Citronellyl Acetate

HCID 9017CAS 150-84-5

Substructure search Find similar structures

Basic information

Standard SMILES: CC(=O)OCCC(C)CCC=C(C)C
InChIKey: JOZKFWLRHCDGJA-UHFFFAOYSA-N
Molecular formula: C12H22O2
Average molar mass: 198.3 g/mol
Monoisotopic mass: 198.16197994

Names & identifiers

Preferred name: Citronellyl Acetate
IUPAC: 3,7-dimethyloct-6-enyl acetate
English name: Citronellyl acetate
Molecular formula: C12H22O2
Molecular weight: 198.3

Names & synonyms

Citronellyl acetate150-84-53,7-dimethyloct-6-enyl acetate3,7-Dimethyl-6-octen-1-yl acetateAcetic acid, citronellyl ester6-Octen-1-ol, 3,7-dimethyl-, 1-acetate2-Octen-8-ol, 2,6-dimethyl-, acetateFEMA No. 2311FEMA No. 2981IZ420RT3OYDTXSID5051739NSC-4893

Show more names

3,7-Dimethyl-6-octenyl acetateCitronelly acetateAcetic acid ester leMongrassCephereine3,7-DIMETHYL-6-OCTEN-1-OL ACETATEFEMA 2311CephreineCitronellylacetat

RefChem:32710DTXCID5030294205-775-0266-837-03,7-Dimethyloct-6-en-1-yl acetateCitronellol acetate1-Acetoxy-3,7-dimethyloct-6-ene6-Octen-1-ol, 3,7-dimethyl-, acetate

Database identifiers

CAS: 150-84-5、67601-05-2、67650-82-2
PubChem CID: 9017
DTXSID: DTXSID5051739
ChEMBL: CHEMBL1453648
ChEBI: CHEBI:70478
UNII: IZ420RT3OY
EC Number: 205-775-0、266-837-0
Nikkaji: J2.964E

Properties

Computed structural properties

XLogP: 3.8
Topological polar surface area: 26.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 7
Heavy atoms: 14
Formal charge: 0
Complexity: 190

Experimental & physicochemical properties

LogP4.220

Density0.883-0.893

Solubility · 2 items

soluble in alcohol, most fixed oils; insoluble in glycerol, propylene glycol, water

1 ml in 9 ml 70% alcohol (in ethanol)

Boiling Point · 2 items

229.00 °C. @ 760.00 mm Hg

229 °C

Refractive Index1.440-1.450

Physical Description · 2 items

Liquid

colourless liquid/fruity odour

Physicochemical properties

Melting point: 17.88 °C · 17.88°C (estimate)
Boiling point: 240 °C · 240 °C(lit.)
Density: 0.891 g/mL · 0.891 g/mL at 25 °C(lit.)
vapor pressure: 1.97 Pa · 1.97Pa at 20℃
refractive index: 20 · n20/D 1.445(lit.)
FEMA: 2311 · 2311 | CITRONELLYL ACETATE
FLAVIS Number: 9.012 · 09.012 | Citronellyl acetate
Flash point: 218 °F · 218 °F
storage temp.: Sealed in dry,Room Temperature
solubility: 100 mg/mL · DMSO : 100 mg/mL (504.29 mM; Need ultrasonic)
form: Liquid
color: Colorless liquid
Odor: fruity odor
Odor Type: floral
biological source: synthetic
Water Solubility: PRACTICALLY INSOLUBLE
JECFA Number: 57 · 57
Major Application: flavors and fragrances
Cosmetics Ingredients Functions: FRAGRANCE
InChI: 1S/C12H22O2/c1-10(2)6-5-7-11(3)8-9-14-12(4)13/h6,11H,5,7-9H2,1-4H3
InChIKey: JOZKFWLRHCDGJA-UHFFFAOYSA-N
SMILES: CC(CCOC(C)=O)CC\C=C(\C)C
LogP: 4.9 at · 4.9 at 25℃
CAS DataBase Reference: 150 · 150-84-5(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS): CITRONELLYL ACETATE
FDA 21 CFR: 172.515 · 172.515
EWG's Food Scores: 1 · 1
FDA UNII: 420 RT3OY · IZ420RT3OY
NIST Chemistry Reference: Citronellyl acetate(150-84-5)
EPA Substance Registry System: Citronellol acetate (150-84-5)
UNSPSC Code: 12164502 · 12164502
NACRES: 21 · NA.21
Symbol(GHS): 7 · GHS07
Signal word: Danger
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
PPE: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Risk Statements: 36 · 36/37/38
Safety Statements: 24 · 24/25-37-26
WGK Germany: 2 · 2
RTECS: 3422500 · RH3422500
TSCA: TSCA listed
HS Code: 29153900 · 29153900
Storage Class: 10 · 10 - Combustible liquids
Toxicity: 50 orl-rat: · LD50 orl-rat: 6800 mg/kg FCTXAV 11,1011,73
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 5 items

