Basic information
- CAS
105-21-5- Standard SMILES
CCCC1CCC(=O)O1- InChIKey
VLSVVMPLPMNWBH-UHFFFAOYSA-N- Molecular formula
- C7H12O2
- Average molar mass
- 128.17 g/mol
- Monoisotopic mass
- 128.08372962
Overview
Dihydro-5-propyl-2(3H)-furanone is a lactone.
Names & identifiers
- Preferred name
- gamma-Heptalactone
- IUPAC
- 5-propyloxolan-2-one
- English name
- 4-Heptanolide
- Molecular formula
- C7H12O2
- Molecular weight
- 128.17
Names & synonyms
gamma-Heptalactone105-21-54-Heptanolide5-propyloxolan-2-onegamma-Heptanolactone2(3H)-Furanone, dihydro-5-propyl-Heptan-4-olide1,4-HeptanolideHeptanolide-4,1gamma-Propiobutyrolactonegamma-Propyl-gamma-butyrolactoneFEMA No. 2539
Show more names
γ-HeptalactoneFEMA 25395-Propyldihydro-2(3H)-furanoneγ-heptalactoneΓ-HEPTALACTONEγ-Heptanolactone
.gamma.-Heptalactone.gamma.-Heptanolactone4-Hydroxyheptanoic acid, gamma-lactonegamma-Heptalactone (natural)DTXSID50476114-Propyl-4-hydroxybutanoic acid lactoneUNII-U4XIN3U7DHU4XIN3U7DH
Database identifiers
- CAS
105-21-5、57129-71-2- PubChem CID
- 7742
- DTXSID
DTXSID5047611- ChEMBL
CHEMBL365316- ChEBI
CHEBI:89744- UNII
- U4XIN3U7DH
- EC Number
- 203-279-9
- Nikkaji
- J79.443K
Properties
Computed structural properties
- XLogP
- 1.1
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 109
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Lactones
LipidsFatty Acyls [FA] -> Fatty esters [FA07] -> Lactones [FA0704]
FragrancesFragrance Ingredient (gamma-Heptalactone) -> IFRA transparency List
Food Additives
FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Food
Density0.997-1.004 (20 °C)
Flavoring AgentsEU Flavoring substances
Solubility
miscible with alcohol and most fixed oils
(in ethanol)
Boiling Point61-62 °C (2 mmHg)
Refractive Index1.439-1.445
Physical Description
Colorless liquid; [Aldrich MSDS]
colourless, slightly oily liquid with a coconut, sweet, malty, caramel odour
Physicochemical properties
- Boiling point
- 61 · 61-62 °C2 mm Hg(lit.)
- Density
- 0.999 g/mL · 0.999 g/mL at 25 °C(lit.)
- vapor pressure
- 2.8 hPa · 2.8hPa at 20℃
- refractive index
- 20 · n20/D 1.442(lit.)
- FEMA
- 2539 · 2539 | GAMMA-HEPTALACTONE
- FLAVIS Number
- 10.02 · 10.020 | Heptano-1,4-lactone
- Flash point
- 230 °F · >230 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform (Soluble), Methanol (Slightly)
- form
- Oil
- color
- Colourless
- Odor
- 10 % · at 10.00 % in dipropylene glycol. sweet coconut nutty caramel tonka hay
- Odor Type
- coconut
- biological source
- synthetic
- Water Solubility
- 23 g/L · 23g/L at 20℃
- JECFA Number
- 225 · 225
- BRN
- 109569 · 109569
- Major Application
- flavors and fragrances
- Cosmetics Ingredients Functions
- PERFUMING
- InChI
- 1S/C7H12O2/c1-2-3-6-4-5-7(8)9-6/h6H,2-5H2,1H3
- InChIKey
- VLSVVMPLPMNWBH-UHFFFAOYSA-N
- SMILES
- CCCC1CCC(=O)O1
- LogP
- 1 at · 1 at 20℃
- CAS DataBase Reference
- 105 · 105-21-5(CAS DataBase Reference)
- Substances Added to Food (formerly EAFUS)
- GAMMA-HEPTALACTONE
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 4 XIN3U7DH · U4XIN3U7DH
- NIST Chemistry Reference
- 2 · 2(3H)-furanone, dihydro-5-propyl-(105-21-5)
- EPA Substance Registry System
- 2 · 2(3H)-Furanone, dihydro-5-propyl- (105-21-5)
- UNSPSC Code
- 12164502 · 12164502
- NACRES
- 21 · NA.21
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315
- Precautionary statements
- 264 · P264-P280-P302+P352-P362+P364-P332+P313
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xi
- Risk Statements
- 38 · 38-36/38
- Safety Statements
- 36 · 36-37/39-26
- WGK Germany
- 2 · 2
- RTECS
- 3697000 · LU3697000
- TSCA
- TSCA listed
- HS Code
- 29322090 · 29322090
- Storage Class
- 10 · 10 - Combustible liquids
- Hazard Classifications
- 2 · Skin Irrit. 2
- Toxicity
- 50 · rabbit,LD50,skin,> 5gm/kg (5000mg/kg),Food and Chemical Toxicology. Vol. 20, Pg. 703, 1982.
- REACH Registrations
- Active
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 94.8% (1578 of 1664) of all reports.
Not Classified
Aggregated GHS information provided per 1664 reports by companies from 5 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: 2(3H)-Furanone, dihydro-5-propyl-
Regulation (EC) No 1831/2003 (amended)
REACH registered substance: Heptan-4-olide (EC: 203-279-9)
2(3H)-Furanone, dihydro-5-propyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryA moderate skin irritant; [RTECS] Safe when used as a flavoring agent in food; [JECFA] An irritant; [Aldrich MSDS] See Butyrolactone.
Hazard Classes and CategoriesNot Classified
Toxicology
Adverse EffectsNeurotoxin - Acute solvent syndrome
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Safety data
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- LU3697000
- hs_code
- 29322090
- Toxicity
- rabbit,LD50,skin,> 5gm/kg (5000mg/kg),Food and Chemical Toxicology. Vol. 20, Pg. 703, 1982.
- risk_code
- 38-36/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 36-37/39-26
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H315
- REACH Registrations
- Active
- Hazard Classifications
- Skin Irrit. 2
- Precautionary statements
- P264-P280-P302+P352-P362+P364-P332+P313
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
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
General Manufacturing Information2(3H)-Furanone, dihydro-5-propyl-: ACTIVE
Applications
Descriptiony-Heptalactone has a sweet, nut-like, caramel odor and a malty, caramel, sweet, herbaceous taste. This substance may be obtained in low yields by hydrogenation of ethyl P-furylacrylate;1 by lactoniation of heptenoic acid; also by condensation of methylacrylate butyl alcohol using a catalyst.
OccurrenceReported found in green tea, asparagus, beer, strawberry, peach and beef
UsesFood additive.
General Descriptionγ-Heptalactone is a volatile flavor compound found in mangoes, strawberries, pineapples as well as in some dairy products. It is used as a flavoring agent in the food and cosmetic industry.
Preparation methods
PreparationObtained in low yields by hydrogenation of ethyl β-furylacrylate; by lactoniation of heptonic acid; also by condensation of methylacrylate butyl alcohol using a catalyst.
Upstream & downstream products
Upstream raw materials
Suppliers100 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
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Additional notes
DefinitionChEBI: Dihydro-5-propyl-2(3H)-furanone is a lactone.
Related reactions
2 records
Compound notes
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