7A-METHYL-2,3,7,7A-TETRAHYDRO-1H-INDENE-1,5(6H)-DIONE

Base Information

• Chemical Name: 7A-METHYL-2,3,7,7A-TETRAHYDRO-1H-INDENE-1,5(6H)-DIONE
• CAS No.: 19576-08-0
• Molecular Formula: C10H12O2
• Molecular Weight: 164.2
• Hs Code.: 2914190090
• Mol file: 19576-08-0.mol

Synonyms:1,5(6H)-Indandione,7,7a-dihydro-7a-methyl- (6CI,7CI,8CI);2,3,7,7a-Tetrahydro-7a-methyl-1H-indene-1,5(6H)-dione;6-Methylbicyclo[4.3.0]non-1-ene-3,7-dione;8-Methyl-1,5-dioxo-5,6,7,8-tetrahydroindan;

Chemical Property of 7A-METHYL-2,3,7,7A-TETRAHYDRO-1H-INDENE-1,5(6H)-DIONE

Chemical Property:

• Vapor Pressure: 0.000594mmHg at 25°C
• Melting Point: 69.0 to 73.0 °C
• Refractive Index: 1.524
• Boiling Point: 310.6 °C at 760 mmHg
• Flash Point: 116.2 °C
• PSA: 34.14000
• Density: 1.13 g/cm³
• LogP: 1.64490

Purity/Quality:

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

2,3,7,7a-Tetrahydro-7a-methyl-1H-indene-1,5(6H)-dione >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7A-METHYL-2,3,7,7A-TETRAHYDRO-1H-INDENE-1,5(6H)-DIONE

There total 51 articles about 7A-METHYL-2,3,7,7A-TETRAHYDRO-1H-INDENE-1,5(6H)-DIONE 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: 95.0%

2-methyl-2-(3-oxobutyl)-1,3-cyclopentanedione (25112-78-1) → (R)-7a-methyl-2,3,7,7a-tetrahydro-6H-indene-1,5-dione (17553-86-5,19576-08-0,20007-98-1,17553-89-8)

Guidance literature:

With CHF₃O₃S*C₁₀H₂₄N₂; 3-nitrobenzoic acid; at 20 ℃; for 12h; optical yield given as %ee; enantioselective reaction; Neat (no solvent);

DOI:10.1021/jo202433v

Reference yield: 91.0%

(3aR,7aR)-3a-hydroxy-7a-methylperhydroindene-1,5-dione (35544-95-7,51065-67-9) → (R)-7a-methyl-2,3,7,7a-tetrahydro-6H-indene-1,5-dione (17553-86-5,19576-08-0,20007-98-1,17553-89-8)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 1h; Heating;

DOI:10.1021/jm0109309

Reference yield: 65.0%

2-Methylcyclopentane-1,3-dione (765-69-5) + methyl vinyl ketone (78-94-4,25038-87-3) → (R)-7a-methyl-2,3,7,7a-tetrahydro-6H-indene-1,5-dione (17553-86-5,19576-08-0,20007-98-1,17553-89-8)

Guidance literature:

2-Methylcyclopentane-1,3-dione; methyl vinyl ketone; With acetic acid; In water;

With D-Prolin; In N,N-dimethyl-formamide;

With sulfuric acid; In N,N-dimethyl-formamide; Further stages.;

DOI:10.1021/ol015763l

upstream raw materials:

2-Methylcyclopentane-1,3-dione

acetonedicarboxylic acid

4-(diethylamino)butan-2-one

methyl vinyl ketone

Downstream raw materials:

(R)-7a-methyl-2,3,7,7a-tetrahydro-6H-indene-1,5-dione

(7aR,1R)-4-(2-benzyloxyethyl)-7a-methyl-5-oxo-2,3,5,6,7,7a-hexahydro-1H-inden-1-ol, pivaloate ester

2,2-Dimethyl-propionic acid (1R,3aR,4R,7aR)-4-(2-benzyloxy-ethyl)-7a-methyl-5-oxo-octahydro-inden-1-yl ester

rac-3-Methoxy-1,3,5⁽¹⁰⁾,9⁽¹¹⁾-oestratetraen-17-on

Refernces

• 1、 Clot-Almenara, Lidia,Rodríguez-Escrich, Carles,Pericàs, Miquel A.. "Desymmetrisation of: Meso -diones promoted by a highly recyclable polymer-supported chiral phosphoric acid catalyst". . p. 6910 - 6914. Retrieved 2018/02/23.
• 2、 Sano, Kaoru,Kohari, Yoshihito,Nakano, Hiroto,Seki, Chigusa,Takeshita, Mitsuhiro,Tokiwa, Micho,Hirose, Yoshihiko,Uwai, Koji. "Lipase-catalyzed domino Michael-aldol reaction of 2-methyl-1,3-cycloalkanedione and methyl vinyl ketone for the synthesis of bicyclic compounds". supporting information. p. 46 - 54. Retrieved 2016/01/09.