VERDYL ACETATE

Verdyl Acetate is used fragrance in perfumes, colognes, and personal care products; flavoring agent in food.
Verdyl Acetate is used in perfumes due to its fresh woody aroma, enhancing the natural fruitiness of flowers.
Verdyl Acetate is widely used in flavor essences such as modulation Lavandula.

CAS Number: 5413-60-5 
EC Number: 219-700-4
MDL Number: MFCD00135806
Molecular Formula: C12H16O2

SYNONYMS:
Verdyl acetate, 4,7-Methanoinden-6-ol, 3a,4,5,6,7,7a-hexahydro-, acetate, Dihydro-nordicyclopentadienyl acetate, Tricyclodecen-4-yl 8-acetate, 3a,4,5,6,7,7a-hexahydro-4,7-methanoinden-6-yl acetate, 4,7-Methano-1H-inden-5-ol, 3a,4,5,6,7,7a-hexahydro-, 5-acetate, 3a,4,5,6,7,7a-Hexahydro-4,7-methano-1H-inden-5-yl acetate, 4,7-Methanoinden-5-ol, 3a,4,5,6,7,7a-hexahydro-, acetate, Tricyclo(5.2.1.02,6)dec-3-en-9-yl acetate, Tricyclodecenyl acetate, Tricyclo(5.2.1.02,6)dec-4-en-8-yl acetate, tricyclodecenyl acetate, dihydrodicyclopentadiene acetate, Hexahydro-4,7-methanoinden-5(6)-yl acetate, 3a,4,5,6,7,7a-hexahydro-4,7-methanoinden-6-yl acetate, 4,7-Methano-1H-inden-6-ol, 3a,4,5,6,7,7a-hexahydro-, 6-acetate, 4,7-Methano-1H-inden-6-ol,3a,4,5,6,7,7a-hexahydro-,6-acetate, 4,7-Methanoinden-6-ol,3a,4,5,6,7,7a-hexahydro-,acetate, 4,7-Methano-1H-inden-6-ol,3a,4,5,6,7,7a-hexahydro-,acetate, Verdyl acetate, 4,7-Methano-3a,4,5,6,7,7a-hexahydroinden-6-yl acetate, Herbaflorat, NSC 6598, Greenyl acetate, 8-Acetoxytricyclo[5.2.1.02,6]dec-3-ene, Jasmacyclene, 3a,4,5,6,7,7a-Hexahydro-1H-4,7-methanoinden-6-yl acetate, Verdyl acetate, 5413-60-5, Jasmacyclen, 3a,4,5,6,7,7a-hexahydro-1H-4,7-methanoinden-6-yl acetate, Tricyclodecenyl acetate, Tricyclodecen-4-yl 8-acetate, 4,7-Methano-1H-inden-6-ol, 3a,4,5,6,7,7a-hexahydro-, acetate, Greenyl acetate, Dihydro-nordicyclopentadienyl acetate, 3a,4,5,6,7,7a-Hexahydro-4,7-methanoinden-6-yl acetate, 5232EN3X2F, NSC-6598, MFCD00135806, 4,7-Methanoinden-6-ol, 3a,4,5,6,7,7a-hexahydro-, acetate, 4,7-Methano-1H-inden-6-ol, 3a,4,5,6,7,7a-hexahydro-, 6-acetate, Herbaflorat, NSC 6598; Herbaflorat; Greenyl acetate, NSC 6598, EINECS 226-501-6, JASMACYCLENE, BRN 1949487, AI3-20146, SCHEMBL114981, UNII-5232EN3X2F, DTXSID4029270, NSC6598, Dihydro-nor-dicyclopentadienyl acetate, AKOS027276455, BS-42422, SY316742, J217.985G, NS00003520, 8-acetoxytricyclo[5,2,1,0 2,6]dec-3-ene, 8-tricyclo[5.2.1.02,6]dec-3-enyl acetate, E76501, EC 226-501-6, 8-ACETOXYTRICYCLO(5.2.1.02,6)DEC-3-ENE, W-105670, Q10878625, 3a,4,5,6,7,7a-hexahydro-1H-4,7-methanoinden-6-ylacetate, ACETIC ACID TRICYCLE(5.2.1.0(SUP 2,6))DECA-3-ENE-8-YL ESTER, 3A,4,5,6,7,7A-HEXAHYDRO-1H-4,7-METHANOINDEN-6-YL ACETATE, 4,7-METHANO-1H-INDEN-6-OL, 3A,4,5,6,7,7A-HEXAHYDRO-, 6-ACETATE, 4,7-METHANO-1H-INDEN-6-OL, 3A,4,5,6,7,7A-HEXAHYDRO-, ACETATE, 8-ACETOXYTRICYCLO(5.2.1.02,6)DEC-3-ENE, ACETIC ACID TRICYCLE(5.2.1.0(SUP 2,6))DECA-3-ENE-8-YL ESTER, GREENYL ACETATE, J217.985G, JASMACYCLENE, NSC-6598, VERDYL ACETATE, DIHYDRO-DICYCLOPENTADIENYL ACETATE, 4,7-Methano-1H-Inden-6-ol, 3a,4,5,6,7,7a-Hexahydro-, Acetate, Dihydro-Nordicyclopentadienyl Acetate, Tricyclodecen-4-yl 8-Acetate, Tricyclodecenyl Acetate (IFRA)

