Tetrahydro-5-oxofuran-2,3-dicarboxylic acid

Base Information

• Chemical Name: Tetrahydro-5-oxofuran-2,3-dicarboxylic acid
• CAS No.: 4702-32-3
• Molecular Formula: C6H6O6
• Molecular Weight: 174.11
• Hs Code.: 2918990090
• European Community (EC) Number: 225-178-9
• NSC Number: 203798,203796,95086
• DSSTox Substance ID: DTXSID40901062
• Nikkaji Number: J297.898I
• Mol file: 4702-32-3.mol

Synonyms:4702-32-3;Isocitric acid lactone;dl-Isocitric acid lactone;Isocitric lactone;5-oxooxolane-2,3-dicarboxylic acid;Tetrahydro-5-oxofuran-2,3-dicarboxylic acid;5-oxotetrahydrofuran-2,3-dicarboxylic acid;CCRIS 3599;EINECS 225-178-9;5-oxotetrahydrofuran-2,3-dicarboxylic acid (non-preferred name);DL-ISOCITRICACIDLACTONE;Isocitricacidlactone;DL-2-Oxotetrahydrofuran-4,5-dicarboxylic acid;NCIOpen2_001438;Oprea1_393997;Isocitric acid lactone, 97%;SCHEMBL2807289;DTXSID40901062;CHEBI:139374;27584-86-7;NSC95086;MFCD00005397;NSC 95086;NSC-95086;NSC203796;NSC203798;STK380136;AKOS004910139;NSC-203796;NSC-203798;BS-49328;CS-0452707;FT-0625474;FT-0625475;(5-Oxotetrahydrofuran)-2,3-dicarboxylic acid;E78214;(2RS,3SR)-5-oxotetrahydrofuran-2,3-dicarboxylic acid;Pentaric acid, 3-carboxy-2,3-dideoxy-, .gamma.-lactone

Chemical Property of Tetrahydro-5-oxofuran-2,3-dicarboxylic acid

Chemical Property:

• Appearance/Colour: White powder
• Vapor Pressure: 2.74E-15mmHg at 25°C
• Melting Point: 162-165 °C(lit.)
• Refractive Index: 1.5860 (estimate)
• Boiling Point: 586.8 °C at 760 mmHg
• PKA: 2.72±0.40(Predicted)
• Flash Point: 253.3 °C
• PSA: 100.90000
• Density: 1.728 g/cm³
• LogP: -0.91270
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 174.01643791
• Heavy Atom Count: 12
• Complexity: 244

Purity/Quality:

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

DL-IsocitricAcidLactone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1C(C(OC1=O)C(=O)O)C(=O)O
• Uses: DL-Isocitric Acid Lactone was identified as a component in Aloe vera leaves and commercial aloe juice powders.

Technology Process of Tetrahydro-5-oxofuran-2,3-dicarboxylic acid

There total 12 articles about Tetrahydro-5-oxofuran-2,3-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:

1-hydroxy-propane-1,2,3-tricarboxylic acid (320-77-4) → (2RS,3SR)-5-oxotetrahydrofuran-2,3-dicarboxylic acid (4702-32-3)

Guidance literature:

at 100 ℃;

Reference yield:

→ (2RS,3SR)-5-oxotetrahydrofuran-2,3-dicarboxylic acid (4702-32-3)

Guidance literature:

B_. s. bei Isocitronensaeure, Bd_. III, S_. 555;

Reference yield:

→ (+/-)-Isocitric lactone (3118-83-0,3118-84-1,4702-32-3,27584-86-7,30513-97-4,69351-17-3,69351-18-4,91284-03-6)

Guidance literature:

With methanol; sodium methylate; malonic acid dimethyl ester; Erwaermen des erhaltenen Esters mit wss. Salzsaeure und Erhitzen des Reaktionsprodukts unter vermindertem Druck auf 100grad;

DOI:10.1021/ja01554a069

upstream raw materials:

(1R,2R)-1-amino-propane-1,2,3-tricarboxylic acid

(1RS,2RS)-1-amino-propane-1,2,3-tricarboxylic acid

(1RS,2SR)-1-amino-propane-1,2,3-tricarboxylic acid

5-oxo-2-trichloromethyl-tetrahydro-furan-3-carboxylic acid

Downstream raw materials:

3-Chloro-benzoic acid 3-(3-chloro-benzoylperoxycarbonyl)-5-oxo-tetrahydro-furan-2-yl ester

Refernces

• 1、 -. "COSMETIC OR DERMATOLOGICAL COMPOSITION COMPRISING A POLYMER BEARING JUNCTION GROUPS, AND COSMETIC TREATMENT PROCESS". . . Retrieved 2010/10/03.