(1S,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane

Basic Information

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CAS Number

18172-67-3

Molecular Formula

C10H16

Molecular Weight

136.24 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Hydrocarbons

Basic Physical Properties

Physical State

Oil

Melting Point

−61 °C

Boiling Point

165-167 °C

Solubility

95% ethanol: soluble1ml/3ml, clear, colorless

Refractive Index

n20/D 1.478(lit.)

Vapor Pressure

~2 mmHg ( 20 °C)

Specific Rotation

-18.5 º (c=neat 25 ºC)

SMILES

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C=C1CC[C@H]2C[C@@H]1C2(C)C

InChI

InChI=1S/C10H16/c1-7-4-5-8-6-9(7)10(8,2)3/h8-9H,1,4-6H2,2-3H3/t8-,9-/m0/s1

InChIKey

WTARULDDTDQWMU-IUCAKERBSA-N

LogP

2.9987000000000013

Topological Polar Surface Area

0.0 Å²

Hydrogen Bond Donor/Acceptor

0 / 0

Complexity

177

Safety Information

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GHS Hazard Pictograms

H226

H302

H304

H312

H315

H317

H319

H332

H335

Hazard Statement

H226 Flammable liquid and vapor
Flammable liquids

H302 Harmful if swallowed
Acute toxicity, oral

H304 May be fatal if swallowed and enters airways
Aspiration hazard

H312 Harmful in contact with skin
Acute toxicity, dermal

H315 Causes skin irritation
Skin corrosion/irritation

H317 May cause an allergic skin reaction
Sensitization, Skin

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H332 Harmful if inhaled
Acute toxicity, inhalation

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

Hazard Class

Class 3 Class 3

Storage Conditions

-20℃

Synonyms & References

English

(1S,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane
(-)-beta-Pinene
(1S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane
β-Pinene
(S)-(-)-β-Pinene
(1S)-(1)-beta-Pinene
(?)-β-Pinene
(−)-β-Pinene
(S)-β-Pinene
6,6-dimethyl-2-methylenebicyclo[3.1.1] heptane
PINENE, (-)-B-(AS)
&#946
(-)-&#946
(-)-2(10)-Pinene
(-)-Pin-2(10)-ene
(1S)-(-)-&#946
(1S)-(-)-Beta-Pinene
2(10)-Pinene, (1S,5S)-(-)-
6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane-, (S)-
Bicyclo(3.1.1)heptane, 6,6-dimethyl-2-methylene-, (1S,5S)-
L-&#946
laevo-&#946
-Pinene
-Pinene-(1S)-(-)
Beta- pinene
(-)-β-Pinene
(-)-(1S)-β-Pinene,(-)-(1S,5S)-β-Pinene,(-)-2(10)-Pinene,(-)-Nopinene,(-)-β-Pinene,(1S)-(-)-β-Pinene,...

MDL Number

MFCD00001345

Customs Code

29021910

FAQ

What are the physical and chemical properties of (1S,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane (CAS: 18172-67-3)?

(1S,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane (CAS: 18172-67-3) is a white, crystalline solid with a molecular weight of approximately 154.23 g/mol. It has limited solubility in water but is soluble in common organic solvents like ethanol and acetone. This compound is relatively stable but may react with strong acids or bases. It is often used as a precursor in organic synthesis.

How is (1S,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane (CAS: 18172-67-3) typically synthesized?

(1S,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane (CAS: 18172-67-3) can be synthesized via Wittig olefination of 2,6-dimethylcyclohexanone with methyltriphenylphosphonium bromide. The reaction typically proceeds with a high yield and good selectivity, and the product can be isolated by recrystallization from ethanol.

What industries use (1S,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane (CAS: 18172-67-3)?

(1S,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane (CAS: 18172-67-3) is mainly used in the pharmaceutical and polymer industries as a synthetic intermediate. It is also utilized in sensor technology for the detection of specific gases or molecules and in the development of new materials for electronic devices.

What precautions should be taken when handling (1S,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane (CAS: 18172-67-3)?

When handling (1S,5S)-6,6-Dimethyl-2-methylenebicyclo[3.1.1]heptane (CAS: 18172-67-3), wear appropriate personal protective equipment (PPE), including gloves and safety goggles. This compound should be stored in a cool, dry place away from sources of heat or ignition. In case of a spill, use appropriate spill control measures and consult the Safety Data Sheet (SDS) for detailed instructions. Always work in a well-ventilated area or fume hood to prevent inhalation exposure.