Verdyl Acetate is a synthetic fragrance compound widely used in perfumery and personal care products for its distinctive green, woody, and slightly floral aroma.
Verdyl Acetate is cycloverdyl acetate, jasmacyclene, Light-floral green soapy.

Verdyl acetate gives floral accords an attractive green fruity volume with a sweet anise and wood background.
Verdyl acetate (CAS: 5413-60-5), also known as tricyclodecenyl acetate, is a synthetic ester with the molecular formula C₁₂H₁₆O₂ and a molecular weight of 192.25 g/mol.

Verdyl Acetate is a clear to straw-yellow liquid with a distinctive woody, green, and slightly floral odor, making it a staple in perfumery, cosmetics, and household products like soaps, detergents, and air fresheners.
Industrially, Verdyl Acetate is synthesized via the acid-catalyzed reaction of acetic acid with dicyclopentadiene, followed by purification through fractional distillation.

Verdyl acetate, also known as bornyl acetate, is a naturally occurring organic compound with a pleasant, woody aroma.
Verdyl Acetate is found in various essential oils, most notably in the oils of coniferous trees like pine, fir, and cedar, as well as in some herbs like rosemary and sage.

Verdyl Acetate is prized for its aromatic properties and is a common ingredient in perfumery and fragrance industries.
Verdyl acetate's fragrance profile is characterized by its fresh, earthy, and slightly floral notes, making it a popular choice for adding depth and complexity to perfumes, colognes, and scented products.

Beyond its olfactory appeal, verdyl acetate also boasts potential therapeutic benefits, including its purported ability to promote relaxation and reduce stress when used in aromatherapy.
Verdyl Acetate continues to be an essential component in the world of fragrance and aromatics, captivating our senses with its delightful scent.

USES and APPLICATIONS of VERDYL ACETATE:
Common Uses of Verdyl Acetate: Fragrance in perfumes, colognes, and personal care products; flavoring agent in food.
Verdyl Acetate is used in perfumes due to its fresh woody aroma, enhancing the natural fruitiness of flowers
Verdyl Acetate is widely used in flavor essences such as modulation Lavandula.

Application /Application Industries of Verdyl Acetate: Modulating lavender, Costus, folic, and Saussurea fragrances for cosmetics.
Verdyl Acetate is blended with citrus lavender, flower, fruit, and other flavors for cosmetics, soap, cleaning agent, etc

Fine Perfumery uses of Verdyl Acetate : Base note in floral and chypre accords.
Functional Fragrances : Verdyl Acetate is used laundry detergents and hair care products due to its stability in alkaline media.

