There total 68 articles about 4-Aminostilbene 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: 99.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + p-aminoiodobenzene (540-37-4) → p-amino-trans-stilbene (4309-66-4)

Guidance literature:

With triethylamine; sulfilimine based palladacycle; In 1-methyl-pyrrolidin-2-one; at 140 ℃; for 12h;

DOI:10.1016/j.tetlet.2004.02.069

Reference yield: 98.0%

4-nitrostilbene (1694-20-8,4003-94-5,6624-53-9,101977-34-8) → 4-aminostilbene (834-24-2,4309-66-4,19466-67-2)

Guidance literature:

With hydrazine hydrate; In ethanol; at 20 ℃; for 4h; chemoselective reaction;

DOI:10.1021/acscatal.5b00830

Reference yield: 96.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 4-bromo-aniline (106-40-1) → p-amino-trans-stilbene (4309-66-4)

Guidance literature:

4-bromo-aniline; With palladium diacetate; heptakis(6-amino-6-deoxy)-β-cyclodextrin; In water; N,N-dimethyl-formamide; for 0.5h;

styrene; With potassium carbonate; In water; N,N-dimethyl-formamide; at 80 ℃; for 9h;

DOI:10.1002/chem.201301863

upstream raw materials:

4-nitrostilbene

phenylacetonitrile

hydrogenchloride

trans-4-nitrostilbene

Downstream raw materials:

1-(phenyl-trans-azo)-4-(trans-stilben-4-yl-trans-azo)-benzene

stilben-4-yl-hydrazine

N,N-dimethyl-N'-trans-stilben-4-yl-ethylenediamine; hydrochloride

(E)-phenyl-trans-stilben-4-yl-diazene

Refernces

• 1、 Baweja, Saral,Clauss, Reike,Gelman, Dmitri,Hey-Hawkins, Evamarie. "Heterobimetallic Pd/Mn and Pd/Co complexes as efficient and stereoselective catalysts for sequential Cu-free Sonogashira coupling–alkyne semi-hydrogenation reactions". . p. 1344 - 1356. Retrieved 2022/02/03.
• 2、 Li, Jiahua,Wang, Zitong,Sun, Zelin,Xu, Linli,Wong, Wai-Yeung. "Effect of the Linking Group on the Thermoelectric Properties of Poly(Schiff Base)s and Their Metallopolymers". supporting information. p. 1911 - 1917. Retrieved 2021/06/21.