DL-Isoborneol

DL-Isoborneol Basic information
Product Name:DL-Isoborneol
Synonyms:Bicyclo[2.2.1]heptan-2-ol,1,7,7-trimethyl-,(1R,2R,4R)-rel-;Bicyclo[2.2.1]heptan-2-ol,1,7,7-trimethyl-,1R,2R,4R-rel-;Bicyclo[2.2.1]heptan-2-ol,1,7,7-trimethyl-,exo-;bicyclo{2.2.1}heptan-2-ol,1,7,7-trimethyl-,exo-;Borneolum;dl-isoborneo;exo-1,7,7-trimethylbicyclo(2.2.1)heptan-2;exo-1,7,7-Trimethylbicyclo(2.2.1)heptan-2-ol
CAS:124-76-5
MF:C10H18O
MW:154.25
EINECS:204-712-4
Product Categories:I-L;Alcohols;Bicyclic Monoterpenes;Biochemistry;Chiral Building Blocks;Organic Building Blocks;Terpenes;Alphabetical Listings;Flavors and Fragrances
Mol File:124-76-5.mol
DL-Isoborneol Structure
DL-Isoborneol Chemical Properties
Melting point 212-214 °C (subl.)(lit.)
Boiling point 214°C
density 0.8389 (rough estimate)
vapor pressure 0.057-4.706Pa at 25℃
FEMA 2158 | ISOBORNEOL
refractive index 1.4710 (estimate)
Fp 200 °F
storage temp. 2-8°C
solubility almost transparency in Methanol
pka15.36±0.60(Predicted)
form Powder
color Yellow
Odorat 10.00 % in dipropylene glycol. balsam camphor herbal woody
Odor Typebalsamic
Water Solubility insoluble
Merck 14,5128
JECFA Number1386
BRN 4126091
LogP2.32-2.92 at 20-25℃
CAS DataBase Reference124-76-5(CAS DataBase Reference)
NIST Chemistry ReferenceDL-Isoborneol(124-76-5)
EPA Substance Registry SystemIsoborneol (124-76-5)
Safety Information
Hazard Codes F,Xi
Risk Statements 11-38
Safety Statements 24/25
RIDADR UN 1312 4.1/PG 3
WGK Germany 2
RTECS NP7300000
TSCA Yes
HazardClass 4.1
HS Code 29061900
Hazardous Substances Data124-76-5(Hazardous Substances Data)
Toxicitymouse,LD50,intravenous,56mg/kg (56mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03209,
MSDS Information
ProviderLanguage
1,7,7-Trimethylbicyclo[2.2.1]heptan-2-ol English
ACROS English
SigmaAldrich English
ALFA English
DL-Isoborneol Usage And Synthesis
DescriptionIsoborneol has a piney, camphoraceous odor. 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.
Chemical PropertiesIsoborneol has a piney, camphoraceous odor.
Chemical Propertieswhite to almost white crystalline powder
OccurrenceReported found in the oil of Abies sibirica and a few other essences and in the essential oil from roots of Chamaeciparis formosensis. Also reported found in apple, papaya, blackberry, cinnamomum, ginger, thymus, cheeses, cognac, Ocimum basilicum, rosemary, temoe lawak (Curcuma xanthorriza Roxb.) turmeric, sage, clary sage, ashanti pepper, German chamomile oil, eucalyptus oil and mastic gum leaf oil
UsesUsed as a synthetic flavor, as a moth repellent, cold sore topical medication, muscle liniment, and steam-inhaled cough suppressant. It is also used in Used in perfumes.
UsesIsoborneol is a monoterpene and a component of several plant essential oils, showed dual viricidal activity against herpes simplex virus 1 (HSV-1).
DefinitionA geometrical isomer of borneol.
PreparationBy the hydrolysis of isobornyl acetate, or by catalytic reduction of camphor (both d- and l-isomers); the optically inactive compound can by prepared by treating camphene with a 1:1 mixture of sulfuric acid and glacial acetic acid and then hydrolyzing the isobornyl acetate
Aroma threshold valuesDetection: 2.5 to 16 ppb
General DescriptionIsoborneol is a monoterpene and a known antioxidant, which is a component of several plant essential oils.
Flammability and ExplosibilityFlammable
Purification MethodsCrystallise isoborneol from EtOH or pet ether (b 60-80o). It sublimes in a vacuum. The 4-nitrobenzoyl derivative has m 153o. [Yager & Morgan J Am Chem Soc 57 2081 1935, Beilstein 6 II 80, 6 III 299, 6 IV 281.]
DL-Isoborneol Preparation Products And Raw materials
Raw materialsSodium hydroxide-->Hydrochloric acid-->Acetic acid-->Xylene-->Turpentine oil-->Metatitanic acid
Preparation ProductsCamphor-->Isobornyl acetate
Isobornyl acetate Isosorbide Isomalt (+)-(8,8-DICHLOROCAMPHORYLSULFONYL)OXAZIRIDINE (+)-N,N-DICYCLOHEXYL-(1R)-ISOBORNEOL-10-SULFONAMIDE 7-METHYL-1-OCTANOL ISOMALTOSE DL-Isoborneol 6-O-ALPHA-D-GLUCOPYRANOSYL-D-GLUCITOL (1S)-(-)-10-MERCAPTOISOBORNEOL Isophytol Isodecanol (-)-2-METHYL-D3-ISOBORNEOL 2,2,6,6-Tetramethyl-4-piperidinol BORNEOL, CONTAINS 20% ISOBORNEOL: 70%,Borneol (contains ca. 20% Isoborneol) 3-Methyl butynol Isoborneol methacrylate Isobornyl acrylate

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