-Therapeutic Potential of Verdyl Acetate:
Verdyl Acetate is noted for its potential therapeutic benefits, particularly in aromatherapy.
Verdyl Acetate's scent profile is characterized by fresh, earthy, and slightly floral notes, which are believed to promote relaxation and reduce stress when inhaled or used in topical applications

-Chemical Research Applications of Verdyl Acetate:
Organic Synthesis
Verdyl Acetate serves as an important intermediate in organic synthesis.
Verdyl Acetate is utilized in various chemical reactions, including:

*Oxidation: 
Verdyl Acetate converts this compound into carboxylic acids using agents like potassium permanganate.

*Reduction: 
Verdyl Acetate can be reduced to alcohols using lithium aluminum hydride.

*Substitution Reactions: 
The acetate group can be replaced with other functional groups through nucleophilic substitution.

-Biological Applications of Verdyl Acetate:
*Antimicrobial Properties;
Research has indicated that Verdyl Acetate exhibits moderate antibacterial activity against pathogens such as Staphylococcus aureus and Escherichia coli.

Verdyl Acetate's mechanism of action involves disrupting bacterial cell membranes, leading to cell lysis and death.
Further studies are necessary to fully elucidate Verdyl Acetate's efficacy and safety in medical applications.

-Medical Applications of Verdyl Acetate:
*Therapeutic Potential
While still under investigation, Verdyl Acetate is being explored for its potential therapeutic benefits, particularly in aromatherapy.
It is believed to promote relaxation and reduce stress when used in diffusers or topical applications.

-Industrial Applications of Verdyl Acetate:
--Fragrance Industry:
Verdyl Acetate is predominantly used in the fragrance industry due to its fresh, earthy, and slightly floral notes.
*Verdyl Acetate is a key ingredient in:

**Perfumes and Colognes: 
Verdyl Acetate adds complexity to scent profiles.

**Personal Care Products: 
Verdyl Acetate is incorporated into soaps, shampoos, and lotions.

**Air Fresheners and Cleaning Products: 
Verdyl Acetate imparts a pleasant aroma.

--Flavoring Agent
Although less common than Verdyl Acetate's use in fragrances, this compound can also act as a flavoring agent in food products like chewing gum and baked goods.

APPLICATIONS AND BENEFITS OF VERDYL ACETATE:
Verdyl Acetate is primarily used in the fragrance industry:
*Perfumery: 
Verdyl Acetate provides a fresh, green, and woody note, enhancing the complexity of floral and herbal fragrances.

*Personal Care Products: 
Incorporated into soaps, shampoos, lotions, and deodorants for Verdyl Acetate's pleasant aroma.

*Household Products: 
Verdyl Acetate is used in air fresheners, fabric softeners, and cleaning agents to impart a refreshing scent.

*Aromatherapy: 
Occasionally utilized for Verdyl Acetate's purported relaxing and stress-reducing properties.

CHEMICAL REACTIONS ANALYSIS OF VERDYL ACETATE:
-Types of Reactions: 
Verdyl acetate undergoes various chemical reactions, including:

*Oxidation: 
Verdyl Acetate can be oxidized to form corresponding carboxylic acids.

*Reduction: 
Reduction reactions can convert this compound to alcohols.

*Substitution: 
Nucleophilic substitution reactions can replace the acetate group with other functional groups.

-Common Reagents and Conditions:
Oxidation: 
Common oxidizing agents include potassium permanganate and chromium trioxide.

*Reduction: 
Reducing agents like lithium aluminum hydride and sodium borohydride are used.

*Substitution: 
Reagents such as sodium hydroxide and hydrochloric acid are employed.

INDUSTRIAL SYNTHESIS METHODS OF VERDYL ACETATE:
*Catalytic Esterification of Dicyclopentadiene
The predominant industrial route involves acid-catalyzed esterification of dicyclopentadiene with acetic anhydride.
The method employs a binary perchloric-phosphoric acid catalyst to enhance reaction efficiency:

*Reaction Protocol
Catalyst Preparation:
A mixture of acetic acid (210 g) and high chloride-phosphoric acid (4.2 g) is charged into a three-neck flask equipped with a reflux condenser, thermometer, and dropping funnel.

