Spiro[4.4]nonane-1,6-dione

Base Information

• Chemical Name: Spiro[4.4]nonane-1,6-dione
• CAS No.: 27723-43-9
• Molecular Formula: C₉H₁₂O₂
• Molecular Weight: 152.193
• Hs Code.: 2914290090
• Mol file: 27723-43-9.mol

Synonyms:(?à)-Spiro[4.4]nonane-1,6-dione; NSC314546

Chemical Property of Spiro[4.4]nonane-1,6-dione

Chemical Property:

• Vapor Pressure: 0.0012mmHg at 25°C
• Melting Point: 37.0-37.5 °C
• Boiling Point: 299.3°C at 760 mmHg
• Flash Point: 111.8°C
• PSA: 34.14000
• Density: 1.13g/cm³
• LogP: 1.47880

Purity/Quality:

99% ^*data from raw suppliers

SPIRO[4,4]NONANE-1,6-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Spiro[4.4]nonane-1,6-dione

There total 38 articles about Spiro[4.4]nonane-1,6-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: 90.0%

C14H22O3 (1314043-02-1) → (+)-1,6-spiro<4.4>nonanedione (36551-90-3,21932-23-0,27723-43-9)

Guidance literature:

With hydrogenchloride; water; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1002/adsc.201100089

Reference yield: 86.0%

(1S,5S,6S)-spiro-[4.4]nonane-1,6-diol → (-)-spiro[4.4]nonane-1,6-dione (21932-23-0,27723-43-9,36551-90-3)

Guidance literature:

With Dess-Martin periodane; In dichloromethane;

DOI:10.1021/ol050669g

Reference yield: 73.0%

3,4,5,6,7,8-hexahydro-2H-cyclopenta[b]oxepin-2-one → spiro[4.4]nonane-1,6-dione (21932-23-0,27723-43-9,36551-90-3)

Guidance literature:

With C₂₉H₂₆FN₄O⁽¹⁺⁾*Br^(1-); caesium carbonate; In dichloromethane; at 20 ℃; enantioselective reaction;

DOI:10.1039/d1cc05205e

upstream raw materials:

10-oxatriacyclo<4.3.1.0>decan-2-one

4-(2-oxocyclopentyl)butanoic acid

acetic anhydride

(+)-cis-6-hydroxyspiro<4.4>nonan-1-one

Downstream raw materials:

(+)-1,6-spiro<4.4>nonanedione

(-)-(1R,6R)-trans,trans-Spiro<4,4>nonan-1,6-diol-bis-<4-methyl-phenyl-thion-kohlensaeureester>

Refernces

• 1、 Bachman, Shoshana,Hafeman, Nicholas J.,Inanaga, Kazato,Stoltz, Brian M.,Wollenburg, Marco. "Catalytic enantioselective synthesis of carbocyclic and heterocyclic spiranes: Via a decarboxylative aldol cyclization". . p. 7390 - 7395. Retrieved 2020/08/03.
• 2、 -. "Synthesis of spiro-ring bis-boron catalyst and application thereof in hydrogenation reaction". . . Retrieved 2019/04/17.