spiro[3.3]heptane-2,6-dicarboxylic acid

Base Information

• Chemical Name: spiro[3.3]heptane-2,6-dicarboxylic acid
• CAS No.: 3057-91-8
• Molecular Formula: C₉H₁₂O₄
• Molecular Weight: 184.192
• Hs Code.: 2917209090
• Mol file: 3057-91-8.mol

Synonyms:Fecht acid;NSC 47621

Chemical Property of spiro[3.3]heptane-2,6-dicarboxylic acid

Chemical Property:

• Vapor Pressure: 3.77E-08mmHg at 25°C
• Melting Point: 230-235℃
• Boiling Point: 417.8°Cat760mmHg
• PKA: 4.35±0.40(Predicted)
• Flash Point: 220.6°C
• PSA: 74.60000
• Density: 1.4g/cm³
• LogP: 0.96200
• Storage Temp.: 2-8°C

Purity/Quality:

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

Spiro[3.3]heptane-2,6-dicarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of spiro[3.3]heptane-2,6-dicarboxylic acid

There total 12 articles about spiro[3.3]heptane-2,6-dicarboxylic acid 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: 90.0%

dicinnamyl (-)-spiro[3.3]heptane-2,6-dicarboxylate → d-Spiro<3,3>heptan-2,6-dicarbonsaeure (3057-91-8,10600-94-9,27259-78-5,52193-74-5)

Guidance literature:

With hydrogenchloride; acetic acid; for 3h; Heating;

DOI:10.1080/10242430210705

Reference yield: 58.0%

2,6-dicinnamyl spiro[3.3]heptane-2,6-dicarboxylate → spiro[3.3]heptane-2,6-dicarboxylic acid (3057-91-8,27259-78-5,52193-74-5)

Guidance literature:

With hydrogenchloride; acetic acid; at 130 ℃; for 3h;

DOI:10.1016/j.molstruc.2022.132538

Reference yield: 18.0%

pentaerythritol tetrabromide (3229-00-3) + diethyl malonate (105-53-3) → spiro[3.3]heptane-2,6-dicarboxylic acid (3057-91-8,27259-78-5,52193-74-5)

Guidance literature:

pentaerythritol tetrabromide; diethyl malonate; With sodium; In pentan-1-ol; at 55 - 60 ℃; for 48h; Inert atmosphere;

With potassium hydroxide; In ethanol; at 20 ℃; for 72h; Sealed tube;

DOI:10.1039/d1ce01542g

upstream raw materials:

pentaerythritol tetrabromide

dimethyl malonate sodium salt

spiro[3.3]heptane-2,2,6,6-tetracarboxylic acid

hydrogen ethyl malonate

Downstream raw materials:

diethyl spiro[3.3]heptane-2,6-dicarboxylate

dimethyl spiro[3.3]heptane-2,6-dicarboxylate

Methyl-hydrogen-spiro<3.3>heptan-2,6-dicarboxylat

(+)-2,6-dibromo-spiro[3.3]heptane-dicarboxylic acid-(2.6)

Refernces

• 1、 Bortel, Gábor,F?ldes, Dávid,Jakab, Emma,Kamarás, Katalin,Kováts, éva,Pekker, Sándor,Tarczay, Gy?rgy. "Preparation and characterization of a new chiral metal-organic framework with spiranes". . . Retrieved 2022/02/22.
• 2、 Tang, Hong-Zhi,Miura, Hiroshi,Kawakami, Yusuke. "Enantiopure spiro[3.3]heptane-2,6-dicarboxylic acid". . p. 5 - 9. Retrieved 2007/10/03.