*Acetic Anhydride Addition: 
Acetic anhydride (53 g) is introduced, and the temperature is raised to 58°C under continuous stirring.

*Dicyclopentadiene Addition: 
Dicyclopentadiene (410 g) is added dropwise over 5 hours, maintaining the reaction temperature between 50–80°C to prevent oligomerization.

*Post-Reaction Processing:
Neutralization: 
The crude product is washed sequentially with 15–30% NaOH, 10%, and saturated brine to remove residual acids and catalysts.

*Distillation: 
Vacuum fractionation at 104–106°C (133.3 Pa) yields this compound with >98% purity.

*Catalytic Advantages
The perchloric-phosphoric acid system outperforms traditional catalysts by minimizing side reactions (e.g., dehydration) and achieving yields exceeding 85%.
Kinetic studies suggest the binary acid’s enhanced proton availability accelerates acetylation while suppressing dicyclopentadiene dimerization.

*Alternative Synthesis: 
Rhodium-Catalyzed Acetoxylation
Emerging methodologies, such as those detailed in the Royal Society of Chemistry’s catalytic studies, explore transition metal catalysts for greener synthesis:

*Reaction Mechanism
Rhodium complexes facilitate acetoxylation of terpene alcohols under mild conditions (100°C, toluene solvent).
While less prevalent industrially, this route offers selectivity advantages, particularly in avoiding acidic byproducts.

KEY DIFFERENCES OF VERDYL ACETATE:
*Backbone Structure : 
Verdyl Acetate’s tricyclic framework contrasts with cedryl acetate’s sesquiterpene backbone and benzyl acetate’s aromatic ring.

*Functional Groups : 
Verdyl propionate has a longer alkyl chain (propionate vs. acetate), altering volatility and scent longevity .

*Performance Insights :
Verdyl Acetate is preferred in mass-market products due to its cost-effectiveness and stability in alkaline environments (e.g., detergents).
Verdyl Acetate’s superior fixative properties make it ideal for high-end fragrances requiring longevity

PRODUCTION METHODS OF VERDYL ACETATE:
The production of Verdyl Acetate typically involves the reaction of acetic acid with perchloric-phosphoric acid followed by acetic anhydride and dicyclopentadiene.
This multi-step process requires careful control of reaction conditions to optimize yield and minimize environmental impact.

MECHANISM OF ACTION OF VERDYL ACETATE:
The mechanism of action of verdyl acetate involves its interaction with various molecular targets and pathways.
In antimicrobial studies, it is believed to disrupt bacterial cell membranes, leading to cell lysis and death.
The exact molecular targets and pathways are still under investigation, and further research is needed to fully understand Verdyl Acetate's mechanism of action.

BIOLOGICAL ACTIVITY OF VERDYL ACETATE:
Verdyl acetate, a chemical compound with the formula C12H16O2, is primarily recognized for its applications in the fragrance and flavor industries.
However, recent research has begun to uncover Verdyl Acetate's biological activities, which may have implications for therapeutic uses and safety assessments.

PHYSICAL and CHEMICAL PROPERTIES of VERDYL ACETATE:
Molecular Weight: 192.25 g/mol
XLogP3-AA: 2.2
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 2
Rotatable Bond Count: 2
Exact Mass: 192.115029749 g/mol
Monoisotopic Mass: 192.115029749 g/mol
Topological Polar Surface Area: 26.3 Ų
Heavy Atom Count: 14
Formal Charge: 0
Complexity: 295

Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 5
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Beilstein Number: 1949487
MDL: MFCD00135806
XlogP3-AA: 2.20 (est)

