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(+)-BORNEOL

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(+)-BORNEOL Basic information
Product Name:(+)-BORNEOL
Synonyms:(+)-Borneol;(+)-Borneol,endo-(1R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol;(1r,2s,4r)-(+)-borneo;(1r-endo)-1,7,7-trimethylbicyclo(2.2.1)heptan-2-ol;7,7-trimethyl-(1r-endo)-bicyclo(2.2.1)heptan-2-o;(+)-BORNEOL 98%;(1R)-(+)-BORNEOL (+)-BORNEOL;(1R)-endo-Borneol
CAS:464-43-7
MF:C10H18O
MW:154.25
EINECS:207-352-6
Product Categories:Miscellaneous Natural Products
Mol File:464-43-7.mol
(+)-BORNEOL Structure
(+)-BORNEOL Chemical Properties
Melting point 206-209 °C (lit.)
alpha 36 º (C=5 IN ETOH)
Boiling point 237.64°C (rough estimate)
density 0.8704 (rough estimate)
FEMA 2157 | BORNEOL
refractive index 1.4723 (estimate)
Fp 150 °F
storage temp. 2-8°C
solubility DMF: 25 mg/ml; DMF:PBS(pH7.2) (1:2): 0.33 mg/ml; DMSO: 16 mg/ml; Ethanol: 16 mg/ml
form solid
pka15.36±0.60(Predicted)
Odorat 10.00 % in dipropylene glycol. pine camphor earthy
Odor Typebalsamic
Optical Rotation[α]20/D 37.0±2.0°, c = 5 in ethanol
Water Solubility 0.74g/L(25 ºC)
BRN 2038056
Major Applicationfood and beverages
InChI1S/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
InChIKeyDTGKSKDOIYIVQL-WEDXCCLWSA-N
SMILES[H][C@@]12CC[C@@](C)([C@@H](O)C1)C2(C)C
LogP2.850
CAS DataBase Reference464-43-7(CAS DataBase Reference)
Safety Information
Hazard Codes F,Xn
Risk Statements 11-20/21/22
Safety Statements 16-33-36-7/9
RIDADR UN 1312 4.1/PG 3
WGK Germany 3
RTECS ED7060000
HazardClass 4.1
PackingGroup III
Storage Class4.1B - Flammable solid hazardous materials
Hazard ClassificationsFlam. Sol. 2
MSDS Information
ProviderLanguage
SigmaAldrich English
(+)-BORNEOL Usage And Synthesis
Chemical PropertiesAlmost insoluble in water, poorly soluble in Propylene glycol, very soluble in alcohol, miscible with most perfume oils. Dry-camphoraceous, woody-peppery odor. The dryness is characteristic and constitutes the main difference from the odor of isoBorneol. The odor of Borneol is often compared to that of a good grade Rosemary oil (in which Borneol is present).
Uses(+)-Borneol has been used to study its antiapoptotic, antioxidative and neuroprotective effect in human neuroblastoma cells (SH-SY5Y).
Application(+)-Borneol has a woody, somewhat minty and slightly burning taste. This alcohol blends excellently with Olibanum products for “incense” type fragrances, and it forms a good background in many herbaceous-camphoraceous fragrances, Lavender- and Citrus cologne types, many tyDes of Room-freshener fragrance, Pine odors, etc.
Production MethodsReduction of D-(+)-camphor with lithium aluminum hydride to a isomeric mixture of (+)-borneol and (-)-isoborneol.
( )-BORNEOL production
DefinitionChEBI: (+)-borneol is a borneol. It is an enantiomer of a (-)-borneol.
General Description(+)-Borneol, a bicyclic monoterpene, is found in the essential oils of medicinal plants and is commonly used in traditional Chinese medicine for analgesia and anaesthesia.
Anticancer ResearchWild asparagus root is known as “tian men dong” in traditional Chinese medicine. Itis used to relieve asthma, suppress coughing, and promote expectoration (Huang1998). It is held to be sweet and bitter in flavour and cold in nature, nourishing thelungs and moistening dryness (McNamara and Song 1995). Though studies conductedon asparagus root to examine its biological effects have only been conductedon animals, the evidence so far shows anticancer activity against leukaemia and lungcancer by means of the inhibition of tumour necrosis factor alpha (Huang et al. 2008).
Purification MethodsIt can be steam distilled, the distillate is extracted into Et2O, the extract dried with Drierite and evaporated. The residue is then recrystallised from boiling EtOH (charcoal) or pet ether. [Clark & Read J Chem Soc 1773 1934, Beilstein 6 III 295, 6 IV 281.]
(+)-BORNEOL Preparation Products And Raw materials
Tag:(+)-BORNEOL(464-43-7) Related Product Information
N-Benzyl-2-norbornanamine Bornyl acetate Carbic anhydride 5-Norbornene-2-carboxamide N-Hydroxy-5-norbornene-2,3-dicarboximide 2-Hydroxyethyl 5-norbornene-2-carboxylate 2-METHYLISOBORNEOL N,N-Diethyl-endo-2-aminonorbornane 5-VINYL-2-NORBORNENE DL-Isoborneol Borneol endo-2-Acetylbicyclo[2.2.1]hept-5-ene Isobornyl isobutyrate (R)-(+)-BORNYLAMINE ENDO-NORBORNEOL Isobornyl acrylate 5-Norbornene-2,3-dicarboxylic acid L(-)-Borneol

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