(1R,8S)-2,2,7,7-Tetramethyltricyclo[6.2.1.0~1,6~]undec-5-ene

Basic Information

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CAS Number

1135-66-6

Molecular Formula

C15H24

Molecular Weight

204.36 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Hydrocarbons

Basic Physical Properties

Boiling Point

255-256 °C

Refractive Index

n20/D 1.499

SMILES

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CC1(CCC=C2[C@@]13CC[C@@H](C3)C2(C)C)C

InChI

InChI=1S/C15H24/c1-13(2)8-5-6-12-14(3,4)11-7-9-15(12,13)10-11/h6,11H,5,7-10H2,1-4H3/t11-,15-/m0/s1

InChIKey

CQUAYTJDLQBXCQ-NHYWBVRUSA-N

LogP

4.5591000000000035

Topological Polar Surface Area

0.0 Å²

Hydrogen Bond Donor/Acceptor

0 / 0

Complexity

332

Safety Information

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GHS Hazard Pictograms

H226

Hazard Statement

H226 Flammable liquid and vapor
Flammable liquids

Hazard Class

Class 3.2 Class 3.2

Synonyms & References

English

(-)-isolongifolene
Isolongifolene
ISOLONGIFOLENE(SG)
(1R)-2,2,7,7-Tetramethyltricyclo[6.2.1.01.6]undec-5-ene
1,3,4,5,6,7-hexahydro-1,1,5,5-tetramethyI-2H-2,4a-methanonaphthalene
EINECS 214-494-2
iso-Longifolene
trans-Isolongifolene
(2S)-1,3,4,5,6,7-Hexahydro-1,1,5,5-tetramethyl-2H-2,4a-methanonaphthalene
(-)-Isolongifolene

MDL Number

MFCD00042616

Customs Code

2902199090

FAQ

What are the physical and chemical properties of (1R,8S)-2,2,7,7-Tetramethyltricyclo[6.2.1.0~1,6~]undec-5-ene (CAS: 1135-66-6)?

(1R,8S)-2,2,7,7-Tetramethyltricyclo[6.2.1.0~1,6~]undec-5-ene is a colorless, odorless liquid at room temperature. The molecular weight is approximately 246.4 g/mol. It has a low solubility in water but is soluble in common organic solvents like ethanol and chloroform. Chemically, it is relatively stable but can react with strong oxidizing agents. It is used in the synthesis of other organic compounds and as a precursor in various chemical reactions.

How is (1R,8S)-2,2,7,7-Tetramethyltricyclo[6.2.1.0~1,6~]undec-5-ene (CAS: 1135-66-6) typically synthesized?

(1R,8S)-2,2,7,7-Tetramethyltricyclo[6.2.1.0~1,6~]undec-5-ene is synthesized through ring expansion of a cyclohexene oxide using a borane reagent. The process involves selective ring opening and subsequent cyclization. This method ensures high selectivity and yield, making it a preferred synthesis route in organic chemistry.

What industries use (1R,8S)-2,2,7,7-Tetramethyltricyclo[6.2.1.0~1,6~]undec-5-ene (CAS: 1135-66-6)?

(1R,8S)-2,2,7,7-Tetramethyltricyclo[6.2.1.0~1,6~]undec-5-ene is primarily used in the pharmaceutical industry for the synthesis of complex natural products. It also finds applications in polymer chemistry for the preparation of novel materials. In addition, it is utilized in the development of sensors and semiconductors due to its unique chemical properties.

What precautions should be taken when handling (1R,8S)-2,2,7,7-Tetramethyltricyclo[6.2.1.0~1,6~]undec-5-ene (CAS: 1135-66-6)?

When handling (1R,8S)-2,2,7,7-Tetramethyltricyclo[6.2.1.0~1,6~]undec-5-ene, it is essential to wear appropriate personal protective equipment (PPE) including gloves and safety glasses. Store it in a fume hood to minimize inhalation risk. In case of spill, use absorbent materials and dispose of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and safety information.