5-Indanacrylic acid

Base Information

• Chemical Name: 5-Indanacrylic acid
• CAS No.: 56635-88-2
• Molecular Formula: C12H12O2
• Molecular Weight: 188.2225
• European Community (EC) Number: 637-195-2
• NSC Number: 122720
• DSSTox Substance ID: DTXSID401224237
• Mol file: 56635-88-2.mol

Synonyms:5-Indanacrylic acid;56635-88-2;199679-36-2;(E)-3-(2,3-dihydro-1H-inden-5-yl)prop-2-enoic acid;(E)-3-(2,3-Dihydro-1H-inden-5-yl)acrylic acid;(2E)-3-(2,3-dihydro-1H-inden-5-yl)prop-2-enoic acid;3-(2,3-dihydro-1h-inden-5-yl)prop-2-enoic acid;SCHEMBL2728401;SCHEMBL2728405;ZWQQSSDIRQRRNW-FNORWQNLSA-N;DTXSID401224237;HMS1368M10;NSC122720;AKOS000346300;trans-3-indan-5-ylprop-2-enoic acid;NSC-122720;3-(2,3-Dihydro-1H-inden-5-yl)acrylic acid;EN300-1457004;1X-0923;(2E)-3-(2,3-Dihydro-1H-inden-5-yl)-2-propenoic acid

Chemical Property of 5-Indanacrylic acid

Chemical Property:

• Vapor Pressure: 6.02E-06mmHg at 25°C
• Boiling Point: 364.3°Cat760mmHg
• Flash Point: 265°C
• Density: 1.221g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 188.083729621
• Heavy Atom Count: 14
• Complexity: 245

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CC2=C(C1)C=C(C=C2)C=CC(=O)O
• Isomeric SMILES: C1CC2=C(C1)C=C(C=C2)/C=C/C(=O)O

Technology Process of 5-Indanacrylic acid

There total 11 articles about 5-Indanacrylic acid 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: 91.0%

malonic acid (141-82-2) + indan-5-carbaldehyde (30084-91-4) → 3-(5-Indanyl)-prop-2-ensaeure (56635-88-2)

Guidance literature:

With piperidine; pyridine; at 80 ℃; for 24h;

DOI:10.1007/BF00809674

Reference yield:

malonic acid (141-82-2) → 3t-(indanyl-(5))-acrylic acid (56635-88-2)

Guidance literature:

With piperidine;

DOI:10.1021/ja01875a023

Reference yield:

INDANE (496-11-7) → 3-(5-Indanyl)-prop-2-ensaeure (56635-88-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 93 percent / AlCl₃ / CH₂Cl₂ / 4 h

2: 89 percent / NaOBr / 1.) 3 h, 0 deg C; 2.) r. t., overnight

3: 94 percent / conc. H₂SO₄ / Heating

4: 94 percent / LiAlH₄ / diethyl ether / 12 h / Heating

5: 96 percent / PCC / CH₂Cl₂ / 2 h / Ambient temperature

6: 91 percent / pyridine, piperidine / 24 h / 80 °C

With piperidine; pyridine; lithium aluminium tetrahydride; aluminium trichloride; sodium hypobromide; sulfuric acid; pyridinium chlorochromate; In diethyl ether; dichloromethane;

DOI:10.1007/BF00809674

upstream raw materials:

malonic acid

indan-5-carbaldehyde

INDANE

1-indan-5-yl-ethanone

Downstream raw materials:

3-(2.3-Dihydro-1H-inden-5-yl)-propanoic acid

s-hydrindacene

3,5,6,7-tetrahydro-2H-s-indacen-1-one

3,6,7,8-tetrahydro-2H-as-indacen-1-one

Refernces

• 1、 Isabelle, M. Elaine,Wightman, Robert H.,Avdovich, Hajro W.,Laycock, David E.. "Tricyclic aromatic ketones by cycliacylation of carboxylic acid derivatives of indan, tetralin, and benzosuberane". . p. 1344 - 1349. Retrieved 2007/10/02.