Available from stock

(1R)-(-)-Nopol

SKU: N0658

Category: Building Blocks, Intermediates, Reagents

Synonyms: (1R)-Nopol, (-)-Nopol, NSC1284, 6,6-Dimethyl-2-norpinen-2-ethanol, (1R)-6,6-Dimethylbicyclo[3.1.1]hept-2-ene-2-ethanol; 35836-73-8
CAS-Number: C₁₁H₁₈O
Molecular Formula: 166.26
Molecular Weight

For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

Product Data
Handling
Safety Information
Details

Specifications

Purity: ≥98% (GC)
Appearance: Colourless viscous liquid
Identity: 1H-NMR

Properties

Solvents: Slightly soluble in chloroform or MeOH.
Boiling Point: 230-240 °C (lit.)
Optical Activity: [α]24/D −37°, neat
Refractive Index: n20/D 1.493 (lit.)
Density: 0.973 g/mL at 25 °C (lit.)

Shipping: AMBIENT
Short Term Storage: RT
Long Term Storage: RT
Handling Advice: Protect from light and moisture.
Use / Stability: Stable for at least 2 years after receipt when stored at RT.

Hazard statements: H302 - H315 - H319 - H335
Precautionary statements: P261 - P264 - P271 - P301 + P312 - P302 + P352 - P305 + P351 + P338
GHS Symbol: GHS07
Signal word: Warning
Transportation: Not dangerous goods

Description: (1R)-Nopol is a chiral terpenol derivative, that can be used as a building block and intermediate for synthesis. Has been used in the preparation of optically active O,O-diterpenyl dithiophosphoric and O-terpenyl aryldithiophosphonic acids. Reacts with silver hexafluoroantimonate to form a complex, which can be an effective initiator for the nonthermal curing of epoxy resins by electron beam induced cationic polymerization. Can be used as a starting material for Pinaverium bromide, a selective gastrointestinal calcium ion antagonist used to treat irritable bowel syndrome. Due to its woody and minty aroma, Nopol is often used as a starting material for flavorings and fragrances. Gives a clean note for soaps and detergents.
Smiles: OCCC1=CC[C@]2([H])C(C)(C)[C@@]1([H])C2
InChi Key: ROKSAUSPJGWCSM-UWVGGRQHSA-N
References: (1) D.R. Arnold & X. Du; Can. J. Chem. 72, 403 (1994) , (2) M. Miyazawa, et al.; Phytochem. 39, 337 (1995) , (3) J.V. Crivello & S.S. Liu; J. Polymer Sci. Part A Polymer Chem. 37, 1199 (1999) , (4) L. Cointeaux, et al.; Tetrahedr. Lett. 43, 6275 (2002) , (5) E. Barriau, et al.; Macromolecules 41, 3779 (2008) , (6) R.A. Cherkasov, et al.; Phosph. Sulfur Relat. Elem. 186, 1003 (2011)
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

(1R)-Nopol is a chiral terpenol derivative, that can be used as a building block and intermediate for synthesis. Has been used in the preparation of optically active O,O-diterpenyl dithiophosphoric and O-terpenyl aryldithiophosphonic acids. Reacts with silver hexafluoroantimonate to form a complex, which can be an effective initiator for the nonthermal curing of epoxy resins by electron beam induced cationic polymerization. Can be used as a starting material for Pinaverium bromide, a selective gastrointestinal calcium ion antagonist used to treat irritable bowel syndrome. Due to its woody and minty aroma, Nopol is often used as a starting material for flavorings and fragrances. Gives a clean note for soaps and detergents.

SKU: N0658 Category: Building Blocks, Intermediates, Reagents

Additional information

Additional information

Synonyms	(1R)-Nopol, (-)-Nopol, NSC1284, 6,6-Dimethyl-2-norpinen-2-ethanol, (1R)-6,6-Dimethylbicyclo[3.1.1]hept-2-ene-2-ethanol
Purity	≥98% (GC)
Appearance	Colourless viscous liquid
CAS-Number	35836-73-8
Molecular Formula	C11H18O
Molecular Weight	166.26
Identity	1H-NMR
Solvents	Slightly soluble in chloroform or MeOH.
Boiling Point	230-240 °C (lit.)
Optical Activity	[α]24/D −37°, neat
Refractive Index	n20/D 1.493 (lit.)
Density	0.973 g/mL at 25 °C (lit.)
Smiles	OCCC1=CC[C@]2([H])C(C)(C)[C@@]1([H])C2
InChi Key	ROKSAUSPJGWCSM-UWVGGRQHSA-N
Shipping	AMBIENT
Short Term Storage	RT
Long Term Storage	RT
Handling Advice	Protect from light and moisture.
Use / Stability	Stable for at least 2 years after receipt when stored at RT.
Hazard statements	H302 – H315 – H319 – H335
Precautionary statements	P261 – P264 – P271 – P301 + P312 – P302 + P352 – P305 + P351 + P338
GHS Symbol	GHS07
Signal word	Warning
Transportation	Not dangerous goods
References	(1) D.R. Arnold & X. Du; Can. J. Chem. 72, 403 (1994), (2) M. Miyazawa, et al.; Phytochem. 39, 337 (1995), (3) J.V. Crivello & S.S. Liu; J. Polymer Sci. Part A Polymer Chem. 37, 1199 (1999), (4) L. Cointeaux, et al.; Tetrahedr. Lett. 43, 6275 (2002), (5) E. Barriau, et al.; Macromolecules 41, 3779 (2008), (6) R.A. Cherkasov, et al.; Phosph. Sulfur Relat. Elem. 186, 1003 (2011)
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
Quantity	50 g, 100 g, Bulk