6-Methoxy-1-indanone

Base Information

• Chemical Name: 6-Methoxy-1-indanone
• CAS No.: 13623-25-1
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• Hs Code.: 29145090
• European Community (EC) Number: 603-948-9
• NSC Number: 338231
• DSSTox Substance ID: DTXSID60318971
• Nikkaji Number: J266.765G
• Wikidata: Q72489991
• Mol file: 13623-25-1.mol

Synonyms:6-Methoxy-1-indanone;13623-25-1;6-methoxy-1h-indanone;6-methoxy-2,3-dihydro-1H-inden-1-one;6-methoxy-2,3-dihydroinden-1-one;6-methoxyindan-1-one;6-methoxy-indan-1-one;MFCD00021232;1H-Inden-1-one, 2,3-dihydro-6-methoxy-;NSC 338231;2,3-dihydro-6-methoxyinden-1-one;6-methoxyindanone;NSC338231;6-methoxy-1-indanon;6-methoxy-l-indanone;2,3-dihydro-6-methoxy-1h-inden-1-one;SCHEMBL251842;F5657-0080;UJGDLLGKMWVCPT-UHFFFAOYSA-;DTXSID60318971;6-Methoxy-1-indanone, >=97%;BCP26986;CS-D0603;6-methoxy-2,3-dihydro-1H-indenone;6-methoxy-2,3-dihydro-inden-1-one;BBL103111;STL556921;AKOS000196690;FS-1312;NSC-338231;NCGC00184089-01;NCGC00184089-02;NCGC00184089-03;NCGC00184089-04;AC-23407;BP-12726;SY007530;AM20020442;FT-0621179;M1535;EN300-67392;AT-051/43421128;J-518834;5-methoxy-1H-inden-2(3H)-one;6-METHOXY-INDAN-1-ONE

Chemical Property of 6-Methoxy-1-indanone

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00191mmHg at 25°C
• Melting Point: 105-109 °C(lit.)
• Refractive Index: 1.564
• Boiling Point: 291.7 °C at 760 mmHg
• Flash Point: 137.4 °C
• PSA: 26.30000
• Density: 1.166 g/cm³
• LogP: 1.82410
• Storage Temp.: Refrigerator
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

99.9% ^*data from raw suppliers

6-Methoxy-1-indanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-36/37-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(CCC2=O)C=C1
• Uses: Indanone derivative as a1-adrenoceptor antagonist. Indanone derivative as α1-adrenoceptor antagonist. 6-Methoxy-1-indanone was used in the synthesis of 5-methoxyninhydrin (2,2-dihydroxy-5-methoxy-1,3-indanedione).

Technology Process of 6-Methoxy-1-indanone

There total 29 articles about 6-Methoxy-1-indanone 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: 100.0%

3-(4-methoxyphenyl)propanoic acid (1929-29-9) → 6-methoxy-2,3-dihydro-1H-inden-1-one (13623-25-1)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; at 0 - 80 ℃; for 1h; Solvent; Temperature; Time; Reagent/catalyst; Concentration; Catalytic behavior; High pressure; Inert atmosphere; Green chemistry;

DOI:10.3390/molecules19055599

Reference yield: 98.0%

6-hydroxy-1-indanone (62803-47-8) + methyl iodide (74-88-4) → 6-methoxy-2,3-dihydro-1H-inden-1-one (13623-25-1)

Guidance literature:

6-hydroxy-1-indanone; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

methyl iodide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 20.5h; Inert atmosphere;

DOI:10.1021/acs.joc.7b02493

Reference yield: 95.0%

3-(4-methoxyphenyl)propionyl chloride (15893-42-2) → 6-methoxy-2,3-dihydro-1H-inden-1-one (13623-25-1)

Guidance literature:

DOI:10.1021/jo00188a001

upstream raw materials:

3-(4-methoxyphenyl)propanoic acid

danishefsky's diene

3-nitro-2-cyclopentenone

carbon monoxide

Downstream raw materials:

1-(6-methoxy-2,3-dihydro-1H-inden-1-ylidene)-2-phenylhydrazine

6-methoxyindan-1-ylamine

aniline

5,10-dihydro-3-methoxyindeno[1,2-b]indole

Refernces

• 1、 Zhao, Ke-Qing,Chen, Chao,Monobe, Hirosato,Hu, Ping,Wang, Bin-Qin,Shimizu, Yo. "Three-chain truxene discotic liquid crystal showing high charged carrier mobility". . p. 6290 - 6292. Retrieved 2011.
• 2、 Johnson,Shelberg. "-". . p. 1853. Retrieved 1945.
• 3、 Cui, Dong-Mei,Zhang, Chen,Kawamura, Masato,Shimada, Shigeru. "Synthesis of 1-indanones by intramolecular Friedel-Crafts reaction of 3-arylpropionic acids catalyzed by Tb(OTf)3". . p. 1741 - 1745. Retrieved 2004.
• 4、 Kadayat, Tara Man,Banskota, Suhrid,Bist, Ganesh,Gurung, Pallavi,Magar, Til Bahadur Thapa,Shrestha, Aarajana,Kim, Jung-Ae,Lee, Eung-Seok. "Synthesis and biological evaluation of pyridine-linked indanone derivatives: Potential agents for inflammatory bowel disease". . p. 2436 - 2441. Retrieved 2018.
• 5、 Monobe,Chen,Zhao,Hu,Miyake,Fujii,Ozaki,Shimizu. "Bipolar carrier transport in Tri-Substituted octyloxy-Truxene DLC". . p. 149 - 155. Retrieved 2011.
• 6、 Zhou, Yu,Fu, Yan,Yin, Wanchao,Li, Jian,Wang, Wei,Bai, Fang,Xu, Shengtao,Gong, Qi,Peng, Tao,Hong, Yu,Zhang, Dong,Zhang, Dan,Liu, Qiufeng,Xu, Yechun,Xu, H. Eric,Zhang, Haiyan,Jiang, Hualiang,Liu, Hong. "Kinetics-Driven Drug Design Strategy for Next-Generation Acetylcholinesterase Inhibitors to Clinical Candidate". . p. 1844 - 1855. Retrieved 2021/03/01.
• 7、 He, Guoxue,Ma, Jinyu,Zhou, Jianhui,Li, Chunpu,Liu, Hong,Zhou, Yu. "A metal-free method for the facile synthesis of indanonesviathe intramolecular hydroacylation of 2-vinylbenzaldehyde". supporting information. p. 1036 - 1040. Retrieved 2021/02/09.