Molecular Weight: 192.25792000
Formula: C12 H16 O2
AL number: 3046
CAS number: To be assigned
CAS number (unlabelled): 5413-60-5
Molecular Formula: C12H16O2
Molecular Weight: 194.24
Assay: 95% min.
Appearance: colorless to pale yellow clear liquid (est)
Assay: 96.00 to 100.00 sum of isomers

Food Chemicals Codex Listed: No
Specific Gravity: 1.07000 to 1.08000 @ 25.00 °C
Refractive Index: 1.49300 to 1.49700 @ 20.00 °C
Boiling Point: 258.42 °C @ 760.00 mm Hg (est)
Acid Value: 1.00 max. KOH/g
Vapor Pressure: 0.014000 mmHg @ 25.00 °C (est)
Flash Point: > 212.00 °F TCC (> 100.00 °C)
logP (o/w): 3.119 (est)
Shelf Life: 24.00 month(s) or longer if stored properly

Storage: store in cool, dry place in tightly sealed containers, 
protected from heat and light
Soluble in: alcohol kerosene,
paraffin oil, water, 177.4 mg/L @ 25 °C (est),
Stability: acid cleaner, alcoholic lotion,
antiperspirant, bleach, deo stick,
detergent perborate, fabric softener,
foam bath, hard surface cleaner,
liquid detergent, shampoo, soap,
SpectraBase Compound ID: ITZsnzG8ZOP

InChI: InChI=1S/C12H16O2/c1-7(13)14-12-6-8-5-11(12)10-4-2-3-9(8)10/h2-3,8-12H,4-6H2,1H3
InChIKey: RGVQNSFGUOIKFF-UHFFFAOYSA-N
Molecular Weight: 192.26 g/mol
Molecular Formula: C12H16O2
Exact Mass: 192.11503 g/mol
Appearance at 20°C: Clear mobile liquid
Color: Colorless to pale yellow
Odor: Fruit, green, wood, anise, floral, ozone
Optical Rotation (°): -0.5 / 0.5

Density at 20°C (g/mL): 1.068 - 1.078
Refractive Index ND20: 1.4930 - 1.4970
Flashpoint (°C): 116
Solubility: Soluble in ethanol 96º
Assay (% GC): Sum of isomers > 98
Acid Value (mg KOH/g): < 1
CAS Number: 5413-60-5
Market Applications: Flavor & Fragrance
IUPAC Name: 3a,4,5,6,7,7a-hexahydro-4,7-methanoinden-6-yl acetate

CFR Number: N/A
EU Number: 226-501-6
HS Code: 2915.39.9050
Aroma Profile: Floral
CAS Registry Number: 5413-60-5
Unique Ingredient Identifier: 5232EN3X2F
Molecular formula: C12H16O2
International Chemical Identifier (InChI): RGVQNSFGUOIKFF-UHFFFAOYSA-N
SMILES: C1(CC2CC1C3C2C=CC3)OC(=O)C
FEMA Number: N/A

EINECS: 219-700-4
Formula: C12 H16 O2
Molecular Weight: 192.00 g/mol
Product Name: Verdyl acetate
CAS No.: 5413-60-5
EINECS No.: 226-501-6
Molecular Formula: C12H16O2
Molecular Weight: 192.25
Appearance: A colorless viscous liquid.
Boiling point: 288.25°C (rough estimate)

Density: 1.0240 (rough estimate)
Storage temp: Sealed in dry, Room Temperature
Water Solubility: 10μg/L at 30℃
Chemical Name: 3A,4,5,6,7,7A-HEXAHYDRO-4,7-METHANOINDEN-6-YL ACETATE
Chemical Formula: C12 H16 O2
Family: Floral
CAS N°: 5413-60-5
EINECS N°: 226-501-6
FEMA N°: -
PHYSICO-CHEMICAL PROPERTIES

Flash Point: > 100°C
Refractive Index ND20: [1.492 - 1.498]
Specific Gravity (D20/20): [1.072 - 1.082]
Purity: > 98% (SUM OF ISOMERS)
Molecular Weight: 192
Chemical Formula: C12H16O2
CAS Number: 5413-60-5
Color: Clear Colorless Liquid
Shelf Life: 12 months
Form: Liquid

