5-Nitrofurfuryl alcohol

Base Information

• Chemical Name: 5-Nitrofurfuryl alcohol
• CAS No.: 2493-04-1
• Molecular Formula: C5H5 N O4
• Molecular Weight: 143.099
• Hs Code.: 2932190090
• European Community (EC) Number: 624-864-9
• NSC Number: 6454
• UNII: SD64757V5Y
• DSSTox Substance ID: DTXSID60179640
• Nikkaji Number: J37.041J
• Wikidata: Q83050165
• Mol file: 2493-04-1.mol

Synonyms:5-Nitrofurfuryl alcohol;(5-nitrofuran-2-yl)methanol;2493-04-1;5-Nitro-2-furanmethanol;2-Furanmethanol, 5-nitro-;FURFURYL ALCOHOL, 5-NITRO-;2-Furfuryl alcohol, 5-nitro-;AI3-23604;NSC 6454;NSC-6454;BRN 0123848;2-Hydroxymethyl-5-nitrofuran;5-Nitro-2-furfuryl alcohol;5-NITROFURFURYLALCOHOL;5-nitrofurfurol;5-nitro-furfurol;NSC6454;EC-000.1548;(5-Nitro-2-furyl)methanol;5-NITROFURYL ALCOHOL;(5-Nitro-2-furyl)methanol #;SCHEMBL1977597;DTXSID60179640;Furan, 2-hydroxymethyl-5-nitro-;SD64757V5Y;AMY10259;CAA49304;5-Nitrofurfuryl alcohol,tech. grade;MFCD00272267;AKOS009097859;AKOS015916462;AS-58595;LS-70619;CS-0147463;FT-0620693;5-Nitrofurfuryl alcohol, technical grade, 90%;D81735;5-17-03-00350 (Beilstein Handbook Reference);J-015736

Chemical Property of 5-Nitrofurfuryl alcohol

Chemical Property:

• Vapor Pressure: 0.000514mmHg at 25°C
• Melting Point: 30-32 °C
• Refractive Index: n20/D 1.582(lit.)
• Boiling Point: 300°Cat760mmHg
• PKA: 13.46±0.10(Predicted)
• Flash Point: 135.2°C
• PSA: 79.19000
• Density: 1.461g/cm³
• LogP: 1.20330
• Storage Temp.: 2-8°C
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 143.02185764
• Heavy Atom Count: 10
• Complexity: 132

Purity/Quality:

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

5-Nitrofurfuryl alcohol technical grade, 90% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(OC(=C1)[N+](=O)[O-])CO
• Description: Nitrofurfuryl alcohol has been used as an antibacterial, antiprotozoal, and antihelminthic drug in human and animals. The mechanism of nitrofurfuryl alcohol toxicity is not clear but the nitro group is believed responsible for the carcinogenicity and mutagenicity of nitrofurfuryl alcohol.
• Uses: 5-Nitro-2-furfuryl alcohol is used as an antibacterial, antiprotozoal, and antihelminthic drug in humans and animals. The relationship between the antibacterial effect and themutagenicity of this compound and its oxidized metabolites is important. 5-Nitrofurfuryl alcohol was used to investigate the reduction of some 2-substituted-5-nitrofuran compounds by rhodium complex [Rh(COD)(2-picoline)2](PF6) (COD = 1,5-cyclooctadiene) anchored on poly(4-vinylpyridine). It may be used for the synthesis of 5-nitrofurfuryl bromide and 5-nitrofurfurylamine hydrochloride.

Technology Process of 5-Nitrofurfuryl alcohol

There total 1 articles about 5-Nitrofurfuryl alcohol 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:

rac-(3aR,4R,7R,7aS)-2-benzyl-4-(hydroxymethyl)-7-nitro-3a,4,7,7a-tetrahydro-1H-4,7-epoxyisoindole-1,3(2H)-dione → (5-nitrofuran-2-yl)methanol (2493-04-1) + 1-benzyl-1H-pyrrole-2,5-dione (1631-26-1)

Guidance literature:

at 100 ℃; Kinetics;

DOI:10.1021/acs.joc.8b00135

Reference yield: 95.0%

(5-nitrofuran-2-yl)methanol (2493-04-1) → 5-nitrofurane-2-carboxaldehyde (698-63-5)

Guidance literature:

With manganese(II) nitrate hexahydrate; copper(II) nitrate trihydrate; acetic acid; In α,α,α-trifluorotoluene; at 50 ℃; for 2h; chemoselective reaction; In air;

DOI:10.1002/chem.200903527

Reference yield: 88.0%

N-methyl-N-(4-chlorobutyl) difluoromethylphentlphosphonamidochloridate (880595-55-1) + (5-nitrofuran-2-yl)methanol (2493-04-1) → O-(5-nitro)furfuryl N-methyl-N-(4-chlorobutyl) difluoromethylphenylphosphonamidate

Guidance literature:

(5-nitrofuran-2-yl)methanol; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.25h;

N-methyl-N-(4-chlorobutyl) difluoromethylphentlphosphonamidochloridate; In tetrahydrofuran; at -78 ℃; for 10h;

DOI:10.1021/jm061146x

Downstream raw materials:

4-Chlor-benzoesaeure-(5-nitro-furfur-2-yl-ester)

Chloressigsaeure-(5-nitro-furfur-2-yl-ester)

Bromessigsaeure-(5-nitro-furfur-2-yl-ester)

3-Chlor-propionsaeure-(5-nitro-furfur-2-yl-ester)

Refernces