Warning

H315 (> 99.9%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (14.5%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H411 (97.6%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P264, P264+P265, P273, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2000 reports by companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information · 5 items

Chemical: 6-Octen-1-ol, 3,7-dimethyl-, acetate

Regulation (EC) No 1831/2003 (amended)

6-Octen-1-ol, 3,7-dimethyl-, 1-acetate is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 6-Octen-1-ol, 3,7-dimethyl-, 1-acetate 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: 10-01-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/5472

Citronellyl acetate: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 6-Octen-1-ol, 3,7-dimethyl-, acetate: Human health tier I assessment

Hazard Classes and CategoriesSkin Irrit. 2 (> 99.9%)；Eye Irrit. 2 (14.5%)；Aquatic Chronic 2 (97.6%)

Regulatory information

Regulatory Information · 5 items

Chemical: 6-Octen-1-ol, 3,7-dimethyl-, acetate

Regulation (EC) No 1831/2003 (amended)

Status: Active Update: 10-01-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/5472

Citronellyl acetate: Does not have an individual approval but may be used under an appropriate group standard

Safety data

PPE: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
wgk: 2
tsca: TSCA listed
rtecs: RH3422500
hs_code: 29153900
Toxicity: LD50 orl-rat: 6800 mg/kg FCTXAV 11,1011,73
risk_code: 36/37/38
Signal word: Danger
Symbol(GHS): GHS07
safety_code: 24/25-37-26
Storage Class: 10 - Combustible liquids
Hazard statements: H315-H319-H335
REACH Registrations: Active
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Pharmacology

Cellular LocationsExtracellular；Membrane

Uses & manufacturing

U.S. Production2023: 8,500,000 - <10,000,000 lb；2022: 8,500,000 - <10,000,000 lb；2021: 8,500,000 - <10,000,000 lb；2020: 8,500,000 - <10,000,000 lb

Consumer UsesFragrance

Industry UsesOther；Fragrance

IFRA Fragrance Standards · 6 items

Citronellyl acetate

Citronellyl acetate; 3,7-Dimethyl-6-octen-1-ol acetate; 3,7-Dimethyl-6-octen-1-yl acetate; 3,7-Dimethyloct-6-en-1-yl acetate; 6-Octen-1-ol, 3,7-dimethyl-, acetate; Acetic acid, citronellyl ester; laevo-Citronellyl acetate; 3,7-Dimethyloct-6-enyl acetate; 6-Octen-1-ol, 3,7-dimethyl-, 1-acetate (3S)-; 6-Octen-1-ol, 3,7-dimethyl-, acetate (S)-; (S)-3,7-Dimethyloct-6-en-1-yl acetate; (-)-3,7-dimethyloct-6-enyl acetate; alpha-Citronellyl acetate; 3,7-Dimethyl-(6-or 7-)octen-1-yl acetate; 3,7-Dimethyl-(6-or 7-)octen-1-yl ethanoate; 3,7-Dimethyloct-7-en-1-yl acetate; 7-Octen-1-ol, 3,7-dimethyl-, acetate; 3,7-Dimethyl-7-octen-1-yl acetate; 3,7-Dimethyl-7-octen-1-yl ethanoate; (S)-3,7-Dimethyloct-7-enyl acetate; Rhodinyl acetate; Rhodinyl ethanoate; l-Citronellyl acetate (commercial name)

IFRA_STD_248.pdf

IFRA 51st Amendment - Guidance for the use of IFRA Standards

Restriction: This material should be used only in the limited quantity as stated in the Standard

Household ProductsInformation on 41 consumer products that contain Citronellyl Acetate in the following categories is provided:；• Auto Products；• Commercial / Institutional；• Inside the Home；• Personal Care

Use Classification · 5 items

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Cosmetics -> Masking

Applications · 3 items

OccurrenceReported in the oil of citronella, Chamaecyparis lawsoniana Parl, orange juice, lemon juice, lemon and grapefruit peel oil, swangi (Citrus hystrix D.C.), ginger, tarragon, myrtle leaf, nutmeg, Cympogon citralis oil and beer.

UsesCitronellyl acetate is used as a reactant, and oxidized by ruthenium tetroxide catalyst in presence of acetonitrile.

UsesPerfumery, flavoring.