| Identification | Back Directory | [Name]
2-METHYLISOBORNEOL | [CAS]
2371-42-8 | [Synonyms]
47523-u
Geosmin&
2-METHYLISOBORNEOL
2-Methylisoboreneol
2-METHYLISOBORNEOLE
2-Methylisoborneol Standard
2-methylisoborneol solution
(R)-(+)-EXO-2-METHYLISOBORNEOL
2-Methylisoborneol >=98.0% (GC)
2-methylisoborneol Odor Standard
methylisoborneol,2-methylisoborneol
2-MethylisoborneolSolution,2mg/L,1ml
2-methylisoborneolSolution,100mg/L,1ml
2-MethylisoborneolSolution,100mg/L,5x1ml
exo-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol
2-METHYLISOBORNEOL (10 MG/ML SOLUTION*IN METHANOL)
2-Methylisoborneol Odor Standard@2 μg/mL in Methanol
(1R-EXO)-1,2,7,7-TETRAMETHYLBICYCLO(2.2.1)HEPTAN-2-OL
2-Methylisoborneol solution ~10 Mg/ML in Methanol, >=98% (GC)
Bicyclo[2.2.1]heptan-2-ol, 1,2,7,7-tetramethyl-, (1R,2R,4R)-rel- | [EINECS(EC#)]
200-659-6 | [Molecular Formula]
C11H20O | [MDL Number]
MFCD00082463 | [MOL File]
2371-42-8.mol | [Molecular Weight]
168.28 |
| Questions And Answer | Back Directory | [Preparation]
1) Add 197 g of D-camphor to a four-necked flask, then add 500 g of diethyl ether, 63 g of magnesium shavings, and 1 mg of elemental iodine sequentially at room temperature to obtain mixed system A; 2) Slowly add 295 g of iodomethane dropwise to mixed system A at room temperature, keeping the reaction temperature below 20°C during the dropwise addition. After the dropwise addition is complete, stir the above reaction solution at room temperature for 2 hours, then heat and reflux for 7 hours. After gas chromatography shows that the raw materials have reacted completely, cool and filter. The solid obtained after filtration was discarded. The solution was diluted with 150 mL of petroleum ether, washed with 150 mL of 2M hydrochloric acid solution, and allowed to stand for separation. The organic and aqueous phases were then separated, and the aqueous phase was discarded. The organic phase was washed with 150 mL of saturated brine, and the organic and aqueous phases were then separated, and the aqueous phase was discarded. The organic phase was mixed with 150 mL of a solution containing 30 g of hydroxylamine hydrochloride and 30 g of sodium hydroxide, stirred at room temperature for 30 hours, separated, and the aqueous phase was discarded. The organic phase was dried with anhydrous sodium sulfate, and the solvent was removed by rotary evaporation to obtain 216 g of crude product. 3) The above crude product was recrystallized with a mixed solvent of 500 g of water and 1200 g of ethanol to obtain 178 g of product 2-methylisoborneol, with a yield of 82% and a purity >98%. |
| Chemical Properties | Back Directory | [Melting point ]
168 °C | [Boiling point ]
208.7±8.0 °C(Predicted) | [density ]
0.968±0.06 g/cm3(Predicted) | [Fp ]
9℃ | [storage temp. ]
−20°C
| [solubility ]
Chloroform (Slightly), Ethanol (Slightly) | [form ]
Solid | [pka]
15.43±0.60(Predicted) | [color ]
White to Off-White Waxy | [Odor]
at 100.00 %. earthy musty | [Odor Type]
earthy | [InChI]
1S/C11H20O/c1-9(2)8-5-6-10(9,3)11(4,12)7-8/h8,12H,5-7H2,1-4H3/t8-,10-,11-/m1/s1 | [InChIKey]
LFYXNXGVLGKVCJ-FBIMIBRVSA-N | [SMILES]
CC1(C)[C@@H]2CC[C@@]1(C)[C@](C)(O)C2 | [LogP]
2.931 (est) | [EPA Substance Registry System]
Bicyclo[2.2.1]heptan-2-ol, 1,2,7,7-tetramethyl-, (1R,2R,4R)-rel- (2371-42-8) |
| Hazard Information | Back Directory | [Uses]
2-Methylisoborneol can be used as a reactant:
- To prepare N-[(1R,2R,4R)-1,4,7,7-tetramethylbicyclo[2.2.1]hept-2-yl]acetamide by reacting with acetonitrile in the presence of boron trifluoride etherate.
- In the enantioselective total synthesis of geissoschizine as well as geissoschizol.
| [Definition]
ChEBI: An bornane monoterpenoid comprising isoborneol carrying a 2-methyl substituent (the 1R,2R,4R-diastereomer). | [General Description]
2-Methylisoborneol (2-MIB) is a semi-volatile compound, responsible for the undesirable earthy-musty odor in surface water. It can be efficiently degraded by TiO2 photocatalysis. 2-MIB can also be easily adsorbed on granular activated carbon. |
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articles Gold
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J & K SCIENTIFIC LTD.
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Sigma-Aldrich
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