(5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one (CAS 2244-16-8) — Mid Note Fragrance Ingredient

ByThe Good Scents



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(5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one

CAS 2244-16-8

Note
mid
Volatility
very high
MW
150.2
Data as of: Jun 2026

What Is (5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one?

(5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one (CAS 2244-16-8) is an aroma chemical used as a fragrance and flavour ingredient. Its odour is described as herbal, minty and orange, placing it within the green family as a mid note with very high volatility. With a molecular weight of 150.2 (formula C10H14O), it is handled by perfumers as a building block for compositions where a herbal character is desired. The data below is compiled from public chemical and regulatory sources.

Safety Profile

USE WITH AWARENESS

Generally safeUse with awarenessProfessional use
CAS
2244-16-8
Formula
C10H14O
MW
150.2
InChIKey
ULDHMXUKGWMISQ-VIFPVBQESA-N
(5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one 2D structure

(5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one
C10H14O
Layer 1 · Enthusiast

What Does (5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one Smell Like?

The odour profile of (5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one is reported as herbal, minty, orange. The dominant facet is its herbal character, with the remaining notes adding nuance and complexity. As a mid note it contributes to the heart of a fragrance. Perceived intensity and exact character depend on concentration, the carrier and the surrounding accord.

Scent Profile

Profile derived from public odour-descriptor data; relative, not absolute.

Layer 2

2D Molecular Structure

d-Carvone

SMILES: CC(=C)[C@H]1CC=C(C)C(=O)C1

Chemistry & Properties

The Chemistry

(5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one has the molecular formula C10H14O and a molecular weight of 150.2 g/mol. Its canonical SMILES representation is CC1=CC[C@@H](CC1=O)C(=C)C. Its reported log P (XLogP) of 2.40 indicates a lipophilic, oil-soluble molecule, which informs how it partitions in a formula. Physical constants below are drawn from PubChem and EPA CompTox public datasets.

Physical & Chemical Properties

Molecular Weight 150.2 g/mol
Boiling Point 230.0 °C
Melting Point 89.00 °C
Flash Point 86.00 °C
Density 0.965 g/cm³
Vapor Pressure 0.1023 mmHg
Water Solubility 0.00871 g/L
XLogP 2.40

Perfumer Guide

Note Position
Mid
Volatility
Very High
Primary Odour
Herbal

Alternatives & Comparisons

Ingredients occupying a similar odour space — useful as substitutes or companions when (5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one is unavailable or restricted.

1
trans-(2R,5R)-2-methyl-5-prop-1-en-2-ylcyclohexan-1-one CAS 5524-05-0

Shares herbal, minty, mentholic character — a candidate substitute or companion in the same odour space.

2
2,5-Diethyltetrahydrofuran CAS 41239-48-9

Shares herbal, minty, solvent character — a candidate substitute or companion in the same odour space.

3
Menthyl Acetate CAS 89-48-5

Shares fruity, minty, sweet character — a candidate substitute or companion in the same odour space.

Layer 3

Safety & Regulatory

⚠ Regulatory Disclaimer

General reference only. IFRA, REACH and EU Cosmetics Regulation standards update periodically. Consult the current IFRA Standards Library before formulating. Not legal or regulatory advice.

IFRA Status

Subject to an IFRA restriction (51st Amendment) — maximum use levels apply by product category. Consult the current IFRA Standards Library before formulating.

EU Allergen Declaration

Listed as an EU-declarable fragrance allergen. Must be declared on-pack when present at ≥0.001% in leave-on or ≥0.01% in rinse-off products (EU Regulation 1223/2009 Annex III).

GHS Classification

Signal word: Warning

H317

Odour detection threshold (air): 0.01659 ppb — a literature-curated value indicating its potency in the vapour phase.

Formulating with (5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one?

Open (5S)-2-methyl-5-prop-1-en-2-ylcyclohex-2-en-1-one in Fragrance Studio (Pro) for the calibrated vapour-pressure curve, the modelled odour-threshold estimate, and the substitute-matching engine across 2,900+ aromachemicals.

