2-[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]ethan-1-ol

• ChemBase ID: 140015
• Molecular Formular: C11H18O
• Molecular Mass: 166.26002
• Monoisotopic Mass: 166.1357652
• SMILES: CC1([C@H]2CC=C([C@@H]1C2)CCO)C
• Canonical SMILES: OCCC1=CC[C@H]2C[C@@H]1C2(C)C
• InChI: InChI=1S/C11H18O/c1-11(2)9-4-3-8(5-6-12)10(11)7-9/h3,9-10,12H,4-7H2,1-2H3/t9-,10-/m0/s1
• InChIKey: ROKSAUSPJGWCSM-UWVGGRQHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]ethan-1-ol
• IUPAC Traditional name: 2-[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]ethanol
• Synonyms: (-)-Nopol; (1R)-6,6-Dimethylbicyclo[3.1.1]hept-2-ene-2-ethanol; 6,6-Dimethyl-2-norpinene-2-ethanol; 6,6-Dimethylbicyclo[3.1.1]hept-2-ene-2-ethanol; (1R)-(-)-Nopol; (-)-Nopol; (-)-诺卜醇; (1R)-6,6-二甲基二环[3.1.1]庚-2-烯-2-乙醇; 6,6-二甲基二环[3.1.1]庚-2-烯-2-乙醇; 6,6-二甲基-2-降蒎烯-2-乙醇; (1R)-(-)-诺卜醇; (1R)6,6-二甲基联环(3.1.1)庚烷-2-烯-2-乙醇; (-)-诺卜醇

Database IDs

• CAS Number: 35836-73-8
• EC Number: 252-744-2
• MDL Number: MFCD00075187
• Beilstein Number: 3196379
• Merck Index: 146683
• PubChem SID: 162234260; 24860803; 24886482
• PubChem CID: 1272250

CALCULATED PROPERTIES

• Acid pKa: 16.989
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.8095515
• LogD (pH = 7.4): 1.8095515
• Log P: 1.8095515
• Molar Refractivity: 51.252 cm^3
• Polarizability: 19.918749 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 230-240 °C(lit.); 230-240°C; 235-236 °C(lit.)
• Flash Point: 208.4 °F; 98 °C; 98°C(208°F)
• Density: 0.967 g/mL at 20 °C(lit.); 0.973 g/mL at 25 °C(lit.); 0.974
• Refractive Index: 1.4920; n20/D 1.493; n20/D 1.493(lit.)
• Optical Rotation: [α]20/D -37.0±1°, neat; [α]24/D -37°, neat

Safety Information

• RTECS: RC8870000
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 23-26-36/37; 26-37/39
• TSCA Listed: 否
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H315-H319-H335; H302-H315-H319-H335
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥98.0% (sum of enantiomers, GC); 97%; 98%
• Grade: purum
• Empirical Formula (Hill Notation): C11H18O

DETAILS

Sigma Aldrich - 340367

Packaging
5, 100 mL in glass bottle

Sigma Aldrich - 74440

Other Notes
Reagent for preparing NB-enantride, a chiral trialkylborohydride for asymmetric reduction of ketones1