Basic information
- CAS
2493-04-1- Standard SMILES
O=[N+]([O-])c1ccc(CO)o1- InChIKey
NDSTUUPEXNCUNW-UHFFFAOYSA-N- Molecular formula
- C5H5NO4
- Average molar mass
- 143.1 g/mol
- Monoisotopic mass
- 143.02185764
Names & identifiers
- Preferred name
- 5-Nitrofurfuryl alcohol
- IUPAC
- (5-nitrofuran-2-yl)methanol
- English name
- 5-Nitrofurfuryl alcohol
- Molecular formula
- C5H5NO4
- Molecular weight
- 143.1
Names & synonyms
5-Nitrofurfuryl alcohol2493-04-1FURFURYL ALCOHOL, 5-NITRO-AI3-23604NSC 6454BRN 0123848DTXSID60179640Furan, 2-hydroxymethyl-5-nitro-5-17-03-00350 (Beilstein Handbook Reference)RefChem:103266DTXCID20102131624-864-9
Show more names
5-Nitrofuryl alcohol(5-Nitrofuran-2-yl)5-nitro-2-furanmethano5-nitro-furfurylalcoho5-NITRO-2-FURFURYL ALCOHOL2-Furanmethanol, 5-nitro- (9CI)
NDSTUUPEXNCUNW-UHFFFAOYSA-N(5-nitrofuran-2-yl)methanol2-Furanmethanol, 5-nitro-5-Nitro-2-furanmethanol2-Furfuryl alcohol, 5-nitro-2-Hydroxymethyl-5-nitrofuranMFCD00272267NSC-6454
Database identifiers
- CAS
2493-04-1- PubChem CID
- 17230
- DTXSID
DTXSID60179640- UNII
- SD64757V5Y
- EC Number
- 624-864-9
- Nikkaji
- J37.041J
Properties
Computed structural properties
- XLogP
- 0.4
- Topological polar surface area
- 79.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 132
Physicochemical properties
- Melting point
- 30 · 30-32 °C
- Boiling point
- 104 · 104-105 °C/3 mmHg (lit.)
- Density
- 1.283 g/mL · 1.283 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.582(lit.)
- Flash point
- 230 °F · >230 °F
- storage temp.
- 2 · 2-8°C
- pka
- 13.46 · 13.46±0.10(Predicted)
- form
- solid
- color
- Brown
- InChI
- 1S/C5H5NO4/c7-3-4-1-2-5(10-4)6(8)9/h1-2,7H,3H2
- InChIKey
- NDSTUUPEXNCUNW-UHFFFAOYSA-N
- SMILES
- OCc1ccc(o1)[N+]([O-])=O
- FDA UNII
- 64757 V5Y · SD64757V5Y
- UNSPSC Code
- 12352100 · 12352100
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]；H312 (100%): Harmful in contact with skin [Warning Acute toxicity, dermal]；H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]；H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)；Acute Tox. 4 (100%)；Skin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；Acute Tox. 4 (100%)；STOT SE 3 (100%)
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- rtecs
- LU9174000
- hs_code
- 2932190090
- risk_code
- 20/21/22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
Chemistry & industry
Applications
DescriptionNitrofurfuryl 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.
Uses5-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.
Uses5-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.
Upstream & downstream products
Upstream raw materials
Related reactions
3 records
Compound notes
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