2-Isopropyl-5-methyl-2-hexenal

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Basic information

CAS: 35158-25-9
Standard SMILES: CC(C)CC=C(C=O)C(C)C
InChIKey: IOLQAHFPDADCHJ-UHFFFAOYSA-N
Molecular formula: C10H18O
Average molar mass: 154.25 g/mol
Monoisotopic mass: 154.13576519

Names & identifiers

Preferred name: 2-Isopropyl-5-methyl-2-hexenal
IUPAC: 5-methyl-2-propan-2-ylhex-2-enal
English name: 2-Isopropyl-5-methyl-2-hexenal
Molecular formula: C10H18O
Molecular weight: 154.25

Names & synonyms

35158-25-95-methyl-2-propan-2-ylhex-2-enal5-Methyl-2-isopropyl-2-hexenal2-Hexenal, 5-methyl-2-(1-methylethyl)-2-Isopropyl-5-methylhex-2-enalFEMA No. 34062-Hexenal, 2-isopropyl-5-methyl-2-Isopropyl-5-methyl-2-hexen-1-al7F8Q5STQ11RefChem:87286252-406-42-Isopropyl-5-methyl-2-hexenal

Show more names

FEMA 3406ISODIHYDROLAVANDULYL ALDEHYDECocoaaldehydeCacao aldehydeISODIHYDRO LAVANDULALMETHYL JASMONATE 95+%Isopropyl-5-Methyl-2-hNatural Cocoa Aldehyde

(e)-2-isopropyl-5-methyl-2-hexenalPregabalin Impurity N48Pregabalin Impurity 164SCHEMBL459468orb3029155DTXSID5067891AKOS0252432615-methyl-2-(propan-2-yl)hex-2-enal

Database identifiers

CAS: 35158-25-9
PubChem CID: 37066
DTXSID: DTXSID5067891
EC Number: 252-406-4

Properties

Computed structural properties

XLogP: 2.9
Topological polar surface area: 17.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 4
Heavy atoms: 11
Formal charge: 0
Complexity: 143

Experimental & physicochemical properties

FragrancesFragrance Ingredient (2-Isopropyl-5-methyl-2-hexenal) -> IFRA transparency List

Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food

Density0.840-0.846

Flavoring AgentsEU Flavoring substances

Solubility · 2 items

Insoluble in water

soluble (in ethanol)

Boiling Point189 °C

Physicochemical properties

Boiling point: 189 °C · 189 °C(lit.)
Density

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 · 5 items

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1450) of reports.

Warning

H315 (> 99.9%): Causes skin irritation [Warning Skin corrosion/irritation]

P264, P280, P302+P352, P321, P332+P317, and P362+P364 (click each P-code to see the statement)

Aggregated GHS information provided per 1450 reports by companies from 11 notifications to the ECHA C&L Inventory.

Hazard information

Regulatory Information · 4 items

Chemical: 2-Hexenal, 5-methyl-2-(1-methylethyl)-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

REACH registered substance: 2-isopropyl-5-methylhex-2-enal (EC: 252-406-4)

2-Hexenal, 5-methyl-2-(1-methylethyl)-: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (> 99.9%)

Safety data

PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 2
tsca: TSCA listed
rtecs: MP6450000
ridadr: 1989
Toxicity: Both the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits exceeded 5 g/kg
risk_code: 10-36/37/38
Signal word: Warning
Symbol(GHS): GHS07

Chemistry & industry

Uses & manufacturing

Use Classification · 3 items

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

General Manufacturing Information2-Hexenal, 5-methyl-2-(1-methylethyl)-: ACTIVE

Applications · 4 items

DescriptionThe derivatives are concrete and absolute. The concrete is prepared in approximately 1.5 to 2.0% yields by solvent extraction (ben zene, petroleum ether) of the freshly cut flowering herb. It is a dark-green, viscous mass. An absolute is obtained in approxi mately 45% yields by distillation of the concrete with diethylene glycol.

OccurrenceReported found in cocoa

Uses2-Isopropyl-5-methyl-2-hexenal is used as a spice.

General Description2-Isopropyl-5-methyl-2-hexenal is a volatile aroma constituent of malted barley and roasted coffee beans. It can be formed via Maillard reaction between leucine and 3-methylbutanal.

Preparation methods

PreparationBy aldol condensation of isovaleraldehyde

Upstream & downstream products

Upstream raw materials

Related reactions

1 records

New reaction record

HRID 132733As reactantuspto-grants-2008_06

Compound notes

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