DiMethyl bicyclo[1.1.1]pentane-1,3-dicarboxylate

Base Information

• Chemical Name: DiMethyl bicyclo[1.1.1]pentane-1,3-dicarboxylate
• CAS No.: 115913-32-1
• Molecular Formula: C₉H₁₂O₄
• Molecular Weight: 184.192
• Hs Code.: 2917200090
• Mol file: 115913-32-1.mol

Synonyms:W2903;dimethyl bicyclo<1.1.1>pentane-1,3-dicarboxylate;

Chemical Property of DiMethyl bicyclo[1.1.1]pentane-1,3-dicarboxylate

Chemical Property:

• Boiling Point: 233.8±20.0 °C(Predicted)
• PSA: 52.60000
• Density: 1.369±0.06 g/cm3(Predicted)
• LogP: 0.50270
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

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

DimethylBicyclo[1.1.1]pentane-1,3-dicarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Dimethyl Bicyclo[1.1.1]pentane-1,3-dicarboxylate is a useful reagent for preparation of terminally functionalized [n]staffanes.

Technology Process of DiMethyl bicyclo[1.1.1]pentane-1,3-dicarboxylate

There total 9 articles about DiMethyl bicyclo[1.1.1]pentane-1,3-dicarboxylate 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: 99.0%

methanol (67-56-1) + bicyclo<1.1.1>pentane-1,3-dicarboxylic acid (56842-95-6) → dimethyl bicyclo<1.1.1>pentane-1,3-dicarboxylate (115913-32-1)

Guidance literature:

for 0.5h; Heating;

DOI:10.1021/jo00254a038

Reference yield: 99.0%

1,3-bis(chlorocarbonyl)bicyclo<1.1.1>pentane (115913-31-0) → dimethyl bicyclo<1.1.1>pentane-1,3-dicarboxylate (115913-32-1)

Guidance literature:

Reference yield: 62.0%

bicyclo<1.1.1>pentane-1,3-dicarboxylic acid (56842-95-6) + methyl iodide (74-88-4) → dimethyl bicyclo<1.1.1>pentane-1,3-dicarboxylate (115913-32-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

upstream raw materials:

methanol

bicyclo<1.1.1>pentane-1,3-dicarboxylic acid

1,3-bis(chlorocarbonyl)bicyclo<1.1.1>pentane

bicyclo[1.1.1]pentane

Downstream raw materials:

bicyclo<1.1.1>pentane-1,3-dicarboxylic acid

3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylic acid

3-((tert-butoxycarbonyl)amino)bicyclo[1.1.1]pentane-1-carboxylic acid methyl ester

(R)-2-{N-{[3-(1,2,4-oxadiazol-3-yl)bicyclo[1.1.1]pentan-1-yl]-methyl}-4-chlorophenylsulfonamido}-5,5,5-trifluoropentanamide

Refernces

• 1、 Dallaston, Madeleine A.,Houston, Sevan D.,Williams, Craig M.. "Cubane, Bicyclo[1.1.1]pentane and Bicyclo[2.2.2]octane: Impact and Thermal Sensitiveness of Carboxyl-, Hydroxymethyl- and Iodo-substituents". supporting information. p. 11966 - 11970. Retrieved 2020/08/25.
• 2、 Kokhan, Serhii O.,Valter, Yevheniia B.,Tymtsunik, Andriy V.,Komarov, Igor V.,Grygorenko, Oleksandr O.. "Bicyclo[1.1.1]pentane-Derived Building Blocks for Click Chemistry". . p. 6450 - 6456. Retrieved 2017/12/01.