4-Hydroxyoxane-4-carboxylic acid

Base Information

• Chemical Name: 4-Hydroxyoxane-4-carboxylic acid
• CAS No.: 50289-13-9
• Molecular Formula: C6H10O4
• Molecular Weight: 146.143
• European Community (EC) Number: 824-902-6
• Mol file: 50289-13-9.mol

Synonyms:4-hydroxyoxane-4-carboxylic acid;50289-13-9;4-Hydroxytetrahydro-2H-pyran-4-carboxylic acid;4-Hydroxytetrahydropyran-4-carboxylic Acid;MFCD14602031;2H-Pyran-4-carboxylicacid,tetrahydro-4-hydroxy-(9CI);2H-Pyran-4-carboxylic acid, tetrahydro-4-hydroxy-;SCHEMBL1965437;AKOS008146672;BS-9772;SB15437;SY045084;CS-0050835;4-Hydroxytetrahydro-2H-pyran-4-carboxylicacid;EN300-69368;P16091;Z788000910

Chemical Property of 4-Hydroxyoxane-4-carboxylic acid

Chemical Property:

• PSA: 66.76000
• LogP: -0.38750
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 146.05790880
• Heavy Atom Count: 10
• Complexity: 137

Purity/Quality:

97% ^*data from raw suppliers

4-hydroxyoxane-4-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCC1(C(=O)O)O

Technology Process of 4-Hydroxyoxane-4-carboxylic acid

There total 4 articles about 4-Hydroxyoxane-4-carboxylic 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:

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) + sodium cyanide (773837-37-9) → 4-hydroxytetrahydro-2H-pyran-4-carboxylic acid (50289-13-9)

Guidance literature:

Tetrahydro-4H-pyran-4-one; sodium cyanide; With hydrogenchloride; In water; at 0 - 20 ℃; for 18h;

With hydrogenchloride; water; acetic acid; for 6h; Reflux;

Reference yield:

Tetrahydro-4H-pyran-4-one (29943-42-8,143562-54-3) → 4-hydroxytetrahydro-2H-pyran-4-carboxylic acid (50289-13-9)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. H₂SO₄ / 20 °C

2: conc. HCl / Heating

With hydrogenchloride; sulfuric acid;

DOI:10.1016/j.bmcl.2007.06.054

Reference yield:

4-Trimethylsilanyloxy-tetrahydro-pyran-4-carbonitrile (112799-02-7) → 4-hydroxytetrahydro-2H-pyran-4-carboxylic acid (50289-13-9)

Guidance literature:

With hydrogenchloride; In acetic acid; Yield given;

DOI:10.1016/0960-894X(96)00058-3

upstream raw materials:

4-Trimethylsilanyloxy-tetrahydro-pyran-4-carbonitrile

4-hydroxy-tetrahydropyran-4-carbonitrile

Tetrahydro-4H-pyran-4-one

sodium cyanide

Downstream raw materials:

4-Methoxy-tetrahydro-pyran-4-carboxylic acid methyl ester

benzyl 4-hydroxytetrahydro-2H-pyran-4-carboxylate

4-hydroxytetrahydro-2H-pyran-4-carboxylic acid methyl ester

triethylamine