5,5-Dibromo-2,2-dimethyl-1,3-dioxane-4,6-dione

Base Information

• Chemical Name: 5,5-Dibromo-2,2-dimethyl-1,3-dioxane-4,6-dione
• CAS No.: 66131-14-4
• Molecular Formula: C₆H₆Br₂O₄
• Molecular Weight: 301.919
• Hs Code.: 29322090
• European Community (EC) Number: 679-774-2
• DSSTox Substance ID: DTXSID30471860
• Nikkaji Number: J208.405H
• Wikidata: Q82300542
• Mol file: 66131-14-4.mol

Synonyms:66131-14-4;5,5-dibromo-2,2-dimethyl-1,3-dioxane-4,6-dione;5,5-Dibromomeldrum's Acid;13958-16-2;Cyclo-isopropylidene dibromomalonate;C6H6Br2O4;5,5-Dibromo-2,2-dimethyl-4,6-dioxo-1,3-dioxane;MFCD00059808;cycl-Isopropylidene Dibromomalonate;1,3-Dioxane-4,6-dione, 5,5-dibromo-2,2-dimethyl-;SCHEMBL1311424;DTXSID30471860;AKOS015912388;5,5-Dibromomeldrums Acid (=5,5-Dibromo-2,2-dimethyl-4,6-dioxy-1,3-dioxane);AS-73627;SY054244;5,5-DIBROMOMELDRUM'S ACID;>98%;D1710;FT-0600656;FT-0619769;D78190;Dibromomalonic Acid Cyclic Isopropylidine Ester;5,5-Dibromo-2,2-dimethyl-4,6-dioxy-1,3-dioxane;PROPANEDIOIC ACID,2-(2,2-DIBROMO-1-METHYLETHYLIDENE)-;5,5-DIBROMOMELDRUM'S ACID (5,5-DIBROMO-2,2-DIMETHYL-4,6-DIOXO-1,3-DIOXANE)

Chemical Property of 5,5-Dibromo-2,2-dimethyl-1,3-dioxane-4,6-dione

Chemical Property:

• Melting Point: 75°C
• Boiling Point: 382.3±42.0 °C(Predicted)
• Flash Point: 185.023oC
• PSA: 52.60000
• Density: 2.052±0.06 g/cm3(Predicted)
• LogP: 1.30860
• Storage Temp.: Freezer
• Solubility.: almost transparency in Methanol
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 301.86123
• Heavy Atom Count: 12
• Complexity: 224

Purity/Quality:

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

5,5-Dibromomeldrum''sacid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38-36/37/39-26
• Safety Statements: 26-36/37/39-36/37/38

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OC(=O)C(C(=O)O1)(Br)Br)C

Technology Process of 5,5-Dibromo-2,2-dimethyl-1,3-dioxane-4,6-dione

There total 2 articles about 5,5-Dibromo-2,2-dimethyl-1,3-dioxane-4,6-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: 72.0%

cycl-isopropylidene malonate (2033-24-1) → 2,2-dimethyl-5,5-dibromo-1,3-dioxane-4,6-dione (66131-14-4)

Guidance literature:

With sodium hydroxide; bromine; at 0 ℃; for 0.333333h;

DOI:10.1515/znb-2004-0202

Reference yield:

5-bromo-2,2-dimethyl-[1,3]dioxane-4,6-dione (66145-20-8) → 2,2-dimethyl-5,5-dibromo-1,3-dioxane-4,6-dione (66131-14-4)

Guidance literature:

With sodium hydroxide; bromine;

DOI:10.1021/ja01541a040

Reference yield: 76.0%

2,2-dimethyl-5,5-dibromo-1,3-dioxane-4,6-dione (66131-14-4) + 1,1-Diphenylhydrazine (530-50-7) → 2,2-dimethyl-1,3-dioxane-4,5,6-trione 5-diphenylhydrazone (90368-29-9)

Guidance literature:

In ethanol; for 1h; Ambient temperature;

DOI:10.1021/jo00189a025

upstream raw materials:

cycl-isopropylidene malonate

5-bromo-2,2-dimethyl-[1,3]dioxane-4,6-dione

Downstream raw materials:

2,2-dimethyl-[1,3]dioxane-4,5,6-trione-5-phenylhydrazone

2,2-dimethyl-1,3-dioxane-4,5,6-trione 5-diphenylhydrazone