TETRAMETHYL 2,6-DIHYDROXYBICYCLO[3.3.1]NONA-2,6-DIENE-1,3,5,7-TETRACARBOXYLATE

Base Information

• Chemical Name: TETRAMETHYL 2,6-DIHYDROXYBICYCLO[3.3.1]NONA-2,6-DIENE-1,3,5,7-TETRACARBOXYLATE
• CAS No.: 6966-22-9
• Molecular Formula: C₁₇H₂₀O₁₀
• Molecular Weight: 384.34
• Hs Code.: 29181998
• Mol file: 6966-22-9.mol

Synonyms:Bicyclo[3.3.1]nona-2,6-diene-1,3,5,7-tetracarboxylicacid, 2,6-dihydroxy-, tetramethyl ester (9CI); Meerwein's ester; NSC 117542;NSC 18752; NSC 78481; Tetramethyl2,6-dihydroxybicyclo[3.3.1]nona-2,6-diene-1,3,5,7-tetracarboxylate; Tetramethylbicyclo[3.3.1]nonane-2,6-dione-1,3,5,7-tetracarboxylate

Chemical Property of TETRAMETHYL 2,6-DIHYDROXYBICYCLO[3.3.1]NONA-2,6-DIENE-1,3,5,7-TETRACARBOXYLATE

Chemical Property:

• Vapor Pressure: 1.32E-11mmHg at 25°C
• Melting Point: 167-169oC(lit.)
• Refractive Index: 1.7330 (estimate)
• Boiling Point: 488.8°C at 760 mmHg
• Flash Point: 168.8°C
• PSA: 145.66000
• Density: 1.384g/cm³
• LogP: 0.47290

Purity/Quality:

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

Tetramethyl 2,6-dihydroxybicyclo[3.3.1]nona-2,6-diene-1,3,5,7-tetracarboxylate 98% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of TETRAMETHYL 2,6-DIHYDROXYBICYCLO[3.3.1]NONA-2,6-DIENE-1,3,5,7-TETRACARBOXYLATE

There total 4 articles about TETRAMETHYL 2,6-DIHYDROXYBICYCLO[3.3.1]NONA-2,6-DIENE-1,3,5,7-TETRACARBOXYLATE 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%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + malonic acid dimethyl ester (108-59-8) → Tetramethyl 2,6-Dihydroxybicyclo<3.3.1>nona-2,6-diene-1,3,5,7-tetracarboxylate (6966-22-9)

Guidance literature:

formaldehyd; malonic acid dimethyl ester; With piperidine; In benzene; for 26h; Reflux;

With sodium methylate; In methanol; Inert atmosphere; Reflux;

DOI:10.1055/s-0028-1083364

Reference yield: 70.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + diethyl malonate (105-53-3) → Tetramethyl 2,6-Dihydroxybicyclo<3.3.1>nona-2,6-diene-1,3,5,7-tetracarboxylate (6966-22-9)

Guidance literature:

formaldehyd; diethyl malonate; With 1-methyl-piperazine; In toluene; at 100 - 120 ℃; for 18h; Dean-Stark;

With sodium methylate; In methanol; for 20h; Reflux;

With hydrogenchloride; In water;

DOI:10.1055/s-0033-1341251

Reference yield:

2,6-Dihydroxybicyclo<3.3.1>nona-2,6-dien-1,3,5,7-tetracarbonsaeure-tetramethylester (Dinatrium-Salz) (151222-63-8) → Tetramethyl 2,6-Dihydroxybicyclo<3.3.1>nona-2,6-diene-1,3,5,7-tetracarboxylate (6966-22-9)

Guidance literature:

With carbon dioxide; In water; for 2.5h; Yield given;

upstream raw materials:

2,6-Dihydroxybicyclo<3.3.1>nona-2,6-dien-1,3,5,7-tetracarbonsaeure-tetramethylester (Dinatrium-Salz)

formaldehyd

malonic acid dimethyl ester

hexamethyl pentane-1,1,3,3,5,5-hexacarboxylate

Downstream raw materials:

bicyclo[3.3.1]nonane-2,6-dione

(+)-(1R)-2-carboxyadamantane-4,8-dione

(-)-(1S)-2-carboxyadamantane-4,8-dione