Basic information
- CAS
55418-52-5- Standard SMILES
CC(=O)CCc1ccc2c(c1)OCO2- InChIKey
TZJLGGWGVLADDN-UHFFFAOYSA-N- Molecular formula
- C11H12O3
- Average molar mass
- 192.21 g/mol
- Monoisotopic mass
- 192.07864424
Overview
4-(3,4-Methylenedioxyphenyl)-2-butanone is a member of benzodioxoles.
Names & identifiers
- Preferred name
- 4-(1,3-Benzodioxol-5-yl)-2-butanone
- IUPAC
- 4-(1,3-benzodioxol-5-yl)butan-2-one
- English name
- Piperonyl acetone
- Molecular formula
- C11H12O3
- Molecular weight
- 192.21
Names & synonyms
4-(1,3-Benzodioxol-5-yl)-2-butanoneRefChem:51287455418-52-5Piperonylacetone4-(1,3-Benzodioxol-5-yl)butan-2-one4-(3,4-Methylenedioxyphenyl)-2-butanone2-Butanone, 4-(1,3-benzodioxol-5-yl)-FEMA No. 27013,4-Methylenedioxybenzylacetone4-(Benzo[d][1,3]dioxol-5-yl)butan-2-oneDTXSID0047161MFCD00016910
Show more names
FEMA 2701HELIOTROPYL ACETONEPiperonylacetone>Piperonylacetone(Dulcinyl)Piperonyl acetone USP/EP/BP4-(3,4-methylenedioxyphenyl)-23,4-METHYLENEDIOXYBENZYL ACETONE
4-(2H-1,3-benzodioxol-5-yl)butan-2-one081VVC9H34NSC-405365dulcinylHeliotropylacetone4-(1,3-dioxaindan-5-yl)butan-2-one2-Butanone, 4-[1,3-benzodioxol-5-yl]-EINECS 259-630-1
Database identifiers
- CAS
55418-52-5- PubChem CID
- 62098
- DTXSID
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 35.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 14
- Formal charge
- 0
- Complexity
- 215
Experimental & physicochemical properties
FragrancesFragrance Ingredient (4-(3,4-Methylenedioxyphenyl)-2-butanone) -> IFRA transparency List
LogP1.148
Food AdditivesFLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Solubility
Soluble in oils; insoluble in water
Soluble (in ethanol)
Boiling Point176.00 °C. @ 17.00 mm Hg
Melting Point55 °C
Physical Description
Solid
Colourless crystals or white crystalline solid; Intensely sweet, floral aroma
Physicochemical properties
- Melting point
- 49 · 49-54 °C(lit.)
- Boiling point
- 176 °C17 · 176 °C17 mm Hg(lit.)
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 99.2% (128 of 129) of all reports.
Not Classified
Aggregated GHS information provided per 129 reports by companies from 2 notifications to the ECHA C&L Inventory.
Hazard information
Regulatory Information
Chemical: 2-Butanone, 4-(1,3-benzodioxol-5-yl)-
2-Butanone, 4-(1,3-benzodioxol-5-yl)-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesNot Classified
Safety data
- wgk
- 2
- tsca
- TSCA listed
- hs_code
- 2914.19.0000
- Toxicity
- The acute oral LD50 value in rats was reported as 4Og/kg and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Wohl, 1974).
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- Hazard statements
- H315-H319
- Precautionary statements
- P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Chemistry & industry
Pharmacology
Cellular LocationsCytoplasm
Uses & manufacturing
Use Classification
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
General Manufacturing Information2-Butanone, 4-(1,3-benzodioxol-5-yl)-: ACTIVE
Applications
Description4-(3,4-Methylenedioxyphenyl)-2-butanone has an intensely sweet, floral, slightly woody odor. May be prepared by condensation of heliotropin with acetone, followed by hydrogenation in the presence of a palladium catalyst.
OccurrenceHas apparently not been reported to occur in nature.
Preparation methods
PreparationBy condensation of heliotropin with acetone, followed by hydrogenation in the presence of a palladium catalyst
Upstream & downstream products
Upstream raw materials
Related reactions
4 records
Compound notes
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