M3933

2-Methylisoborneol solution

~10 mg/mL in methanol, ≥98% (GC)

• Synonym(s): (1R-exo)-1,2,7,7-Tetramethylbicyclo[2.2.1]heptan-2-ol
• Empirical Formula (Hill Notation): C₁₁H₂₀O
• CAS Number: 2371-42-8
• Molecular Weight: 168.28
• EC Number: 200-659-6
• MDL number: MFCD00082463
• UNSPSC Code: 12352001
• PubChem Substance ID: 57654381
• NACRES: NA.22

Properties

• Quality Level: 200
• assay: ≥98% (GC)
• concentration: ~10 mg/mL in methanol
• storage temp.: −20°C
• SMILES string: CC1(C)[C@@H]2CC[C@@]1(C)[C@](C)(O)C2
• 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
• InChI key: LFYXNXGVLGKVCJ-FBIMIBRVSA-N

Description

General description

2-Methylisoborneol (2-MIB) is a semi-volatile compound, responsible for the undesirable earthy-musty odor in surface water.[1] It can be efficiently degraded by TiO₂ photocatalysis.[2] 2-MIB can also be easily adsorbed on granular activated carbon.[3]

Application

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.[4]
• In the enantioselective total synthesis of geissoschizine as well as geissoschizol.[5]

Other Notes

Fungal metabolite which contributes to the earthy odor in public water supplies.

Safety Information

• pictograms: GHS02,GHS06,GHS08
• signalword: Danger
• hcodes: H225,H301 + H311 + H331,H370
• pcodes: P210 - P233 - P280 - P301 + P310 - P303 + P361 + P353 - P304 + P340 + P311
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1
• target_organs: Eyes,Central nervous system
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 2
• flash_point_f: 51.8 °F
• flash_point_c: 11 °C
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter