5-Hydroxynorbornane 2,6-Lactone

Base Information

• Chemical Name: 5-Hydroxynorbornane 2,6-Lactone
• CAS No.: 92343-46-9
• Molecular Formula: C8H10O3
• Molecular Weight: 154.166
• Hs Code.: 2932209090
• Mol file: 92343-46-9.mol

Synonyms:N-hydroxy-5-norbornene-2,3-second imide;2-hydroxy-4-oxatricyclo [4.2.1.03, 7] nonan-5-one;6-hydroxyhexahydro-2H-3,5-methanocyclopenta[b]furan-2-one;2-Hydroxy-4-oxatricyclo[4.2.1.03,7]nonan-5-one;

Chemical Property of 5-Hydroxynorbornane 2,6-Lactone

Chemical Property:

• Appearance/Colour: Light yellow to white crystal
• Vapor Pressure: 8.15E-07mmHg at 25°C
• Melting Point: 156.0 to 160.0 °C
• Refractive Index: 1.599
• Boiling Point: 365.2 °C at 760 mmHg
• PKA: 14.35±0.20(Predicted)
• Flash Point: 174.7 °C
• PSA: 46.53000
• Density: 1.451 g/cm³
• LogP: -0.07130
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol

Purity/Quality:

99% ^*data from raw suppliers

6-Hydroxyhexahydro-2H-3,5-methanocyclopenta[b]furan-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Hydroxynorbornane 2,6-Lactone

There total 10 articles about 5-Hydroxynorbornane 2,6-Lactone 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: 94.0%

(1S,2S,4S)-Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester (2903-75-5) → 5,6-Dihydroxybicyclo<2.2.1>octane-2-carboxylic acid-γ-lactone (16479-72-4,92343-46-9)

Guidance literature:

With dipotassium hydrogenphosphate; dihydrogen peroxide; trifluoroacetic anhydride; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1002/hlca.19820650812

Reference yield: 92.0%

endo-norbornenecarboxylic acid (120-74-1,934-30-5,1195-12-6,20507-53-3,58001-99-3,67999-50-2,67999-53-5,74645-32-2,108266-75-7) → 5,6-Dihydroxybicyclo<2.2.1>octane-2-carboxylic acid-γ-lactone (16479-72-4,92343-46-9)

Guidance literature:

With 5,10,15,20-tetra(2',6'-dichlorophenyl)porphyrinatoiron(III) chloride; iodosylbenzene; In dichloromethane; for 16h; Ambient temperature;

DOI:10.1039/P19960002309

Reference yield: 89.0%

endo-norbornenecarboxylic acid (120-74-1,934-30-5,1195-12-6,20507-53-3,58001-99-3,67999-50-2,67999-53-5,74645-32-2,108266-75-7) → hexahydro-6-hydroxy-3,5-methano-2H-cyclopenta[b]furan-2-one (92343-46-9)

Guidance literature:

With dihydrogen peroxide; poly(N-isopropylacrylamide)-based phosphotungstate complex; In water; at 60 ℃; for 6h;

DOI:10.1002/adsc.200700114

upstream raw materials:

endo-norbornenecarboxylic acid

(1S,2S,4S)-Bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester

Benzoic acid (1S,2S,3S,6S,7R)-5-oxo-4-oxa-tricyclo[4.2.1.0^3,7]non-2-yl ester

bicyclo[2.2.1]hept-5-ene-2-carbonyl chloride

Downstream raw materials:

(+/-)-6c-acetoxy-(3ar)-hexahydro-3,5-methano-cyclopenta[b]furan-2-one

Refernces

• 1、 Kas'yan,Isaev,Kas'yan,Golodaeva,Karpenko,Tarabara. "Amides containing two norbornene fragments. Synthesis and chemical transformations". . p. 1415 - 1426. Retrieved 2007/10/03.
• 2、 Kaenel, Hans-Ruedi,Ganter, Camille. "A Further Synthetic Approach to the Adamantane Isomer 2,5-Trimethylenenorbornane (Tricyclo3,9>decane, 4-Homotwistbrendane)". . p. 2453 - 2457. Retrieved 2007/10/02.