5-Nitro-2-furanmethanediol diacetate

Base Information

• Chemical Name: 5-Nitro-2-furanmethanediol diacetate
• CAS No.: 92-55-7
• Deprecated CAS: 58928-41-9
• Molecular Formula: C9H9NO7
• Molecular Weight: 243.173
• Hs Code.: 29321900
• European Community (EC) Number: 202-166-1
• NSC Number: 5411
• UNII: 7X0X1KNE3Q
• DSSTox Substance ID: DTXSID5020946
• Nikkaji Number: J801J
• Wikidata: Q5804949
• ChEMBL ID: CHEMBL402463
• Mol file: 92-55-7.mol

Synonyms:92-55-7;5-Nitro-2-furaldehyde diacetate;5-Nitro-2-furanmethanediol diacetate;5-Nitrofurfural diacetate;(5-Nitrofuran-2-yl)methylene diacetate;2-(Diacetoxymethyl)-5-nitrofuran;5-Nitrofurfurylidene diacetate;Nitrofuraldehyde diacetate;5-Nitrofuraldehyde diacetate;5-Nitro-2-furfural diacetate;[acetyloxy-(5-nitrofuran-2-yl)methyl] acetate;Methanediol, (5-nitro-2-furanyl)-, diacetate (ester);5-Nitro-2-furfuraldehyde diacetate;5-Nitro-2-furanmethandiol diacetate;5-Nitro-2-furancarboxaldehyde diacetate;2-FURANMETHANEDIOL, 5-NITRO-, DIACETATE;NSC 5411;MFCD00003244;CCRIS 1191;5-Nitrofurfurylidene di(acetate);Nitrofurfural diacetate;Methanediol, 1-(5-nitro-2-furanyl)-, 1,1-diacetate;EINECS 202-166-1;5-Nitro-2-furan methandiol diacetate;UNII-7X0X1KNE3Q;BRN 0255089;7X0X1KNE3Q;(5-nitrofuran-2-yl)methanediyl diacetate;AI3-23602;(Acetyloxy)(5-nitro-2-furyl)methyl acetate;DTXSID5020946;NSC-5411;(5-nitro-2-furyl)methylene diacetate;EC 202-166-1;5-17-09-00324 (Beilstein Handbook Reference);(5-Nitrofuran-2-yl)methylidene Diacetate;Methanediol, (5-nitro-2-furanyl)-, diacetate (ester) (8CI,9CI);(acetyloxy)(5-nitrofuran-2-yl)methyl acetate;5-Nitro-2-furfural Diacetyl Acetal;Nitrofural impurity B;Maybridge1_006444;5-nitro-2-furaldiacetate;5-nitrofurfurylidendi(acetat);C9H9NO7;DTXCID50946;CHEMBL402463;SCHEMBL6550567;5-Nitrofurfural Diacetyl Acetal;HMS559M20;HSXKWKJCZNRMJO-UHFFFAOYSA-;NSC5411;C9-H9-N-O7;2-(Diacetoxymethyl)-5-nitro-furane;Tox21_200727;STK325717;(5-Nitrofuran-2-yl)methylenediacetate;AKOS000121509;CS-O-30701;DS-6423;LS-7549;5-Nitro-2-furaldehyde diacetate, 98%;CAS-92-55-7;NITROFURFURAL DIACETATE [USP-RS];NCGC00248811-01;NCGC00258281-01;5-NITRO-2-FURFURYLIDENE DIACETATE;AC-10064;SY017436;FT-0620690;N0218;[acetyloxy-(5-nitro-2-furyl)methyl] acetate;EN300-21060;(5-nitro-2-furanyl)-methanediodiacetate(ester);(Acetyloxy)(5-nitro-2-furyl)methyl acetate #;Methanediol, (5-nitro-2-furanyl)-, diacetate;Nitro-5-furfurylidene diacetate (veterinary usage);Q5804949;Z104487446;Nitrofurfural Diacetate (5-Nitro-2-furaldehyde Diacetate);Nitrofural impurity B, European Pharmacopoeia (EP) Reference Standard;Nitrofurfural diacetate, United States Pharmacopeia (USP) Reference Standard

