(9Z)-9-Dodecen-1-ol acetate
[CAS# 16974-11-1]

Identification

• Classification: Organic raw materials >> Carboxylic compounds and derivatives >> Carboxylic esters and their derivatives
• Name: (9Z)-9-Dodecen-1-ol acetate
• Synonyms: (Z)-1-Acetoxy-9-dodecene
• Molecular Formula: C₁₄H₂₆O₂
• Molecular Weight: 226.36
• CAS Registry Number: 16974-11-1
• EC Number: 241-054-7
• SMILES: CC/C=CCCCCCCCCOC(=O)C

Properties

• Solubility: Practically insoluble (0.038 g/L) (25 °C), Calc.^*
• Density: 0.881±0.06 g/cm³ (20 °C 760 Torr), Calc.^*
• Boiling point: 300.1±21.0 °C (760 Torr), Calc.^*
• Refractive index: 1.4439 (22 °C)^***
• Flash point: 96.5±20.4 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2013 ACD/Labs)

^*** Popovici, N.

Safety Data

• Hazard Symbols: GHS09 Warning
• Risk Statements: H400-H410
• Safety Statements: P273-P391-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Chronic hazardous to the aquatic environment	Aquatic Chronic	1	H410
Acute hazardous to the aquatic environment	Aquatic Acute	1	H400
Skin irritation	Skin Irrit.	2	H315

Discovery and Applications

(9Z)-9-Dodecen-1-ol acetate is a notable organic compound first identified in the mid-20th century and has since found applications in various industrial and scientific fields. As a derivative of dodecenol, this compound is distinguished by its specific structure, which includes a long carbon chain and an acetate group.

One of the primary uses of (9Z)-9-Dodecen-1-ol acetate is in the fragrance industry. The compound is valued for its pleasant, fruity aroma, which makes it an essential ingredient in many perfumes and scented products. Its distinct scent profile contributes to the creation of complex and appealing fragrance compositions, enhancing products such as personal care items, household cleaners, and air fresheners. The compound’s stability and compatibility with other fragrance components make it a versatile choice in the formulation of a wide range of scented products.

In addition to its role in the fragrance industry, (9Z)-9-Dodecen-1-ol acetate is used as a flavoring agent in the food industry. It imparts a subtle, fruity flavor to various food products, contributing to the overall sensory experience. The compound’s ability to blend well with other flavoring agents ensures its effectiveness in enhancing the taste of diverse food items.

Furthermore, (9Z)-9-Dodecen-1-ol acetate has significance in scientific research, particularly in the study of insect behavior. It is known to be a component of pheromones in certain insect species, such as moths. Research into these natural pheromones has provided valuable insights into insect communication and behavior, leading to advancements in pest management strategies and ecological studies.

Despite its beneficial uses, (9Z)-9-Dodecen-1-ol acetate must be handled with proper care in industrial settings to ensure safety. Its chemical properties require adherence to safety protocols to manage exposure and avoid potential hazards.

References

1978. Sex pheromone of the tea tortrix moth (Homona coffearia Neitner). Journal of Chemical Ecology, 4(6).
DOI: 10.1007/bf00990272

2012. Grape Berry Moths in Western European Vineyards and Their Recent Movement into the New World. Arthropod Management in Vineyards:.
DOI: 10.1007/978-94-007-4032-7_14

2017. Preparation of stereochemically pure E- and Z-alkenoic acids and their methyl esters from bicyclo[n.1.0]alkan-1-ols. Application in the synthesis of insect pheromones. Russian Journal of Organic Chemistry, 53(6).
DOI: 10.1134/s107042801706001x