5-(hydroxymethyl)dihydrofuran-2(3H)-one

Base Information

• Chemical Name: 5-(hydroxymethyl)dihydrofuran-2(3H)-one
• CAS No.: 10374-51-3
• Molecular Formula: C5H8O3
• Molecular Weight: 116.117
• Hs Code.: 2932209090
• European Community (EC) Number: 839-228-8
• NSC Number: 128380
• DSSTox Substance ID: DTXSID001347209
• Nikkaji Number: J863.458K
• Wikidata: Q72485205
• Mol file: 10374-51-3.mol

Synonyms:5-(hydroxymethyl)dihydrofuran-2(3H)-one;10374-51-3;5-(hydroxymethyl)oxolan-2-one;5-Hydroxymethyl-dihydro-furan-2-one;2(3H)-Furanone, dihydro-5-(hydroxymethyl)-;5-(Hydroxymethyl)dihydro-2(3H)-furanone;5-Hydroxymethyldihydrofuran-2-one;MFCD00506240;5-(hydroxymethyl)-2-oxolanone;MFCD00066224;5-(Hydroxymethyl)oxolane-2-one;(S)-(+)-2',3'-Dideoxyribonolactone;NSC128380;5-(Hydroxymethyl)dihydro-2(3H)-furanone #;NSC 128380;SCHEMBL167570;DTXSID001347209;S-(+)-4-Hydroxymethyl-4-butanolide;AKOS006230276;gamma-hydroxymethyl-gamma-butyrolactone;AB89306;NSC-128380;SB44867;AS-41568;SY010497;SY240650;CS-0113560;FT-0600305;FT-0600618;FT-0687255;FT-0759296;EN300-189991;(+/-)-dihydro-5-hydroxymethyl-2(3H)-furanone;(+/-)-Dihydro-5-Hydroxymethyl-2 (3H)-Furanone;(+/-)-Dihydro-5-Hydroxymethyl-2(3H) -Furanone;A800795;A829262;J-516355

Chemical Property of 5-(hydroxymethyl)dihydrofuran-2(3H)-one

Chemical Property:

• Boiling Point: 308.9 °C at 760 mmHg
• Flash Point: 146 °C
• PSA: 46.53000
• Density: 1.224 g/cm³
• LogP: -0.31570
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 116.047344113
• Heavy Atom Count: 8
• Complexity: 99.8

Purity/Quality:

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

5-(Hydroxymethyl)dihydrofuran-2(3H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)OC1CO

Technology Process of 5-(hydroxymethyl)dihydrofuran-2(3H)-one

There total 26 articles about 5-(hydroxymethyl)dihydrofuran-2(3H)-one 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: 99.0%

pent-4-enoic acid (591-80-0) → 5-hydroxymethyl-4,5-dihydrofuranone (10374-51-3)

Guidance literature:

With hydrogenchloride; dihydrogen peroxide; In methanol; formic acid;

Reference yield: 99.0%

L-ribono-1,4-lactone (133908-85-7) → 5-hydroxymethyl-4,5-dihydrofuranone (10374-51-3)

Guidance literature:

With rhenium oxide and palladium co-loaded on activated carbon; at 109.84 ℃; for 24h;

DOI:10.1002/anie.202013843

Reference yield: 88.0%

iodacetamide (144-48-9) + allyl alcohol (107-18-6) → 5-hydroxymethyl-4,5-dihydrofuranone (10374-51-3)

Guidance literature:

With 4,4'-dicyano-4,4'-azo-di-valeric acid; In water; at 75 ℃; for 16h;

DOI:10.1016/S0040-4039(98)02391-0 DOI:10.1246/bcsj.74.1963

upstream raw materials:

pent-4-enoic acid

4,5-dihydroxypentanoic acid

1,5-Hexadien

3-(oxiran-2-yl)propanoic acid

Downstream raw materials:

piperidine-2,5-dione

(RS)-5-hydroxypiperidin-2-one

valeric acid

3'-azido-3'-deoxythymidine

Refernces

• 1、 Yorimitsu, Hideki,Wakabayashi, Katsuyu,Shinokubo, Hiroshi,Oshima, Koichiro. "Radical addition of 2-iodoalkanamide or 2-iodoalkanoic acid to alkenols using a water-soluble radical initiator in water. A facile synthesis of γ- lactones". . p. 519 - 522. Retrieved 1999.
• 2、 Montaudon, E.,Rakotomanana, F.,Maillard, B.. "DEPLACEMENTS HOMOLYTIQUES INTRAMOLECULAIRES : V - EPOXY-2,3 PROPANATION DES ACIDES ET DERIVES PAR THERMOLYSE DU PEROXYDE D'ALLYLE ET DE t-BUTYLE". . p. 2727 - 2736. Retrieved 1985.
• 3、 Le Hetet, Claire,David, Michelle,Carreaux, Francois,Carboni, Bertrand,Sauleau, Armelle. "Synthesis of functionalized γ-and δ-lactones via polymer-bound epoxides". . p. 5153 - 5156. Retrieved 1997.
• 4、 Deng, Weiping,Yan, Longfei,Wang, Binju,Zhang, Qihui,Song, Haiyan,Wang, Shanshan,Zhang, Qinghong,Wang, Ye. "Efficient Catalysts for the Green Synthesis of Adipic Acid from Biomass". . p. 4712 - 4719. Retrieved 2021.
• 5、 Morris, Lilliana S.,Girouard, Michael P.,Everhart, Matthew H.,McClain, William E.,Van Paridon, John A.,Pike, Robert D.,Goh, Christopher. "Epoxidation of alkenes bearing a carboxylic acid group by iron complexes of the tetradentate ligand N,N′-dimethyl-N,N′-bis(2-pyridylmethyl)-1, 2-diaminoethane and its derivatives". . p. 149 - 159. Retrieved 2014.
• 6、 -. "N-SUBSTITUTED TETRAHYDROTHIENOPYRIDINE DERIVATIVES AND USES THEREOF". . . Retrieved 2020/01/11.