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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
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(+)-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)
refractive index 
1.4723 (estimate)
FEMA 
2157 | BORNEOL
Flash point:
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
pka
15.36±0.60(Predicted)
Odor
at 10.00 % in dipropylene glycol. pine camphor earthy
Odor Type
balsamic
optical activity
[α]20/D 37.0±2.0°, c = 5 in ethanol
Water Solubility 
0.74g/L(25 ºC)
BRN 
2038056
LogP
2.850
CAS DataBase Reference
464-43-7(CAS DataBase Reference)
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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

MSDS

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(+)-BORNEOL Usage And Synthesis

Chemical Properties

Almost 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.

Definition

ChEBI: (+)-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 Research

Wild 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 Methods

It 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.]

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