D-Gulono-1,4-lactone

Base Information

• Chemical Name: D-Gulono-1,4-lactone
• CAS No.: 6322-07-2
• Molecular Formula: C6H10O6
• Molecular Weight: 178.142
• Hs Code.: 29322090
• European Community (EC) Number: 228-678-5
• DSSTox Substance ID: DTXSID001036177
• Nikkaji Number: J206.919I
• Metabolomics Workbench ID: 49890
• Mol file: 6322-07-2.mol

Synonyms:gulonolactone;gulonolactone, (D)-isomer;gulonolactone, (L)-isomer

Chemical Property of D-Gulono-1,4-lactone

Chemical Property:

• Appearance/Colour: White or off-white crystalline powder
• Vapor Pressure: 1.01E-10mmHg at 25°C
• Melting Point: 182-188 °C(lit.)
• Refractive Index: 1.625
• Boiling Point: 467.9 °C at 760 mmHg
• PKA: 12.06±0.60(Predicted)
• Flash Point: 201.5 °C
• PSA: 107.22000
• Density: 1.766 g/cm³
• LogP: -3.01320
• Storage Temp.: 0-6°C
• Solubility.: Methanol (Very Slightly), Water (Slightly)
• Water Solubility.: Soluble in water
• XLogP3: -2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 178.04773803
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

98%, ^*data from raw suppliers

D-Gulonic acid-1,4-lactone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(C(C1C(C(C(=O)O1)O)O)O)O
• Isomeric SMILES: C([C@H]([C@H]1[C@H]([C@H](C(=O)O1)O)O)O)O
• Uses: D-Gulono-1,4-lactone is a hexanoic acid used as a starting material in EPC syntheses.

Technology Process of D-Gulono-1,4-lactone

There total 12 articles about D-Gulono-1,4-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: 90.0%

mannitol (69-65-8) → γ lactone of dl-mannonic acid (1128-23-0,1128-24-1,1198-69-2,1668-08-2,2426-46-2,2782-07-2,3158-30-3,3327-64-8,6322-07-2,10238-03-6,10366-82-2,18404-70-1,22430-23-5,23666-11-7,26301-79-1,29474-78-0,74464-44-1,78184-43-7,83602-36-2,119008-75-2,127997-10-8)

Guidance literature:

With 1-Phenylbut-1-en-3-one; rhodium hydrido (PEt₃)3 complex; In N,N-dimethyl-formamide; at 60 - 80 ℃;

DOI:10.1055/s-1998-1705

Reference yield: 60.0%

D-galactitol (608-66-2) → galactonic acid-4-lactone (1128-23-0,1128-24-1,1198-69-2,1668-08-2,2426-46-2,2782-07-2,3158-30-3,3327-64-8,6322-07-2,10238-03-6,10366-82-2,18404-70-1,22430-23-5,23666-11-7,26301-79-1,29474-78-0,74464-44-1,78184-43-7,83602-36-2,119008-75-2,127997-10-8)

Guidance literature:

With 1-Phenylbut-1-en-3-one; rhodium hydrido (PEt₃)3 complex; In N,N-dimethyl-formamide; Heating;

DOI:10.1055/s-1998-1705

Reference yield: 52.0%

D-galactose N,N'-diphenylformazan (19242-59-2,26754-43-8,26754-44-9,30694-33-8,30694-35-0,30694-36-1,58174-97-3) → D-galactono-1,4-lactone (1128-23-0,1128-24-1,1198-69-2,1668-08-2,2426-46-2,2782-07-2,3158-30-3,3327-64-8,6322-07-2,10238-03-6,10366-82-2,18404-70-1,22430-23-5,23666-11-7,26301-79-1,29474-78-0,74464-44-1,78184-43-7,83602-36-2,119008-75-2,127997-10-8)

Guidance literature:

With trifluoroacetic acid; In methanol; acetone; for 120h; Ambient temperature;

DOI:10.1016/0008-6215(94)90007-8

upstream raw materials:

D-xylose

hydrogen cyanide

L-xylose

gluconic acid

Downstream raw materials:

tetra-O-acetyl-D-gulono-1,4-lactone

2-(D-gulo-pentitol-1-yl)benzimidazole

2,3,5,6-tetra-O-benzoyl-D-gulono-1,4-lactone

6-O-trityl-D-gulono-1,4-lactone