Isobornyl acetate

Isobornyl acetate Basic information
Description References
Product Name:Isobornyl acetate
Synonyms:Pichtosine;D,L-ISOBORNYL ACETATE;FEMA 2160;exo-1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl acetate;EXO-(1R)-1,7,7-TRIMETHYLBICYCLO[2.2.1]HEPT-2-YL ACETATE;ISO-BORNEOL ACETATE;Isobornylacetate,90%;Isomethyl lonone
CAS:125-12-2
MF:C12H20O2
MW:196.29
EINECS:204-727-6
Product Categories:Bicyclic Monoterpenes;Biochemistry;Terpenes;Alphabetical Listings;Flavors and Fragrances;I-L;FINE Chemical & INTERMEDIATES;Aroma Chemicals
Mol File:125-12-2.mol
Isobornyl acetate Structure
Isobornyl acetate Chemical Properties
Melting point 29°C
Boiling point 229-233 °C (lit.)
density 0.983 g/mL at 25 °C (lit.)
vapor pressure 0.13 hPa (20 °C)
FEMA 2160 | ISOBORNYL ACETATE
refractive index n20/D 1.4635(lit.)
Fp 190 °F
storage temp. Store below +30°C.
solubility 0.16g/l
form Oil
Specific Gravity0.98
color Colourless
Odorat 100.00 %. balsam camphor herbal woody sweet
Odor Typebalsamic
Water Solubility Not miscible or difficult to mix with water.
JECFA Number1388
BRN 3197572
Stability:Stable. Flammable. Incompatible with strong oxidizing agents.
InChIKeyXWIGWPJZNFZLBG-UHFFFAOYSA-N
LogP3.86
CAS DataBase Reference125-12-2(CAS DataBase Reference)
NIST Chemistry ReferenceIsobornyl acetate(125-12-2)
EPA Substance Registry SystemIsobornyl acetate (125-12-2)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-38
Safety Statements 26-36/37/39-24/25
WGK Germany 1
RTECS NP7350000
Autoignition Temperature440 °C DIN 51794
TSCA Yes
HS Code 29153900
Hazardous Substances Data125-12-2(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: > 10000 mg/kg LD50 dermal Rabbit > 20000 mg/kg
MSDS Information
ProviderLanguage
Pichtosine English
SigmaAldrich English
ALFA English
Isobornyl acetate Usage And Synthesis
DescriptionIsobornyl acetate is a kind of acetate ester. It can be manufactured through the esterification between acetate and camphene. It is a kind of flavoring agent with fragrance. It can be used as the intermediate needed for producing medical synthetic camphor.
ReferencesNing, Chunli, et al. "Study on the catalyst for the synthesis of isobornyl acetate." Industrial Catalysis (2012). Opdyke, D. L. J. "Monographs on fragrance raw materials: Isobornyl acetate." Food & Cosmetics Toxicology 13.5(1975): 552-552. Chimal-Valencia, O, et al. "Ion exchange resins as catalyst for the isomerization of alpha-pinene to camphene. " Bioresource Technology 93.2(2004): 119-123.
DescriptionIsobornyl acetate has a pleasant, camphor-like odor reminiscent of some varieties of pine needles and hemlock, and a fresh, burning taste. May be prepared by treatment of camphene with acetic acid, usually in the presence of a catalyst; also by acetylation of isobomeol; depending on the starting material (d-camphene or ι-camphene), the resulting acetate may exhibit a slight optical activity; the commercial product is considered to be optically inactive.
Chemical PropertiesIsobornyl acetate has a pleasant, camphor-like odor reminiscent of some varieties of pine needles and hemlock and a fresh, burning taste
Chemical PropertiesColorless liquid; pine-needle odor.Soluble in most fixed oils and in mineral oil; insoluble in glycerol and water. Combustible.
Chemical PropertiesIsobornyl Acetate has been identified in a number of essential oils. It is a colorless liquid with a pleasant, pine-needle odor. Isobornyl acetate is prepared from camphene and acetic acid in the presence of acidic catalysts (e.g., sulfuric acid) or on a styrene–divinylbenzene acid ion-exchanger.
Isobornyl acetate is used in large amounts for perfuming soaps, bath products, and air fresheners. However, the major use of isobornyl acetate is as an intermediate in the production of camphor.
OccurrenceReported found in thymus, Parmesan cheese, dill herb, Ocimum basilicum, rosemary and custard apple
UsesIsobornyl acetate is one of the most important chemicals used in the perfumery industry. It is used in toiletries and soaps as a flavoring agent and antiseptics. One of main applications is as an intermediate to produce camphor.
UsesCompounding pine-needle odors, toilet waters, bath preparations, antiseptics, theater sprays, soaps, making synthetic camphor, flavoring agent.
PreparationBy treatment of camphene with acetic acid, usually in the presence of a catalyst; also by acetylation of isoborneol; depending on the starting material (d-camphene or l-camphene), the resulting acetate may exhibit slight optical activity; the commercial product is considered to be optically inactive
Aroma threshold valuesAroma characteristics at 1.0%: camphoraceous woody,sweet, citrus and herbal with “Irish Spring” soapy nuances
Taste threshold valuesTaste characteristics at 2 to 10 ppm: camphoraceous, woody, terpy and piney with a spicy, herbal and slightly citrus nuance
Isobornyl acetate Preparation Products And Raw materials
Raw materialsAcetic acid-->Turpentine oil-->Metatitanic acid-->(2S)-1-(3-Acetylthio-2-methyl-1-oxopropyl)-L-proline-->ALPHA-PINENE-->DL-Isoborneol
Ethyl acetate Vinyl acetate Ethyl acetoacetate Isobornyl acetate Tocopheryl acetate INDOPHENOL ACETATE Sodium acetate 1-Methylcyclopentanol Ethyl formate Ethyl chloroformate L-BORNYL ACETATE Methylprednisolone acetate Butyl acetate Ethyl phenylacetate ACETATE Glatiramer acetate Triacetin Potassium Acetate

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