| Borneol | |
|---|---|
 |
 |
| IUPAC name | endo-1,7,7-Trimethyl- bicyclo[2. IUPAC Nomenclature is a system of naming Chemical compounds and of describing the science of Chemistry in general 2. 1]heptan-2-ol |
| Identifiers | |
| CAS number | [507-70-0] (+) [464-45-9] (-) |
| SMILES | CC1(C2(C)C)C(O)CC2CC1 |
| Properties | |
| Molecular formula | C10H18O |
| Molar mass | 154. CAS registry numbers are unique numerical identifiers for Chemical compounds Polymers biological sequences mixtures and Alloys They are also referred to A chemical formula is a way of expressing information about the Atoms that constitute a particular Chemical compound, and how the relationship between those atoms changes Molar mass, symbol M, is the Mass of one mole of a substance ( Chemical element or Chemical compound) 25 g/mol |
| Density | 1. The density of a material is defined as its Mass per unit Volume: \rho = \frac{m}{V} Different materials usually have different 011 g/cm3 @ 20oC |
| Melting point |
208 °C |
| Boiling point |
sublimes |
| Hazards | |
| MSDS | External MSDS |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
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Borneol is a bicyclic organic compound and a terpene. The melting point of a solid is the temperature range at which it changes state from solid to Liquid. The boiling point of a liquid is the temperature at which the Vapor pressure of the liquid equals the environmental pressure surrounding the liquid A material safety data sheet ( MSDS) is a form containing data regarding the properties of a particular substance In Chemistry, the standard state of a material is its state at 1 bar (100 Kilopascals exactly bicyclic molecule contains two fused Aliphatic rings. Fusion can occur in three ways At two mutually bonded atoms or Across a sequence of atoms An organic compound is any member of a large class of Chemical compounds whose Molecules contain Carbon. Terpenes are a large and varied class of Hydrocarbons, produced primarily by a wide variety of plants particularly Conifers though also by some insects such The hydroxyl group in this compound is placed in an endo position. Hydroxyl in Chemistry stands for a molecule consisting of an Oxygen atom and a Hydrogen atom connected by a Covalent bond. Endo-exo isomerism is a special type of Isomerism found in Organic compounds with a Substituent on a bridged ring system Isoborneol is its exo isomer. Endo-exo isomerism is a special type of Isomerism found in Organic compounds with a Substituent on a bridged ring system
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Isoborneol
Borneol is easily oxidized to the ketone yielding camphor. Organic reductions or organic oxidations or organic redox reactions are Redox reactions that take place with Organic compounds In Organic A ketone (pronounced as key tone) is either the Functional group characterized by a Carbonyl group (O=C linked to two other Carbon atoms or } Camphor is a waxy white or transparent solid with a strong aromatic odor One historical name for borneol is Borneo camphor which explains the name. Borneol can be synthesized by reduction of camphor by the Meerwein-Ponndorf-Verley Reduction. Organic reductions or organic oxidations or organic redox reactions are Redox reactions that take place with Organic compounds In Organic } Camphor is a waxy white or transparent solid with a strong aromatic odor The Meerwein-Ponndorf-Verley Reduction in Organic chemistry is the reduction of Ketones to secondary Alcohols with aluminumisopropylate catalysis The same reduction but then fast and irreversible with sodium borohydride gives isoborneol as the kinetically controlled reaction product. Sodium borohydride, also known as sodium tetrahydroborate, has the Chemical formula Na[[boron B]] H 4 Borneol is a Bicyclic Organic compound and a Terpene. The Hydroxyl group in this compound is placed in an endo position Thermodynamic reaction control or kinetic reaction control in a Chemical reaction can decide the composition in a reaction product when competing reactions lead to
Borneol exists as two enantiomers which have two different CAS numbers. In Chemistry, an enantiomer ( from the Greek ἐνάντιος opposite and μέρος part or portion is one of two Stereoisomers that are nonsuperimposable Naturally occurring d-(+)-borneol is optically active. Optical rotation or optical activity is the rotation of linearly polarized Light as it travels through certain materials It can be found in several species of Artemisia and Dipterocarpaceae. Dipterocarpaceae is a family of 17 genera and approximately 500 species of mainly Tropical lowland Rainforest Trees The family name from
Borneol is used in traditional Chinese medicine as moxa. Traditional Chinese medicine (also known as TCM,) includes a range of traditional medical practices originating in China. Moxibustion ( is an Oriental medicine therapy utilizing moxa, or Mugwort Herb. An early description is found in the Bencao Gangmu. Bencao Gangmu ( also known as Compendium of Materia Medica, is a Chinese materia medica work written by Li Shizhen in Ming
Borneol is a component of many essential oils, [1] and it is a natural insect repellent. An essential oil is a concentrated Hydrophobic Liquid containing volatile Aroma compounds from Plants They are also known as volatile An insect repellent is a substance applied to skin clothing or other surfaces which discourages Insects (and Arthropods in general from landing or climbing on that [2]
Use in organic chemistry
Derivatives of isoborneol are used as chiral ligands in asymmetric synthesis:
- (2S)-(−)-3-exo-(morpholino)isoborneol or MIB[3] with a morpholine substituent in the α-hydroxyl position
- (2S)-(−)-3-exo-(dimethylamino)isoborneol or DAIB[4] with a dimethylamino substituent in the α-hydroxyl position
External links
- NIST datasheet including full spectroscopic data
- Dynamic 3D model borneol
- Dynamic 3D model isoborneol
- Borneol in Chinese medicine
References
- ^ Plants containing borneol (Dr. In Chemistry, a ligand is either an Atom, Ion, or Molecule (see also Functional group) that bonds to a central metal generally Asymmetric synthesis, also called chiral synthesis, enantioselective synthesis or stereoselective synthesis, is Organic synthesis which Morpholine is an organic Chemical compound having the Chemical formula O ( C[[hydrogen H]]2CH22 In Organic chemistry, a substituent is an atom or group of atoms substituted in place of a Hydrogen atom on the Parent chain of a Hydrocarbon Amines are Organic compounds and Functional groups that contain a basic Nitrogen Atom with a Lone pair. In Organic chemistry, a substituent is an atom or group of atoms substituted in place of a Hydrogen atom on the Parent chain of a Hydrocarbon Duke's Phytochemical and Ethnobotanical Databases)]
- ^ Chemical Information. sun. ars-grin. gov. Retrieved on 2008-03-02. 2008 ( MMVIII) is the current year in accordance with the Gregorian calendar, a Leap year that started on Tuesday of the Common Events 986 - Louis V becomes King of the Franks. 1127 - Assassination of Charles the Good
- ^ Young K. Chen, Sang-Jin Jeon, Patrick J. Walsh, and William A. Nugent Organic Syntheses, Vol. Organic Syntheses is a Scientific journal that since 1921 has provided the Chemistry community with annual collections of detailed and checked procedures 82, p. 87 (2005) Article
- ^ James D. White, Duncan J. Wardrop, and Kurt F. Sundermann Organic Syntheses, Coll. Organic Syntheses is a Scientific journal that since 1921 has provided the Chemistry community with annual collections of detailed and checked procedures Vol. 10, p. 305 (2004); Vol. 79, p. 130 (2002) Article.
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