(+-)-2,6-Dimethyl-5-heptenal
Basic information
- CAS
106-72-9- Standard SMILES
CC(C)=CCCC(C)C=O- InChIKey
YGFGZTXGYTUXBA-UHFFFAOYSA-N- Molecular formula
- C9H16O
- Average molar mass
- 140.22 g/mol
- Monoisotopic mass
- 140.12011513
Overview
5-Heptenal, 2,6-dimethyl- is a monounsaturated fatty aldehyde.
Names & identifiers
- Preferred name
- (+-)-2,6-Dimethyl-5-heptenal
- IUPAC
- 2,6-dimethylhept-5-enal
- English name
- 2,6-Dimethyl-5-heptenal
- Molecular formula
- C9H16O
- Molecular weight
- 140.22
Names & synonyms
2,6-Dimethyl-5-heptenal2,6-Dimethylhept-5-enal106-72-9Melonal5-HEPTENAL, 2,6-DIMETHYL-FEMA No. 23892,6-Dimethylhept-5-en-1-alDTXSID8044753dimethyl heptenalNSC-78450MELOMORZ331YX9EL9
Show more names
MELONYLFEMA 2389Natural MelonalELANALnsc78450
DTXCID6024753RefChem:4457002,6-DMH(+-)-2,6-dimethyl-5-heptenal203-427-2Bergamal2,6-Dimethyl-5-hepten-1-al2,6-Dimethyl-5-heptanal
Database identifiers
- CAS
106-72-9- PubChem CID
- 61016
- DTXSID
DTXSID8044753- ChEMBL
CHEMBL3184983- ChEBI
CHEBI:229323- UNII
- Z331YX9EL9
- EC Number
- 203-427-2
- Nikkaji
- J110.527B
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 17.1 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 4
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 121
Experimental & physicochemical properties
Chemical ClassesOther Classes -> Aldehydes
LipidsFatty Acyls [FA] -> Fatty aldehydes [FA06]
FragrancesFragrance Ingredient (2,6-Dimethyl-5-heptenal) -> IFRA transparency List
Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density0.845-0.854
Flavoring AgentsEU Flavoring substances
Solubility
soluble in ethanol; insoluble in glycerol and water
1 ml in 1 ml 95% alcohol; 1 ml in 2 ml 70% alcohol (in ethanol)
Boiling Point116-124 °C (100 mm Hg)
Vapor Pressure0.76 [mmHg]
Refractive Index1.442-1.448
Physical Description
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 0.3% (5 of 1898) of reports.
Warning
H226 (86.6%): Flammable liquid and vapor [Warning Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P272, P280, P302+P352, P303+P361+P353, P321, P333+P317, P362+P364, P370+P378, P403+P235, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 1898 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 5-Heptenal, 2,6-dimethyl-
Regulation (EC) No 1831/2003 (amended)
5-Heptenal, 2,6-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 5-Heptenal, 2,6-dimethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 18-12-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/19314
5-Heptenal, 2,6-dimethyl-: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Category of C7-C9 aliphatic aldehydes and carboxylic acids: Members and supporting chemicals demonstrate low acute toxicity by oral, dermal, and inhalation exposures; toxicity in repeated-dose studies only at relatively high levels; no evidence of reproductive toxicity, developmental toxicity, or mutagenicity; [EPA ChAMP: Hazard Characterization] Safe when used as a flavoring agent in food; [JECFA] An irritant; [Alfa Aesar MSDS]
Hazard Classes and CategoriesFlam. Liq. 3 (86.6%)
Safety data
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Uses & manufacturing
UsesUsed as flavoring agent or adjuvant; [FDA]
U.S. Production2023: 8,500,000 - <10,000,000 lb
Consumer UsesFragrance
Industry UsesOther
Household ProductsInformation on 83 consumer products that contain Dimethyl Heptenal in the following categories is provided:
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 Information
Soap, Cleaning Compound, and Toilet Preparation Manufacturing
5-Heptenal, 2,6-dimethyl-: ACTIVE
Applications
OccurrenceReported found in lemon and lime peel oil, sudachi (Citrus sudachi H. ex. Shirai) and ginger.
UsesIt is used or fragrances designed to have a special fruity note tending towards melon, cucumber and pumpkin. It is mainly used perfuming agents.
General Description2,6-Dimethyl-5-heptenal (melonal) and 5-heptenal undergo concerted ene reaction to form zwitterion that further reacts to give ene product.
Suppliers
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Related reactions
7 records
Compound notes
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