Chemical Property of 5-Nitro-2-furanmethanediol diacetate

Chemical Property:

• Appearance/Colour: yellow fine crystalline powder
• Vapor Pressure: 0.000605mmHg at 25°C
• Melting Point: 89-93 °C
• Refractive Index: 1.51
• Boiling Point: 310.3 °C at 760 mmHg
• Flash Point: 141.5 °C
• PSA: 111.56000
• Density: 1.396 g/cm³
• LogP: 1.83580
• Storage Temp.: Refrigerator
• Sensitive.: Light Sensitive
• Solubility.: Chloroform (Slightly), Methanol (Very Slightly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 243.03790163
• Heavy Atom Count: 17
• Complexity: 308

Purity/Quality:

99% ^*data from raw suppliers

5-NitrofuraldehydeDiacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 68-40-20/21/22
• Safety Statements: 24/25-36-22-45-36/37/39-7

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC(C1=CC=C(O1)[N+](=O)[O-])OC(=O)C
• Uses: 5-Nitrofuraldehyde Diacetate (cas# 92-55-7) is a compound useful in organic synthesis.

Technology Process of 5-Nitro-2-furanmethanediol diacetate

There total 7 articles about 5-Nitro-2-furanmethanediol diacetate 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%

5-nitrofurane-2-carboxaldehyde (698-63-5) + acetic anhydride (108-24-7) → 5-nitro-2-furfuraldehyde diacetate (92-55-7)

Guidance literature:

With sulphated zirconia; at 0 ℃; for 8h; regioselective reaction;

DOI:10.3390/molecules14104065

Reference yield: 88.0%

(E)-2-acetoxy-5-nitro-2,5-dihydrofurfural diacetate (75631-81-1) → 5-nitro-2-furfuraldehyde diacetate (92-55-7)

Guidance literature:

With triethylamine; In acetone; at 0 ℃;

DOI:10.1021/jo00370a012

Reference yield: 82.0%

furfural (98-01-1) + acetic anhydride (108-24-7) → 5-nitro-2-furfuraldehyde diacetate (92-55-7)

Guidance literature:

With sulfuric acid; nitric acid; at 0 ℃; for 2.41667h;

DOI:10.14233/ajchem.2018.20950

upstream raw materials:

furfural

acetic anhydride

2-acetoxy-2-diacetoxymethyl-5-nitro-2,5-dihydrofuran

(E)-2-acetoxy-5-nitro-2,5-dihydrofurfural diacetate

Downstream raw materials:

(4-{[1-(5-Nitro-furan-2-yl)-meth-(Z)-ylidene]-amino}-5-oxo-3-phenyl-4,5-dihydro-[1,2,4]triazol-1-yl)-acetic acid propyl ester

(3-(4-Chloro-phenyl)-4-{[1-(5-nitro-furan-2-yl)-meth-(Z)-ylidene]-amino}-5-oxo-4,5-dihydro-[1,2,4]triazol-1-yl)-acetic acid propyl ester

4-{[1-(5-Nitro-furan-2-yl)-meth-(E)-ylidene]-amino}-5-p-tolyloxymethyl-4H-[1,2,4]triazole-3-thiol

(nitro-5 furfurylideneamino)-4 (hydroxy-2 ethyl)-1 phenyl-3 triazol-1,2,4 one-5

Refernces

• 1、 Kumar Reddy,Kathale, Niren E.. "Synthesis, characterization and antiinflammatory activity of chalcone derivatives linked with apocynin and 5-nitrofuran moiety". . p. 312 - 316. Retrieved 2018/01/11.
• 2、 Shivananda,Shet Prakash. "Antifungal activity of some nitrofuran incorporated Mannich bases". . p. 313 - 316. Retrieved 2013/09/24.