5-Bromofuran-2-carbaldehyde
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Grundinformationen
- CAS
1899-24-7- Standard-SMILES
O=Cc1ccc(Br)o1- InChIKey
WJTFHWXMITZNHS-UHFFFAOYSA-N- Summenformel
- C5H3BrO2
- Durchschnittliche Molmasse
- 174,98 g/mol
- Monoisotopische Masse
- 173,93164
Namen und Bezeichner
- Bevorzugter Name
- 5-Bromofuran-2-carbaldehyde
- IUPAC
- 5-bromofuran-2-carbaldehyde
- Englischer Name
- 5-Bromo-2-furaldehyde
- Summenformel
- C5H3BrO2
- Molmasse
- 174.98
Namen und Synonyme
5-bromofuran-2-carbaldehydeRefChem:534041628-757-85-Bromo-2-furaldehyde1899-24-75-Bromofurfural2-Furancarboxaldehyde, 5-bromo-5-bromo-2-furfural5-bromofuran-2-carboxaldehydeMFCD001595015-bromo-furfural2-Furaldehyde, 5-bromo-
Weitere Namen anzeigen
5-Bromo-2-furaldehyde acid5- Bromofural5-Bromo-2-furaL5-Bromofuraldehyde5-bromo-2-furaldehye
5-bromo-furan-2-carbaldehydeFurfural, 5-bromo-5-bromo-2-formylfuran2-Bromofuran-5-carboxaldehydeSTR06646AC-25746SY008053Z57041993
Datenbank-Bezeichner
- CAS
1899-24-7- PubChem CID
- 600328
- DTXSID
DTXSID40344910- ChEMBL
CHEMBL2335228- EC Number
- 628-757-8
- Nikkaji
- J27.236A
Eigenschaften
Berechnete StruktureigenschaftenWird ergänzt
- XLogP
- 1,8
- Polarare Oberfläche (TPSA)
- 30,2 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 8
- Formalladung
- 0
- Komplexität
- 94
Physikochemische Eigenschaften
- Schmelzpunkt
- 82 · 82-85 °C (lit.)
- Siedepunkt
- 112 °C/16 · 112 °C/16 mmHg (lit.)
- Dichte
- 1.594 · 1.5940 (rough estimate)
- Brechungsindex
- 1.445 · 1.4450 (estimate)
- Flammpunkt
- 112 °C/6mm · 112°C/6mm
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- Chloroform, Methanol
- Aggregatzustand
- Powder
- Farbe
- Slightly yellow
- BRN
- 108403 · 108403
- Stabilität
- Stable. Incompatible with strong oxidizing agents.
- InChI
- InChI=1S/C5H3BrO2/c6-5-2-1-4(3-7)8-5/h1-3H
- InChIKey
- WJTFHWXMITZNHS-UHFFFAOYSA-N
- SMILES
- O1C(Br)=CC=C1C=O
- CAS Datenbank
- 1899 · 1899-24-7(CAS DataBase Reference)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H302 (95.7%): Harmful if swallowed [Warning Acute toxicity, oral]；H312 (87.2%): 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 (87.2%): Harmful if inhaled [Warning Acute toxicity, inhalation]；H335 (97.9%): 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 47 reports by companies from 7 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.
Gefahrenhinweise
Hazard Classes and CategoriesAcute Tox. 4 (95.7%)；Acute Tox. 4 (87.2%)；Skin Irrit. 2 (100%)；Eye Irrit. 2 (100%)；Acute Tox. 4 (87.2%)；STOT SE 3 (97.9%)
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29130000
- risk_code
- 20/21/22-36/37/38
- hazard_code
- Xn,Xi
- hazard_note
- Harmful
- safety_code
Chemie und Industrie
Anwendungen
Verwenden5-Bromo-2-furaldehyde is used in the preparation of isoindolinones from furfural. Also used in the preparation of brominated nitrovinylfuran which displays antibacterial activity.
Darstellung
synthetischeA three-necked 50 mL round bottom flask was charged with [bmim]Br3 (20 mmol) followed by dropwise addition of freshly distilled 2-furfural (20 mmol) over a period of 0.5 h and the reaction mixture was stirred for at 40 ℃ 2.5 h under nitrogen atmosphere. The mixture was extracted with petroleum ether (30 mL × 3), the organic layer was washed with water, dried (sodium sulfate) and concentrated. The crude product was purified by distillation and recrystallization with 10 % ethyl acetate-ether solution. 5-Bromo-2-furfural of yellowish crystal in 88 % yield was obtained. Mp. 82-85 ℃, 1H NMR (CDCl3), δ: 9.55 (s, 1H), 7.25 (s, 1H), 6.57 (s, 1H).
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