1-Methylcyclopentanol
[CAS# 1462-03-9]

Identification

• Classification: Chemical reagent >> Organic reagent >> Fatty alcohol
• Name: 1-Methylcyclopentanol
• Molecular Formula: C₆H₁₂O
• Molecular Weight: 100.16
• CAS Registry Number: 1462-03-9
• EC Number: 215-963-4
• SMILES: CC1(CCCC1)O

Properties

• Density: 0.904
• Melting point: 31-36 °C
• Boiling point: 135-136 °C
• Flash point: 40 °C

Safety Data

• Hazard Symbols: GHS02;GHS05;GHS07 Danger
• Risk Statements: H228-H302-H315-H318-H319-H335
• Safety Statements: P210-P240-P241-P261-P264-P264+P265-P270-P271-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P305+P354+P338-P317-P319-P321-P330-P332+P317-P337+P317-P362+P364-P370+P378-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Flammable solids	Flam. Sol.	1	H228
Acute toxicity	Acute Tox.	4	H302
Serious eye damage	Eye Dam.	1	H318
Flammable solids	Flam. Sol.	2	H228
Specific target organ toxicity - single exposure	STOT SE	3	H335
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2A	H319
Flammable liquids	Flam. Liq.	3	H226

• Transport Information: UN 1325

Discovery and Applications

1-Methylcyclopentanol is an organic compound with the formula C6H11OH. It is a colorless liquid with a characteristic odor, commonly used in various industrial and chemical applications due to its versatile chemical properties.

The discovery of 1-methylcyclopentanol can be traced back to the early 20th century when researchers were exploring the properties and reactions of cyclopentanol derivatives. Its synthesis typically involves the alkylation of cyclopentanol with methyl iodide in the presence of a base. This reaction introduces the methyl group into the cyclopentanol structure, resulting in 1-methylcyclopentanol.

In industrial applications, 1-methylcyclopentanol is primarily used as an intermediate in the synthesis of other chemicals. It serves as a valuable building block for the production of various pharmaceuticals, agrochemicals, and specialty chemicals. Its unique structure allows it to participate in a range of chemical reactions, making it a useful compound in synthetic chemistry.

One notable application of 1-methylcyclopentanol is in the production of fragrance compounds. Its pleasant odor makes it suitable for use in perfumes and other aromatic products. Additionally, it is employed in the formulation of certain plasticizers and resins, where its properties contribute to the flexibility and durability of the final products.

Another significant application of 1-methylcyclopentanol is in the research and development of new chemical processes. Its reactivity and structure make it a useful substrate for studying various chemical transformations and mechanisms. Researchers use it to investigate reaction pathways and develop new synthetic routes for producing complex molecules.

Overall, 1-methylcyclopentanol is an important compound in the field of organic chemistry and industrial applications. Its discovery and subsequent utilization in various chemical processes highlight its value as an intermediate and its contributions to the development of new materials and products.

References

2013. Catalysts for hydration of cyclohexene to cyclohexanol. Chemical Research in Chinese Universities, 29, 4.
DOI: 10.1007/s40242-013-3091-x

2004. From Alkyl Halides Using Activated Rieke Copper. Science of Synthesis, 3.
URL: https://science-of-synthesis.thieme.com/app/text/?id=SD-003-00362

2004. beta-Heteroalkylmercury(II) Compounds from Oxymercuration of Alkenes. Science of Synthesis, 3.
URL: https://science-of-synthesis.thieme.com/app/text/?id=SD-003-00250