Tetrahydrofuran-3,4-diol

Base Information

• Chemical Name: Tetrahydrofuran-3,4-diol
• CAS No.: 22554-74-1
• Molecular Formula: C4H8 O3
• Molecular Weight: 104.106
• Hs Code.: 2932190090
• European Community (EC) Number: 245-074-7
• NSC Number: 295602
• DSSTox Substance ID: DTXSID20945207
• Nikkaji Number: J796.425K
• Mol file: 22554-74-1.mol

Synonyms:tetrahydrofuran-3,4-diol;oxolane-3,4-diol;22554-74-1;Erythritan;trans-Tetrahydrofuran-3,4-diol;27725-58-2;59727-71-8;3,4-dihydroxy-tetrahydrofuran (trans);1,4-Anhydro-l-threitol;EINECS 245-074-7;NSC295602;tetrahydro-furan-3,4-diol;SCHEMBL209943;QSPL 110;DTXSID20945207;Tetrahydro-3,4-furandiol, (Z)-;3,4-Furandiol, tetrahydro-, cis-;EINECS 224-433-1;BBL029389;STL372746;3,4-Furandiol, tetrahydro-, trans-;(3S,4S)-Tetrahydro-furan-3,4-diol;AKOS006230293;NSC-295602;PB42121;SB11513;SB45181;VS-09212;CS-0450437;FT-0606759;FT-0656411;FT-0662213;FT-0696740;A816261;A826335;A840896

Chemical Property of Tetrahydrofuran-3,4-diol

Chemical Property:

• Vapor Pressure: 0.0216mmHg at 25°C
• Boiling Point: 221.8°Cat760mmHg
• Flash Point: 104°C
• PSA: 49.69000
• Density: 1.411g/cm³
• LogP: -1.26160
• XLogP3: -1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 104.047344113
• Heavy Atom Count: 7
• Complexity: 56

Purity/Quality:

97% ^*data from raw suppliers

ERYTHRITAN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(CO1)O)O

Technology Process of Tetrahydrofuran-3,4-diol

There total 10 articles about Tetrahydrofuran-3,4-diol 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: 60.0%

Benzoic acid (3S,4S)-4-hydroxy-tetrahydro-furan-3-yl ester → (+/-)-trans-tetrahydrofuran-3,4-diol (22554-74-1)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 2h; Ambient temperature;

Reference yield:

3,4-butenediol (497-06-3,86161-40-2) → 4-chlorobutane-1,2,3-triol (90802-14-5) + 1,2,3,4-butanetetrol (2319-57-5,2418-52-2,6968-16-7,7493-90-5,7541-59-5,10030-58-7,188346-77-2,149-32-6) + (+/-)-trans-tetrahydrofuran-3,4-diol (22554-74-1)

Guidance literature:

3,4-butenediol; With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 4.5h;

With hydrogenchloride; at 20 ℃; for 1h; Further stages. Title compound not separated from byproducts.;

DOI:10.1080/10426500701506184

Reference yield:

meso-erythritol (909878-64-4,10030-58-7,188346-77-2,149-32-6) → cis-1,4-anhydroerythritol (4358-64-9) + (+/-)-trans-tetrahydrofuran-3,4-diol (22554-74-1) + bis(1,4-anhydroerythritol) 2(RS),2'(SR) anhydride + 1,4-anhydroerythritol 1,4-anhydro-D-threitol 2(SR):2'(RS) anhydride

Guidance literature:

With 3 A molecular sieve; zeolite LTA (SiO₂:Al₂O₃=1:1); at 290 ℃; for 4h; Further Variations:; Temperatures; reaction time; Product distribution;

DOI:10.1016/S0008-6215(00)00047-1

upstream raw materials:

3,4-epoxytetrahydrofuran

2,5-dihydrofuran

1,4-butenediol

rac-threitol

Downstream raw materials:

1,4-anhydro-DL-threitol 2,3-diacetate