5-hydroxyvaleric acid

Base Information

• Chemical Name: 5-hydroxyvaleric acid
• CAS No.: 13392-69-3
• Molecular Formula: C5H10 O3
• Molecular Weight: 118.133
• Hs Code.: 2918199090
• UNII: H5EVV4LP59
• DSSTox Substance ID: DTXSID10158420
• Nikkaji Number: J140.264A
• Wikidata: Q27095518
• Metabolomics Workbench ID: 1287
• ChEMBL ID: CHEMBL1205948
• Mol file: 13392-69-3.mol

Synonyms:Valericacid, 5-hydroxy- (7CI,8CI); 5-Hydroxypentanoic acid; 5-Hydroxyvaleric acid; d-Hydroxypentanoic acid

Chemical Property of 5-hydroxyvaleric acid

Chemical Property:

• Vapor Pressure: 0.00105mmHg at 25°C
• Boiling Point: 268.2°Cat760mmHg
• PKA: 4.71±0.10(Predicted)
• Flash Point: 130.3°C
• PSA: 57.53000
• Density: 1.144g/cm³
• LogP: 0.23360
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 118.062994177
• Heavy Atom Count: 8
• Complexity: 70.1

Purity/Quality:

99% ^*data from raw suppliers

5-Hydroxypentanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCO)CC(=O)O

Technology Process of 5-hydroxyvaleric acid

There total 41 articles about 5-hydroxyvaleric 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: 92.0%

hexane-1,2,6-triol (106-69-4,112254-74-7) → valeric acid (13392-69-3)

Guidance literature:

With oxygen; sodium methylate; silver trifluoromethanesulfonate; In tetrahydrofuran; methanol; at 37 ℃; under 760.051 Torr; Sealed tube;

DOI:10.1002/anie.201711531

Reference yield: 50.0%

cyclopentanone (120-92-3) → 3,4,5,6-tetrahydro-2H-pyran-2-one (542-28-9,26354-94-9) + valeric acid (13392-69-3)

Guidance literature:

With 2,3,4,5,6-pentafluoroperoxybenzoic acid; In dichloromethane; 1,2-dichloro-ethane; at 40 ℃; for 6h;

DOI:10.1016/j.mencom.2018.11.027

Reference yield: 11.0%

5-hydroxymethyl-4,5-dihydrofuranone (10374-51-3) → valeric acid (13392-69-3)

Guidance literature:

With palladium on activated carbon; W(OTf)₆; hydrogen; In neat (no solvent); at 135 ℃; for 12h; under 760.051 Torr;

DOI:10.1021/acscatal.7b01569

upstream raw materials:

tetrahydro-2H-2-pyranol

glutaric anhydride,

1 ,5-pentanediol

δ-chlorovaleronitrile

Downstream raw materials:

1,5-pentanedioic acid

5-bromopentanoic acid

5-hydroxypentanoic acid hydrazide

methyl 4-formylbutanoate

Refernces

• 1、 Kramer, Levi,Hankore, Erome Daniel,Liu, Yilan,Liu, Kun,Jimenez, Esteban,Guo, Jiantao,Niu, Wei. "Characterization of carboxylic acid reductases for biocatalytic synthesis of industrial chemicals". . p. 1452 - 1460. Retrieved 2018.
• 2、 Ma, Kun,Li, Pei Xun,Dong, Chu Chuan,Thomas, Robert K.,Penfold, Jeffrey. "Unusual Adsorption at the Air-Water Interface of a Zwitterionic Carboxybetaine with a Large Charge Separation". . p. 3340 - 3347. Retrieved 2016.
• 3、 Perez-Prior, M. Teresa,Manso, Jose A.,Del Pilar Garcia-Santos,Calle, Emilio,Casado, Julio. "Reactivity of lactones and GHB formation". . p. 420 - 426. Retrieved 2005.
• 4、 Vagnoni, Martina,Samorì, Chiara,Pirini, Daniele,Vasquez De Paz, Maria Katrina,Gidey, Dawit Gebremichael,Galletti, Paola. "Lipase catalysed oxidations in a sugar-derived natural deep eutectic solvent". . . Retrieved 2021/05/06.
• 5、 Asano, Takehiro,Nakagawa, Yoshinao,Tamura, Masazumi,Tomishige, Keiichi. "Hydrogenolysis of tetrahydrofuran-2-carboxylic acid over tungsten-modified rhodium catalyst". . . Retrieved 2020/07/04.