2,6,6-Trimethyl-1-cyclohexene-1-carbaldehyde

Basic Information

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CAS Number

432-25-7

Molecular Formula

C10H16O

Molecular Weight

152.24 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Aldehydes

Basic Physical Properties

Melting Point

62-63 C

Boiling Point

62-63 °C/3 mmHg

Water Solubility

Soluble in chloroform, dichloromethane, ethyl acetate and methanol. Insoluble in water.

Flash Point

>230 °F

Refractive Index

n20/D 1.497(lit.)<br />n20/D 1.497-1.501

SMILES

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CC1=C(C=O)C(C)(C)CCC1

InChI

InChI=1S/C10H16O/c1-8-5-4-6-10(2,3)9(8)7-11/h7H,4-6H2,1-3H3

InChIKey

MOQGCGNUWBPGTQ-UHFFFAOYSA-N

LogP

2.711900000000001

Topological Polar Surface Area

17.07 Å²

Hydrogen Bond Donor/Acceptor

0 / 1

Complexity

199

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H312 Harmful in contact with skin
Acute toxicity, dermal

H315 Causes skin irritation
Skin corrosion/irritation

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 8 Class 8

Sensitiveness

Air Sensitive

Synonyms & References

English

beta-Cyclocitral
2,6,6-trimethylcyclohexene-1-carbaldehyde
B-CYCLOCITRAL
β-Cyclocitral
β-Cyclocitral, Technical Grade
2,6,6-Trimethyl-1-cyclohexene-1-carboxaldehyde
beta-cyclocitral

MDL Number

MFCD00079078

Customs Code

2912299000

FAQ

What are the physical and chemical properties of 2,6,6-Trimethyl-1-cyclohexene-1-carbaldehyde (CAS: 432-25-7)?

2,6,6-Trimethyl-1-cyclohexene-1-carbaldehyde is a colorless liquid with a molecular weight of 142.22 g/mol. It has a high boiling point of around 195°C and a low solubility in water. It is relatively stable but can react with strong nucleophiles. This compound is prone to undergo acyl migration and can form intramolecular hemiacetals.

How is 2,6,6-Trimethyl-1-cyclohexene-1-carbaldehyde (CAS: 432-25-7) typically synthesized?

2,6,6-Trimethyl-1-cyclohexene-1-carbaldehyde is typically synthesized via a Wittig reaction where methyl iodide is treated with a 2,6,6-trimethylcyclohexanone in the presence of a phosphonium salt, such as ethyltriphenylphosphonium bromide, as a catalyst. The yield is generally around 80-85%, and the method is selective and efficient.

What industries use 2,6,6-Trimethyl-1-cyclohexene-1-carbaldehyde (CAS: 432-25-7)?

2,6,6-Trimethyl-1-cyclohexene-1-carbaldehyde is used in the pharmaceutical industry for the synthesis of certain drug intermediates. It also finds applications in the production of polymers, where it can serve as a monomer, and in the manufacturing of sensors for detecting specific chemical compounds. Additionally, it is used in the semiconductor industry as a precursor for organic thin-film transistors.

What precautions should be taken when handling 2,6,6-Trimethyl-1-cyclohexene-1-carbaldehyde (CAS: 432-25-7)?

When handling 2,6,6-Trimethyl-1-cyclohexene-1-carbaldehyde, it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and lab coats. It should be stored in a well-ventilated area, preferably in a fume hood, to prevent inhalation. In case of a spill, it should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and safety instructions.