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

Basic Information

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CAS Number

35836-73-8

Molecular Formula

C11H18O

Molecular Weight

166.26 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Hydrocarbons

Basic Physical Properties

Boiling Point

230-240 °C

Refractive Index

n20/D 1.493(lit.)

SMILES

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CC1(C2CC=C(C1C2)CCO)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

LogP

2.3612000000000006

Topological Polar Surface Area

20.23 Å²

Hydrogen Bond Donor/Acceptor

1 / 1

Complexity

215

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

(1R)-(-)-Nopol, 98%
2-((1R,5S)-6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethanol
149HVE6X29
(1R)-(-)-Nopyl alcohol
EC 252-744-2
MFCD00075187
Q27251609
(-)-Nopol
NOPOL, (+/-)-
NOPOL-(+/-)-
AKOS027321020
EN300-1662338
(1R)-(-)-Nopol
(-)-Nopol, purum, >=98.0% (sum of enantiomers, GC)
(1R,5S)-6,6-DIMETHYLBICYCLO(3.1.1)HEPT-2-ENE-2-ETHANOL
CHEBI:171826
BS-48604
XK8HU7WJQC
SCHEMBL7760931
2-{(1R,5S)-6,6-dimethylbicyclo[3,1,1]hept-2-en-2-yl}ethanol
10-HYDROXYMETHYLENE-2-PINENE [FHFI]
(1R)-NOPOL
NOPOL RACEMATE [MI]
Nopol, (-)-
10-(HYDROXYMETHYL)-2-PINENE
Bicyclo[3.1.1]hept-2-ene-2-ethanol, 6,6-dimethyl-, (1R,5S)-
BICYCLO(3.1.1)HEPT-2-ENE-2-ETHANOL, 6,6-DIMETHYL-, (1R)-
UNII-149HVE6X29
DTXSID601044956
NS00001988
NSC-1284

MDL Number

MFCD00075187

Customs Code

2906199090

FAQ

What are the physical and chemical properties of 2-[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]ethan-1-ol (CAS: 35836-73-8)?

2-[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]ethan-1-ol is a colorless to slightly yellow oil with a molecular weight of approximately 178.28 g/mol. It has a low melting point of -38°C and a boiling point of around 160°C. The compound is slightly soluble in water but miscible with common organic solvents. It is reactive towards strong acids and bases, making it susceptible to hydrolysis.

How is 2-[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]ethan-1-ol (CAS: 35836-73-8) typically synthesized?

2-[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]ethan-1-ol is synthesized through a multi-step process involving the synthesis of the bicyclic ketone followed by its reduction to the alcohol. Common methods include the Wittig reaction, Grignard reagent addition, or catalytic hydrogenation. The overall yield is around 70-80%, with high selectivity towards the desired product.

What industries use 2-[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]ethan-1-ol (CAS: 35836-73-8)?

2-[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]ethan-1-ol finds applications in pharmaceuticals for its potential role as a precursor in drug synthesis, in polymer manufacturing for modifying properties of polymers, and in the development of sensors and semiconductors due to its unique structural features.

What precautions should be taken when handling 2-[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]ethan-1-ol (CAS: 35836-73-8)?

When handling 2-[(1R,5S)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]ethan-1-ol, proper personal protective equipment (PPE) is necessary, including gloves, safety goggles, and a lab coat. The compound should be stored in a cool, dry place away from strong acids and bases. Fume hoods should be used during handling to minimize inhalation risks. In case of accidental spill, neutralize with a suitable base, then clean up with absorbent material. Always refer to the Safety Data Sheet (SDS) for detailed safety information.