6,6-Dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione

Base Information

• Chemical Name: 6,6-Dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione
• CAS No.: 5617-70-9
• Molecular Formula: C8H10 O4
• Molecular Weight: 170.165
• Hs Code.: 2932999099
• European Community (EC) Number: 227-044-5
• DSSTox Substance ID: DTXSID40204702
• Nikkaji Number: J225.057H
• Wikidata: Q83078129
• Mol file: 5617-70-9.mol

Synonyms:6,6-Dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione;5617-70-9;cycl-Isopropylidene cyclopropane-1,1-dicarboxylate;6,6-Dimethyl-5,7-dioxaspiro(2.5)octane-4,8-dione;cyclic Isopropylidene 1,1-cyclopropanedicarboxylate;5,7-Dioxaspiro[2.5]octane-4,8-dione, 6,6-dimethyl-;EINECS 227-044-5;MFCD00042796;6,6-Dimethyl-5,7-dioxaspiro[2.5]octan-4,8-dione;6,6-dimethyl-5,7-dioxaspiro[2,5]octane-4,8-dione;6,6-dimethyl-5,7-dioxaspiro(2,5)octane-4,8-dione;SCHEMBL892475;DTXSID40204702;BCP21765;AKOS009153359;AM90113;AS-67755;CS-0088480;FT-0606082;isopropylidene cyclopropane-1,1-dicarboxylate;EN300-29758;D74696;AB01005424-01;A830942;2,2-Dimethyl-5,5-ethylene-1,3-dioxane-4,6-dione;Cyclic-isopropylidene cyclopropane-1,1-dicarboxylate;6,6-dimethyl-5,7-dioxa-spiro[2,5]octane-4,8-dione;6,6-dimethyl-5,7-dioxa-spiro[2.5]octane-4,8-dione;6,6-dimethyl-5,7-dioxaspiro[2,5]-octane-4,8-dione;6,6-dimethyl-5,7-dioxaspiro[2.5]-octane-4,8-dione;6,6-dimethyl-5,7-dioxaspiro[2.5]octane 4,8-dione;6,6-Dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione #;6,6-dimethyl-5,7-dioxaspiro[2.5]octane-4,8-quinone;cyclic Isopropylidene 1,1-cyclopropanedicarboxylate, 99%;Z285921580;Cyclopropane-1,1-dicarboxylic acid cycl-isopropylidene ester

Chemical Property of 6,6-Dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione

Chemical Property:

• Vapor Pressure: 1.66E-06mmHg at 25°C
• Melting Point: 63-65 °C(lit.)
• Boiling Point: 396.8°Cat760mmHg
• Flash Point: 215.9°C
• PSA: 52.60000
• Density: 1.29g/cm³
• LogP: 0.60270
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMF: soluble(lit.)
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 170.05790880
• Heavy Atom Count: 12
• Complexity: 240

Purity/Quality:

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

6,6-Dimethyl-5,7-dioxaspiro[2.5]octan-4,8-dione ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1(OC(=O)C2(CC2)C(=O)O1)C
• Uses: 6,6-Dimethyl-5,7-dioxaspiro[2.5]octan-4,8-dione is used as a reagent to synthesize Bis-benzimidazoles, compounds that act as inhibitors of Type II Dihydrofolate reductase (an enzyme that is produced by bacteria in response to Trimethoprim [T795615]as a defense mechanism).

Technology Process of 6,6-Dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione

There total 7 articles about 6,6-Dimethyl-5,7-dioxaspiro[2.5]octane-4,8-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: 85.0%

cyclopropane-1,1-dicarboxylic acid (598-10-7) + acetone (67-64-1) → cycl-isopropylidene cyclopropane-1,1-dicarboxylate (5617-70-9)

Guidance literature:

With sulfuric acid; acetic anhydride; at 0 ℃; for 1h;

DOI:10.1080/00397919808004415

Reference yield: 82.0%

5-(2-chloroethyl)-2,2-dimethyl-1,3-dioxane-4,6-dione (505048-26-0) → cycl-isopropylidene cyclopropane-1,1-dicarboxylate (5617-70-9)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1081/SCC-120014984

Reference yield: 80.0%

cycl-isopropylidene malonate (2033-24-1) + (2-bromoethyl)(diphenyl)sulfonium trifluoromethanesulfonate (247129-85-7) → cycl-isopropylidene cyclopropane-1,1-dicarboxylate (5617-70-9)

Guidance literature:

With potassium carbonate; In ethyl acetate; at 20 ℃; for 2h;

DOI:10.1248/cpb.c16-00625

upstream raw materials:

cyclopropane-1,1-dicarboxylic acid

acetone

5-(2-chloroethyl)-2,2-dimethyl-1,3-dioxane-4,6-dione

cycl-isopropylidene malonate

Downstream raw materials:

5-[2-(2-Benzoyl-5-methylsulfanyl-pyrrol-1-yl)-ethyl]-2,2-dimethyl-[1,3]dioxane-4,6-dione

8,8-dimethyl-3-methylsulfanyl-11-phenyl-4,5-dihydro-11H-7,9,10-trioxa-3a-aza-benzo[a]cyclopenta[e]cycloocten-6-one

1-phenyl-2-oxo-3-pyrrolidine-3-carboxylic acid

2-acetyl-7-benzyl-9-[(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)ethyl]guaninium inner salt

Refernces

• 1、 -. "Preparation method and application of compound containing zinc-bound and quinoline skeleton". Paragraph 0139-0142. . Retrieved 2021/11/10.
• 2、 Chen, Fei,Dong, Yuhong,Gong, Ping,Hu, Hao,Liu, Yajing. "Discovery of novel dual c-Met/HDAC inhibitors as a promising strategy for cancer therapy". . . Retrieved 2020/06/01.