2-Methyl-1-indanone

Base Information

• Chemical Name: 2-Methyl-1-indanone
• CAS No.: 17496-14-9
• Molecular Formula: C10H10 O
• Molecular Weight: 146.189
• Hs Code.: 2914399090
• European Community (EC) Number: 605-746-6
• NSC Number: 67345
• UNII: OS704F44DR
• DSSTox Substance ID: DTXSID30290210
• Nikkaji Number: J460.216A
• Pharos Ligand ID: 8DBXTMXKVDGA
• ChEMBL ID: CHEMBL155191
• Mol file: 17496-14-9.mol

Synonyms:2-Methyl-1-indanone;17496-14-9;2-Methyl-2,3-dihydro-1H-inden-1-one;2-methylindan-1-one;2-Methyl-indan-1-one;2-methyl-2,3-dihydroinden-1-one;2-methylindanone;1H-Inden-1-one, 2,3-dihydro-2-methyl-;MFCD00192303;NSC-67345;2,3-Dihydro-2-methyl-1H-inden-1-one;2-Methylindanone, (+/-)-;CHEMBL155191;OS704F44DR;2-methyl-indanone;NSC67345;2-methyl-1-indanon;2- methyl-1-indanone;2 -Methylindan-1-one;2-Methyl-1-indanone #;NCIOpen2_000118;UNII-OS704F44DR;SCHEMBL354925;2-Methyl-1-indanone, 99%;(+/-)-2-methyl-1-indanone;SCHEMBL13866434;DTXSID30290210;2-methyl-2,3-dihydro-inden-1-one;BDBM50008546;AKOS004908001;AS-5584;CS-W018228;SY081370;FT-0612904;EN300-100485;A811700;J-011052;Z854042930

Chemical Property of 2-Methyl-1-indanone

Chemical Property:

• Appearance/Colour: Pale yellow liquid
• Vapor Pressure: 0.0426mmHg at 25°C
• Melting Point: 47-47.5 °C
• Refractive Index: n20/D 1.555(lit.)
• Boiling Point: 238.365 °C at 760 mmHg
• Flash Point: 94.398 °C
• PSA: 17.07000
• Density: 1.083 g/cm³
• LogP: 2.06150
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 146.073164938
• Heavy Atom Count: 11
• Complexity: 174

Purity/Quality:

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

2-Methyl-1-indanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 22-36/37/38
• Safety Statements: 23-26-36/37/39-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1CC2=CC=CC=C2C1=O
• Uses: 2-Methyl-1-indanone may be used as a starting material in the synthesis of β-benzocycloalkenone. It may be used in the synthesis of the following:cyclohex-2-en-1-yl 2-methyl-1H-inden-3-yl carbonate2-hydroxy-2-methyl-1-indanoneO-alkoxycarbonylation of lithium enolates

Technology Process of 2-Methyl-1-indanone

There total 120 articles about 2-Methyl-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: 97.0%

2-methyl-1-phenylprop-2-en-1-one (769-60-8) → 2,3-dihydro-2-methyl-1H-inden-1-one (17496-14-9)

Guidance literature:

With trifluorormethanesulfonic acid; at 25 ℃; for 2h; further reagent: TFSA + TFA;

DOI:10.1021/ja971100g

Reference yield: 80.0%

S-(4-cyano)phenyl 2-(prop-2-enyl)benzenecarbothioate (560134-52-3) → 2,3-dihydro-2-methyl-1H-inden-1-one (17496-14-9) + 2-(prop-2-enyl)benzyl alcohol (84801-07-0)

Guidance literature:

With tetraethylammonium tosylate; In N,N-dimethyl-formamide; at 60 ℃; Electrolysis;

DOI:10.1021/jo0268512

Reference yield: 64.0%

thiophenol (108-98-5) + S-(4-pentynyl) 2-allylbenzenecarbothioate → 2,3-dihydro-2-methyl-1H-inden-1-one (17496-14-9) + 3,4-dihydronaphthalene-1(2H)-one (529-34-0) + 2-[1-Phenylsulfanyl-meth-(Z)-ylidene]-tetrahydro-thiophene + 2-[1-Phenylsulfanyl-meth-(E)-ylidene]-tetrahydro-thiophene

Guidance literature:

With 2,2'-azobis(isobutyronitrile); In benzene; Further byproducts given; Heating;

DOI:10.1021/ol034252r

upstream raw materials:

diethyl ether

ethylmagnesium bromide

2-methyl-3-phenylpropanoic acid

2-benzyl-2-methylmalonic acid

Downstream raw materials:

2-methyl-3-phenethyl-indene

2-bromo-2-methyl-2,3-dihydro-1H-inden-1-one

(2-carboxyphenyl)acetone

phthalonic acid

Refernces

• 1、 Hoshimoto, Yoichi,Hayashi, Yukari,Ohashi, Masato,Ogoshi, Sensuke. "Kinetic and Theoretical Studies on Ni0/N-Heterocyclic Carbene-Catalyzed Intramolecular Alkene Hydroacylation". . p. 278 - 282. Retrieved 2017.
• 2、 Caro, B.,Jaouen, G.. "REDUCTION PAR LE BOROHYDRURE DE SODIUM D'INDANONES CHROME TRICARBONYLE ENDO SUBSTITUEES EN α ET β. POSITION DE L'ETAT DE TRANSITION ET FACTEURS DE REACTIVITE". . p. 93 - 102. Retrieved 1983.
• 3、 Lu, Xiunan,Zhang, Jian,Xu, Liangyao,Shen, Wenzhou,Yu, Feifei,Ding, Liyuan,Zhong, Guofu. "Ruthenium-Catalyzed Brook Rearrangement Involved Domino Sequence Enabled by Acylsilane-Aldehyde Corporation". supporting information. p. 5610 - 5616. Retrieved 2020/07/24.
• 4、 Dai, Yun,Feng, Xiangqing,Du, Haifeng. "B(C6F5)3-Catalyzed Highly Stereoselective Hydrogenation of Unfunctionalized Tetrasubstituted Olefins". supporting information. p. 6884 - 6887. Retrieved 2019/10/02.