CAS NUMBER: 124-76-5
EC NUMBER: 204-712-4
MOLECULAR FORMULA: C10H18O
MOLECULAR WEIGHT: 154.25
Isoborneol is a monoterpene alcohol, with neuroprotective and antiviral activities.
Isoborneol appears as a white colored lump-solid with a sharp camphor-like odor.
Isoborneol burns readily.
Isoborneol is slightly denser than water and insoluble in water.
Isoborneol is used to make perfumes.
Isoborneol is a bicyclic organic compound and a terpene derivative.
The hydroxyl group in Isoborneol is placed in an endo position.
Being chiral, borneol exists as two enantiomers.
Isoborneol is a monoterpenoid alcohol present in the essential oils of numerous medicinal plants and has antioxidant and antiviral properties.
Isoborneol is a terpene derivative.
Isoborneol is prepared by hydration and rearrangement of camphene/pinene.
Isoborneol is commonly used as flavor and fragrance agents.
Isoborneol is a terpene with a spicy, woody aroma.
Isoborneol is also commonly used as a food additive, a flavoring agent, and a natural insect repellent.
Isoborneol is an isomeric form of borneol the isomers, or compounds, in the two are the same, but the atomic arrangements and properties are different.
Isoborneol is a white solid monoterpene that lends a fruity or spicy flavor to foods and beverages when employed as an additive.
This terpene infuses perfumes with the same aromatic properties.
Similar to Isoborneol from which Isoborneol derives, isoborneol possesses a camphor like fragrance reminiscent of the woods.
Isoborneol has a piney, camphoraceous odor.
Isoborneol may be prepared by the hydrolysis of isobomyl acetate, or by catalytic reduction of camphor (both d- and ι-isomers); the optically inactive compound can be prepared by treating camphene with a 1:1 mixture of sulfuric acid and glacial acetic acid and then hydrolyzing the isobomyl acetat.
USES OF ISOBORNEOL:
Whereas Isoborneol was the enantiomer that used to be the most readily available commercially, the more commercially available enantiomer now is l-borneol, which also occurs in nature.
Isoborneol is used in traditional Chinese medicine.
An early description is found in the Bencao Gangmu.
Isoborneol is a component of many essential oils and it is a natural insect repellent.
Isoborneol also generates a TRPM8-mediated cooling sensation similar to menthol.
Isoborneol is used as an aroma chemical in perfumery.
Isoborneol has a balsamic odour type with pine, woody and camphoraceous facets.
Isoborneol is a terpene derivative.
Isoborneol is prepared by hydration and rearrangement of camphene/pinene.
Isoborneol is also used in perfumes.
Isoborneol is used in fragrance formulation of daily chemicals.
Isoborneol is used in daliy and industrial flavor.
Isoborneol is used in producing rosemary and lavandula angustifolia.
Isoborneol is used as antiseptics.
Isoborneol is frequently used to flavor baked goods, so you may have tasted the terpene in a carrot cake, gingerbread cookie, or other spicily sweet desserts.
Hard candies with fruit flavors may also contain isoborneol as an additive.
Beverages such as orange and grape soda could be a liquid source of isoborneol.
Finally, isoborneol may be an ingredient in certain insect repellants.
APPLICATIONS OF ISOBORNEOL:
-synthetic flavor
-moth repellent
-cold sore topical medication
-muscle liniment
-steam-inhaled cough suppressant
PROPERTIES OF ISOBORNEOL:
Quality Level: 100
assay: 95%
Melting Point: 212-214 °C (subl.) (lit.)
SMILES string: [H][C@@]12CC[C@@](C)([C@H](O)C1)C2(C)C
InChI: 1S/C10H18O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7-8,11H,4-6H2,1-3H3/t7-,8-,10+/m1/s1
InChI key: DTGKSKDOIYIVQL-MRTMQBJTSA-N
PROPERTIES OF ISOBORNEOL:
-Min. Purity Spec: 60% (GC)
-Spectra: NMR, LCMS, Polarimetry
-Physical Form: White to light yellow crystals
-Melting Point: 205-211°C
-Flash Point: 65°C
-Optical Rotation: -3° - +3° (c=5, EtOH)
-Density: 1.011
-Long-Term Storage: Store at room temperature
CHEMICAL PROPERTIES OF ISOBORNEOL:
Isoborneol has a piney, camphoraceous odor.
Isoborneol is white to almost white crystalline powder
Isoborneol is a bicyclic terpene alcohol.
Isoborneol is an endo isomer; the corresponding exo isomer is isoborneol:
Isoborneol occurs abundantly in nature as a single enantiomer or, less frequently, as the racemate.
Isoborneol occurs particularly in oils from Pinaceae species and in citronella oil.
Isoborneol is found, for example, in camphor oil, rosemary, lavender, and olibanum oils.
Isoborneol is a colorless, crystalline solid.
Isoborneol has a camphoraceous odor, with a slightly sharp, earthy, peppery note, which is less evident in borneol.
Commercial Isoborneol is often levorotatory and contains Isoborneol and up to 40% isoborneol.
Isoborneol is oxidized to camphor with chromic or nitric acid; dehydration with dilute acids yields camphene.
Isoborneol is readily esterified with acids, but on an industrial scale, bornyl esters are prepared by other routes.
For example, levorotatory Isoborneol is synthesized industrially from levorotatory pinenes by Wagner–Meerwein rearrangement with dilute acid, followed by hydrolysis of the resulting esters.
Isoborneol is used in the reconstitution of the essential oils in which it occurs naturally.
Isoborneol has a piney, camphor-like odor and burning taste somewhat reminiscent of mint.
PHYSICAL PROPERTIES OF ISOBORNEOL:
Isoborneol is white translucent flakes, bulk or granular crystals.
With a clear aroma, spicy, cool, volatile, black smoke, and yellow flame when lit without residue left.
Melting point of Isoborneol is 201–205
Isoborneol is soluble in ethanol, chloroform, or ether, almost insoluble in water.
SPECIFICATIONS OF ISOBORNEOL:
-Formula:C10H18O
-Formula Weight:154.25
-Melting point:ca 210°
-Flash Point:74°(165°F)
-Storage & Sensitivity:Ambient temperatures.
-Solubility:Insoluble in water. Soluble in dipropylene glycol, ethyl alcohol (1gm. in 2ml. 70% alcohol).
REACTIONS OF ISOBORNEOL:
Isoborneol is easily oxidized to the ketone (camphor).
One historical name for borneol is Isoborneol camphor which explains the name.
Isoborneol is an alcohol.
They react with oxoacids and carboxylic acids to form esters plus water.
Oxidizing agents convert them to aldehydes or ketones.
Isoborneols exhibit both weak acid and weak base behavior.
They may initiate the polymerization of isocyanates and epoxides.
STORAGE OF ISOBORNEOL:
Store at room temperature.
SYNONYM:
(-)-Isoborneol
124-76-5
Isocamphol
Bicyclo[2.2.1]heptan-2-ol, 1,7,7-trimethyl-, (1R,2R,4R)-rel-
DL-Isoborneol
(-)-(2R)-Isoborneol
10334-13-1
2-exo-Bornyl alcohol
UNII-20U67Z994U
(1R,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol
(+/-)-Isoborneol
Exoborneol
Isobornyl alcohol
NSC 26350
20U67Z994U
exo-2-Hydroxy-1,7,7-trimethylnorbornan