Basic information
- CAS
3777-69-3- Standard SMILES
CCCCCc1ccco1- InChIKey
YVBAUDVGOFCUSG-UHFFFAOYSA-N- Molecular formula
- C9H14O
- Average molar mass
- 138.21 g/mol
- Monoisotopic mass
- 138.10446507
Overview
2-pentylfuran is a member of the class of furans that is furan in which the hydrogen at position 2 is replaced by a pentyl group. It is found in many heat-processed foods and drinks. It has a role as a plant growth stimulator, a volatile oil component, a flavouring agent, an insect repellent, an Aspergillus metabolite, a bacterial metabolite and a human urinary metabolite.
Names & identifiers
- Preferred name
- 2-Pentylfuran
- IUPAC
- 2-pentylfuran
- English name
- 2-Pentylfuran
- Molecular formula
- C9H14O
- Molecular weight
- 138.21
Names & synonyms
2-PENTYLFURAN3777-69-32-Amylfuran2-n-PentylfuranFuran, 2-pentyl-FEMA No. 3317DTXSID90476796I0QAJ1JZQCHEBI:89197DTXCID7027679RefChem:477892223-234-7
Show more names
FEMA 33172-pentylfuraneFMEA 3317PENTYLFURANE2-pentyl-fura2-N-AMYLFURAN
Furan, pentyl-PENTYLFURAN2-Pentylfuran (natural)MFCD00036497UNII-6I0QAJ1JZQ2-pentyl-furanTox21_303542NCGC00257337-01
Database identifiers
- CAS
3777-69-3、64079-01-2- PubChem CID
- 19602
- DTXSID
DTXSID9047679- ChEMBL
CHEMBL3182720- ChEBI
CHEBI:89197- UNII
- 6I0QAJ1JZQ
- EC Number
- 223-234-7
- Nikkaji
- J45.602K
Properties
Computed structural properties
- XLogP
- 3.7
- Topological polar surface area
- 13.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 4
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 80.8
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Ethers, Other
FragrancesFragrance Ingredient (2-Pentylfuran) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.886-0.893
Flavoring AgentsEU Flavoring substances
Solubility
very slightly
Slightly soluble in water
Soluble (in ethanol)
Boiling Point
64.00 to 66.00 °C. @ 23.00 mm Hg
58-60 °C (10 mm Hg)
Refractive Index1.445-1.451
Physical Description
Colorless liquid; [Alfa Aesar MSDS]
Colourless liquid; Fruity aroma
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 0.2% (3 of 1459) of reports.
Warning
H226 (11.7%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P264, P270, P280, P301+P317, P303+P361+P353, P330, P370+P378, P403+P235, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1459 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Furan, 2-pentyl-
Regulation (EC) No 1331/2008
Furan, 2-pentyl-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Furan, 2-pentyl-: Environment tier I assessment
Hazards Summary
No significant adverse effects observed in 13-week oral study of rats (average daily intake approximately 25 mg/kg); Furan-substituted aliphatic hydrocarbons have not been evaluated for safe use as flavoring agents due to unresolved toxicological concerns, mainly being the carcinogenicity of furan in animal experiments; [JECFA] May cause irritation; Harmful by ingestion; [Alfa Aesar MSDS] See 2-Propylfuran.
Hazard Classes and CategoriesFlam. Liq. 3 (11.7%)
Safety data
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- LU5187000
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Uses & manufacturing
UsesUsed as flavoring agent or adjuvant; [FDA]
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing InformationFuran, 2-pentyl-: ACTIVE
Applications
OccurrenceReported found in over 100 food and beverages including coffee, roasted filberts, many berries, currants, guava, grapes, melon, asparagus, cabbage, kohlrabi, celery, cucumber, potato, tomato, Scotch spearmint oil, parsley, breads, yogurt, butter, boiled egg, fish, fish oil, cooked meats, cocoa, coffee, tea, roasted peanuts, pecan, popcorn, potato chips, oats, soybean, avocado, prunes, mushroom, sesame seed oil, mango, cauliflower, broccoli, walnut, fig, coriander seed, rice, sweet potato, calamus, licorice, buckwheat, sweet corn, malt, wort, cassava, endive, clary sage, shrimp, nectarines, okra, crab, clam, anise hyssop, maté, Roman chamomile oil, angelica root oil and mastic gum oil.
Uses2-Pentylfuran-d11 is the labeled analogue of 2-Pentylfuran (P284953), a volatile compound that is detected in meat smoke aerosol, rice aroma and tomato paste volatiles.
General Description2-Pentylfuran is produced by Aspergillus fumigatus in vitro, when cultured on blood agar, nutrient agar and other medically important fungi includingAspergillus flavus, Aspergillus niger, Scedosporum apiospermumandFusariumspecies.
Preparation methods
Related reactions
2 records
Compound notes
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