1-Benzylideneindan

Base Information

• Chemical Name: 1-Benzylideneindan
• CAS No.: 15298-67-6
• Molecular Formula: C₁₆H₁₄
• Molecular Weight: 206.287
• European Community (EC) Number: 659-462-2
• Nikkaji Number: J331.732C,J2.066.876H
• Wikidata: Q76323077

Synonyms:1-Benzylideneindan;1-Benzylidene-2,3-dihydro-1H-indene;15298-67-6;QTWIKOMWVWPBRX-NTCAYCPXSA-N;AKOS024325021;1-[(E)-Benzylidene]-2,3-dihydro-1H-indene

Chemical Property of 1-Benzylideneindan

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 206.109550447
• Heavy Atom Count: 16
• Complexity: 257

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-BENZYLIDENEINDAN Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC(=CC2=CC=CC=C2)C3=CC=CC=C31
• Isomeric SMILES: C1C/C(=C\C2=CC=CC=C2)/C3=CC=CC=C31

Technology Process of 1-Benzylideneindan

There total 14 articles about 1-Benzylideneindan 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: 70.0%

1-(3-butynyl)-2-bromobenzene (136015-72-0) + phenylboronic acid (98-80-6) → 1-benzylidene-indan (15298-67-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; In ethanol; at 80 ℃; for 1h;

DOI:10.1016/S0040-4039(02)02536-4

Reference yield: 56.0%

benzyltriphenylphosphonium bromide (1449-46-3) + inden-1-one (83-33-0) → 1-benzylidene-indan (15298-67-6)

Guidance literature:

benzyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at 20 ℃; for 2h;

inden-1-one; In tetrahydrofuran; hexane; for 24h; Reflux;

DOI:10.1016/j.tetlet.2011.11.103

Reference yield:

(4-chloro-2-butyn-1-yl)benzene (33598-24-2) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 1-benzyl-2,3-dihydro-1H-indene (4831-01-0) + 1-phenylnaphthalene (605-02-7) + 3-benzyl-1H-indene (22495-71-2) + 1-benzylidene-indan (15298-67-6)

Guidance literature:

With aluminium trichloride; In benzene; at 40 ℃; for 0.5h; Further byproducts given;

upstream raw materials:

inden-1-one

benzylmagnesium chloride

3--inden

1-(2-Brom-ethyl)-2-triphenylphosphoniomethyl-benzol-bromid

Downstream raw materials:

inden-1-one

benzoic acid

2-hydroxy-2-phenyl-3,4-dihydronaphthalen-1(2H)-one

C₁₆H₁₄O₂

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