Basic information
- CAS
25084-14-4- Standard SMILES
O=C(Cl)c1ccc([N+](=O)[O-])o1- InChIKey
OLEFNFXYGGTROA-UHFFFAOYSA-N- Molecular formula
- C5H2ClNO4
- Average molar mass
- 175.52 g/mol
- Monoisotopic mass
- 174.96723522
Overview
See also: Nifurmerone (annotation moved to).
Names & identifiers
- Preferred name
- 5-Nitrofuroyl chloride
- IUPAC
- 5-nitrofuran-2-carbonyl chloride
- English name
- 5-Nitro-2-furoyl chloride
- Molecular formula
- C5H2ClNO4
- Molecular weight
- 175.53
Names & synonyms
2-Furancarbonyl chloride, 5-nitro-5-Nitrofuroyl chlorideEINECS 246-607-6AI3-23633DTXSID30179778NSC 74620RefChem:537437DTXCID90102269246-607-65-Nitro-2-furoyl chloride25084-14-45-nitrofuran-2-carbonyl chloride
Show more names
5-Nitro-2-furancarbonyl chloride5-nitrofuran-2-carboxylic chlorideN-[bis(2-chloroethyl)aminomethyl]-4-methylbenzamide
2-Furoyl chloride, 5-nitro-C5H2ClNO4MFCD00039564SCHEMBL687311CHEMBL4492375-nitrofuran-2-carbonylchloride5-nitro-furan-2-carbonyl chloride5-Nitro-2-furoyl chloride, 95%
Database identifiers
- CAS
25084-14-4- PubChem CID
- 90711
- DTXSID
DTXSID30179778- EC Number
- 246-607-6
- Nikkaji
- J236.048I
Properties
Computed structural properties
- XLogP
- 2
- Topological polar surface area
- 76 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 189
Physicochemical properties
- Melting point
- 34 · 34-41 °C
- Boiling point
- 137 · 137-140°C 15mm
- Density
- 1.588 · 1.588±0.06 g/cm3(Predicted)
- Flash point
- 137 · 137-140°C/15mm
- form
- solid
- Sensitive
- Moisture Sensitive
- BRN
- 139693 · 139693
- InChI
- 1S/C5H2ClNO4/c6-5(8)3-1-2-4(11-3)7(9)10/h1-2H
- InChIKey
- OLEFNFXYGGTROA-UHFFFAOYSA-N
- SMILES
- [O-][N+](=O)c1ccc(o1)C(Cl)=O
- CAS DataBase Reference
- 25084 · 25084-14-4(CAS DataBase Reference)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 5 · GHS05
- Signal word
- Danger
- Hazard statements
- 314 · H314
- Precautionary statements
Safety & regulation
GHS classification
GHS Classification
Danger
H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
P260, P264, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 43 reports by companies from 3 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesSkin Corr. 1B (100%)
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 3
- ridadr
- 3261
- hs_code
- 2932190090
- risk_code
- 34
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- hazard_code
- C
- hazard_note
- Corrosive
- safety_code
- 26-36/37/39-45
- hazard_class
- 8
- Storage Class
- 8A - Combustible corrosive hazardous materials
- packing_group
- II
- Hazard statements
- H314
- Hazard Classifications
- Eye Dam. 1Skin Corr. 1B
- Precautionary statements
- P260-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338
Chemistry & industry
Applications
Description5-Nitrofuroyl chloride is a furan chain bound to an acyl and a nitro group. Nitrofuran derivatives have been used as antibiotic and antimicrobial drugs but the acyl group bound to furan (furoyl chloride) is an intermediate for the synthesis of pharmaceuticals (e.g. antibiotics). 5-Nitrofuroyl chloride has been used as a reagent for the synthesis of some compounds with antibacterial properties and other chemicals.
Uses5-Nitrofuroyl chloride has been used in the synthesis of certain ureides of furanmonocarboxylic acid and in the synthesis of two salts of the mesoionic compound with an influence on the effectiveness of norfloxacin, tetracycline, and erythromycin. There is a study on the antibacterial effects of some 5-nirtofuroyl derivatives but not on 5-nitrofuroyl chloride. There are no reports on its commercial use.
Uses5-Nitro-2-furoyl Chloride is used as reactant in the synthesis of several therapeutic agents.
Upstream & downstream products
Upstream raw materials
Related reactions
24 records
Compound notes
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