3-(2-Furyl)acrolein
Basic information
- CAS
39511-08-5- Standard SMILES
O=CC=Cc1ccco1- InChIKey
VZIRCHXYMBFNFD-UHFFFAOYSA-N- Molecular formula
- C7H6O2
- Average molar mass
- 122.12 g/mol
- Monoisotopic mass
- 122.03677943
Overview
Beta-(2-furyl)acrolein is a light brown powder. Cinnamon odor. (NTP, 1992)
Names & identifiers
- Preferred name
- 3-(2-Furyl)acrolein
- IUPAC
- 3-(furan-2-yl)prop-2-enal
- English name
- 3-(2-FURYL)ACROLEIN
- Molecular formula
- C7H6O2
- Molecular weight
- 122.12
Names & synonyms
3-(2-Furyl)acrolein3-(2-Furyl)acrylaldehydeDTXSID20253493-(2-Furyl)-2-propenalRefChem:1066533DTXCID905349628-201-42-Propenal, 3-(2-furanyl)-623-30-3Furyl acroleinFurfuryliden-acetaldehyd3-(2-furyl)prop-2-enal
Show more names
FEMA 2494(E)-3-(furan-2-yl)acrylaldehydeAT-511022-FURYL ACROLEINFURAN-2-ACROLEINAKOS BBS-00003241B-(2-FURYL)ACROLEINTIMTEC-BB SBB004286
beta-(2-FURYL)ACROLEIN3-(2-Furanyl)-2-propenal3-(2-furyl)-acroleinSCHEMBL560500SCHEMBL1485961AKOS025243212SB60942NCI60_001734
Database identifiers
- CAS
39511-08-5、623-30-3- PubChem CID
- 12174
- DTXSID
DTXSID2025349- EC Number
- 210-785-3、628-201-4
Properties
Computed structural properties
- XLogP
- 1.1
- Topological polar surface area
- 30.2 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 118
Experimental & physicochemical properties
SpringerMaterials PropertiesBoiling point
LogP1.15
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Flavoring AgentsEU Flavoring substances
Solubility
Insoluble (<1 mg/ml at 68.0 °F) (NTP, 1992)
Insoluble in water
Soluble (in ethanol)
Boiling Point275 °F at 14 mmHg (NTP, 1992)
Melting Point129 °F (NTP, 1992)
Physical Description
Beta-(2-furyl)acrolein is a light brown powder. Cinnamon odor. (NTP, 1992)
White or yellow needles; Cooked spicy-herb aroma
Physicochemical properties
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 6.2% (88 of 1419) of reports.
Danger
H302 (93.7%): Harmful if swallowed [Warning Acute toxicity, oral]
P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1419 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
Hazard information
Regulatory Information
Chemical: 2-Propenal, 3-(2-furanyl)-
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
2-Propenal, 3-(2-furanyl)-: Does not have an individual approval but may be used under an appropriate group standard
DOT LabelCorrosive
Fire HazardsFlash point data are not available for this chemical, but it is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to this compound may include irritation of the eyes, skin and mucous membranes.
Reactive GroupAldehydes
Reactivity Profile
BETA-(2-FURYL)ACROLEIN is an aldehyde. May become involved in exothermic self-condensation or polymerization reactions that are often catalyzed by acid. May generate flammable and/or toxic gases with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction). The addition of stabilizers (antioxidants) to shipments of aldehydes retards autoxidation.
Chemistry & industry
Uses & manufacturing
Use Classification
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing Information2-Propenal, 3-(2-furanyl)-: ACTIVE
Applications
Uses(E)-3-(Furan-2-yl)acrylaldehyde is a useful reagent in the synthesis of highly substituted tetrahydrofurans and tetrahydropyrans using double Michael addition strategy. A synthesis intermediate.
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: 3-(2-Furanyl)-2-propenal is a heteroarene.
Related reactions
3 records
Compound notes
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