2-(3-Oxo-2,3-dihydro-1H-inden-1-YL)acetic acid

Base Information

• Chemical Name: 2-(3-Oxo-2,3-dihydro-1H-inden-1-YL)acetic acid
• CAS No.: 25173-12-0
• Molecular Formula: C11H10 O3
• Molecular Weight: 190.199
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID30948027
• Nikkaji Number: J1.027.037E
• Mol file: 25173-12-0.mol

Synonyms:25173-12-0;2-(3-OXO-2,3-DIHYDRO-1H-INDEN-1-YL)ACETIC ACID;2-(3-oxo-1,2-dihydroinden-1-yl)acetic acid;1H-Indene-1-acetic acid, 2,3-dihydro-3-oxo-;BRN 2693118;3-Oxo-2,3-dihydro-1H-indene-1-acetic acid;3-10-00-03168 (Beilstein Handbook Reference);(3-oxo-2,3-dihydro-1h-inden-1-yl)acetic acid;3-oxoindan-1-acetic acid;3-oxo-indan-1-acetic acid;SCHEMBL569181;DTXSID30948027;MFCD00094669;AKOS016344481;LS-81608;NS-01758;BB 0261453;CS-0214813;FT-0718433;EN300-195813;Z1255486798;2-(3-OXO-2,3-DIHYDRO-1H-INDEN-1-YL)ACETICACID

Chemical Property of 2-(3-Oxo-2,3-dihydro-1H-inden-1-YL)acetic acid

Chemical Property:

• Vapor Pressure: 1.81E-06mmHg at 25°C
• Melting Point: 155℃
• Boiling Point: 380.5°Cat760mmHg
• Flash Point: 198.1°C
• PSA: 54.37000
• Density: 1.291g/cm³
• LogP: 1.83130
• Storage Temp.: 2-8°C
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 190.062994177
• Heavy Atom Count: 14
• Complexity: 259

Purity/Quality:

98%min ^*data from raw suppliers

2-(3-Oxo-2,3-dihydro-1H-inden-1-yl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C2=CC=CC=C2C1=O)CC(=O)O

Technology Process of 2-(3-Oxo-2,3-dihydro-1H-inden-1-YL)acetic acid

There total 19 articles about 2-(3-Oxo-2,3-dihydro-1H-inden-1-YL)acetic 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: 97.0%

ethyl 2-(3-oxo-2,3-dihydro-1H-inden-1-yl)acetate (859770-38-0) → 2-(3-oxo-2,3-dihydro-1H-inden-1-yl)acetic acid (25173-12-0)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; at 90 ℃; for 4h;

DOI:10.1021/acs.orglett.0c00451

Reference yield: 90.0%

3-phenylglutaric acid (4165-96-2) → 2-(3-oxo-2,3-dihydro-1H-inden-1-yl)acetic acid (25173-12-0)

Guidance literature:

3-phenylglutaric acid; With thionyl chloride; for 0.5h; Heating / reflux;

With aluminum (III) chloride; In nitrobenzene; at 80 ℃; for 1.5h;

Reference yield:

1H-inden-1-one (480-90-0) → 2-(3-oxo-2,3-dihydro-1H-inden-1-yl)acetic acid (25173-12-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium ethanolate / tetrahydrofuran / 20 °C

2: hydrogenchloride / water / 90 °C

With hydrogenchloride; sodium ethanolate; In tetrahydrofuran; water;

DOI:10.1021/acs.orglett.5b01350

upstream raw materials:

3-phenylglutaric acid anhydride

3-phenylglutaric acid

3-phenyl-glutaroyl chloride

sulfuric acid

Downstream raw materials:

methyl 2-(3-oxo-2,3-dihydro-1H-inden-1-yl)acetate

benzene-1,2-dicarboxylic acid

Refernces

• 1、 Thompson, Hugh W.,Brunskill, Andrew P. J.,Lalancette, Roger A.. "(±)-3-indanone-1-acetic acid: Heterochiral catemeric hydrogen bonding in a δ-keto acid". . p. 829 - 831. Retrieved 1998.
• 2、 Yang, Wei,Sun, Xianyu,Yu, Wenbo,Rai, Rachita,Deschamps, Jeffrey R.,Mitchell, Lauren A.,Jiang, Chao,Mackerell, Alexander D.,Xue, Fengtian. "Facile Synthesis of Spirocyclic Lactams from β-Keto Carboxylic Acids". . p. 3070 - 3073. Retrieved 2015/06/30.