IUPAC Name: 8-tricyclo[5.2.1.02,6]dec-3-enyl acetate
InChI: InChI=1S/C12H16O2/c1-7(13)14-12-6-8-5-11(12)10-4-2-3-9(8)10/h2-3,8-12H,4-6H2,1H3
InChI Key: RGVQNSFGUOIKFF-UHFFFAOYSA-N
Canonical SMILES: CC(=O)OC1CC2CC1C3C2C=CC3
Molecular Formula: C12H16O2
DSSTOX Substance ID: DTXSID4029270
Molecular Weight: 192.25 g/mol
Physical Description: Liquid; Liquid, Other Solid
Product Name: Verdyl acetate
CAS RN: 5413-60-5
Product Name: 4,7-Methano-3a,4,5,6,7,7a-hexahydroinden-6-yl acetate

CAS No.: 5413-60-5
Molecular Formula: C12H16O2
InChIKey: RGVQNSFGUOIKFF-UHFFFAOYSA-N
Molecular Weight: 192.25 g/mol
Exact Mass: 192.25
EC Number: 226-501-6
UNII: 5232EN3X2F
NSC Number: 6598
DSSTox ID: DTXSID4029270

HScode: 2915390090
Categories: Synthetic Fragrances
PSA: 26.3
XLogP3: 2.2
Appearance: Clear colorless liquid
Density: 1.12 g/cm3
Boiling Point: >200°C
Flash Point: >100°C CC

Refractive Index: 1.536
Organoleptic Note: Green and woody, with a sweet anisic note
Assay: 98% min
Specific Gravity: 1.070 - 1.080
Insolubility: In water
Color: Clear, colorless liquid
Solubility: Soluble in alcohol, kerosene, and paraffin oil

FIRST AID MEASURES of VERDYL ACETATE:
-Description of first-aid measures:
*General advice:
Show this material safety data sheet to the doctor in attendance.
*If inhaled:
After inhalation: 
Fresh air.
*In case of skin contact: 
Take off immediately all contaminated clothing. 
Rinse skin with water/ shower.
*In case of eye contact:
After eye contact: 
Rinse out with plenty of water. 
Call in ophthalmologist. 
Remove contact lenses.
*If swallowed:
After swallowing: 
Immediately make victim drink water (two glasses at most). 
Consult a physician.
-Indication of any immediate medical attention and special treatment needed:
No data available

ACCIDENTAL RELEASE MEASURES of VERDYL ACETATE:
-Environmental precautions:
Do not let product enter drains.
-Methods and materials for containment and cleaning up:
Cover drains.
Collect, bind, and pump off spills. 
Observe possible material restrictions.
Take up dry. Dispose of properly. 
Clean up affected area. 

FIRE FIGHTING MEASURES of VERDYL ACETATE:
-Extinguishing media:
*Suitable extinguishing media:
Use extinguishing measures that are appropriate to local circumstances and the surrounding environment.
*Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
-Further information:
Suppress (knock down) gases/vapors/mists with a water spray jet. 
Prevent fire extinguishing water from contaminating surface water or the ground water system

EXPOSURE CONTROLS/PERSONAL PROTECTION of VERDYL ACETATE:
-Exposure controls:
--Personal protective equipment:
*Eye/face protection:
Use equipment for eye protection. 
Safety glasses
*Skin protection:
Full contact:
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: 480 min
Splash contact:
Material: Nitrile rubber
Minimum layer thickness: 0,11 mm
Break through time: 480 min
*Body Protection:
protective clothing
*Respiratory protection:
Recommended Filter type: Filter type P2
-Control of environmental exposure:
Do not let product enter drains.

HANDLING and STORAGE of VERDYL ACETATE:
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed. 
Dry.

STABILITY and REACTIVITY of VERDYL ACETATE:
-Reactivity:
No data available
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature) .
-Conditions to avoid:
no information available
-Incompatible materials:
No data available