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References & Sources

  1. PubChem Compound Summary (NIH) — search by InChIKey
  2. EPA CompTox Chemicals Dashboard — physicochemical & fate data
  3. IFRA Standards Library (49th / 51st Amendment)
Sources: PubChem (NIH) · EPA CompTox · IFRA Standards Library · public GHS classification. Odour descriptors are original editorial summaries of public profiles, not reproduced from any single proprietary source.

Data: PubChem (NIH), EPA CompTox, IFRA. Last reviewed: Jun 2026.

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Ingredient Data Sheet

CAS 2244-16-8

Physical Properties

Molecular Weight150.22 g/mol🔬 PubChem
LogP (Octanol-Water)2.4🔬 PubChem
Boiling Point230 °C🔬 EPA CompTox
Vapor Pressure15.5 mmHg @ 25°C📊 OPERA
Flash Point88.9 °C🔬 EPA CompTox
Involatility Index1.363💻 Calculated
log Kp (skin permeability)-1.912💻 Calculated
SMILESCC1=CCC(CC1=O)C(=C)C🔬 PubChem

Volatility & Performance

Fragrance NoteHeart💻 Calculated
Volatility ClassFast💻 Calculated
Persistence Score0.5 / 5💻 Calculated

Odor & Flavor

Functional Groupsketonealkene💻 RDKit

Sensory Thresholds

Odor Detection Threshold0.2151 ppm (n=8)📖 van Gemert

Regulatory Status

IFRA ListedYes — see IFRA Standards for category limits⚖️ IFRA 51
EU Annex IIIListed (restricted)⚖️ IFRA 51
Data Sources & Attribution
Physical data: PubChem (NIH/NLM), U.S. EPA CompTox Dashboard, EPA OPERA models, RDKit. Odor & flavor: Arctander (Perfume & Flavor Chemicals), Fenaroli's Handbook of Flavor Ingredients, Leffingwell. Thresholds: van Gemert (Compilations of Odour Threshold Values). Regulatory: IFRA Standards 51st, FEMA GRAS. Trade names: Surburg (Common Fragrance & Flavor Materials). All data compiled and cross-referenced for perfumertools.com.

Physicochemical Properties

DTXSID: DTXSID8020256

Physical Properties

Molecular Weight 150.221 g/mol🔬 EPA CompTox
Density 0.959 g/cm^3🔬 EPA CTX
Boiling Point 230.417 °C🔬 EPA CTX
Melting Point 89 °C🔬 EPA CTX
Flash Point 92.684 °C🔬 EPA CTX
Refractive Index 1.481 Dimensionless📊 OPERA
Molar Volume 159.761 cm^3/mol📊 OPERA

Partition & Solubility

LogP (Octanol-Water) 1.267 Log10 unitless🔬 EPA CTX
LogD (pH 5.5) 2.581 Log10 unitless📊 OPERA
LogD (pH 7.4) 2.581 Log10 unitless📊 OPERA
LogKoa (Octanol-Air) 5.06 Log10 unitless📊 OPERA
Water Solubility 0.01 mol/L🔬 EPA CTX
Henry's Law Constant 0 atm-m3/mole📊 OPERA

Transport Properties

Vapor Pressure 15.5 mmHg🔬 EPA CTX
Surface Tension 32.326 dyn/cm📊 OPERA

Molecular Descriptors

Topological Polar Surface Area 17.07 Ų💻 Computed
H-Bond Donors 0 count💻 Computed
H-Bond Acceptors 1 count💻 Computed
Rotatable Bonds 1 count💻 Computed
Aromatic Rings 0 count💻 Computed
Molar Refractivity 45.485 cm^3/mol📊 OPERA
Polarizability 18.032 Å^3📊 OPERA

Data Sources:

🔬 EPA Experimental data from U.S. EPA CompTox Chemicals Dashboard & CTX APIs. 📊 OPERA Predicted using EPA's OPERA QSAR models. 💻 Computed Calculated from SMILES using RDKit.

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