Oleyl alcohol

The IUPAC name of this chemical is (Z)-octadec-9-en-1-ol. With the CAS registry number 143-28-2 and EINECS 205-597-3, it is also named as Oleyl alcohol. The product's categories are Biochemistry; Higher Fatty Acids & Higher Alcohols; Unsaturated Higher Alcohols. It is colourless to light yellow liquid which is soluble in alcohol and ether, insoluble in water. It is stable, combustible and incompatible with strong acids, strong oxidizing agents. Additionally, this chemical should be stored at the temperature and -20 °C.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 7.80; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 7.8; (4)ACD/LogD (pH 7.4): 7.8; (5)ACD/BCF (pH 5.5): 495258.94; (6)ACD/BCF (pH 7.4): 495258.94; (7)ACD/KOC (pH 5.5): 414889.84; (8)ACD/KOC (pH 7.4): 414889.84; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 16; (12)Polar Surface Area: 9.23 Å²; (13)Index of Refraction: 1.461; (14)Molar Refractivity: 87.03 cm³; (15)Molar Volume: 316.7 cm³; (16)Surface Tension: 31.7 dyne/cm; (17)Enthalpy of Vaporization: 66.72 kJ/mol; (18)Vapour Pressure: 1E-05 mmHg at 25°C; (19)Rotatable Bond Count: 15; (20)Exact Mass: 268.276616; (21)MonoIsotopic Mass: 268.276616; (22)Topological Polar Surface Area: 20.2; (23)Heavy Atom Count: 19; (24)Complexity: 175.

Preparation of (Z)-9-Octadecen-1-ol: Adding metallic sodium tablets quickly to the mixture of ethyl oleate and acetic acid anhydride. The reaction carrys out violently. After the relaxation, adding ethanol and heating to the complete reaction of metallic sodium. Then adding water to reflux 1h. After cooling, using diethyl ether to extract. The steam out the diethyl ether after neutralization, washing and dry. Finally, carrying out vacuum distillation to collect 150-152 °C (0.133kPa) fractions. The yield is about 50%.

Uses of (Z)-9-Octadecen-1-ol: It is used as a nonionic surfactant, emulsifier, emollient and thickener in skin creams, lotions and many other cosmetic products, plasticizer for softening fabrics, surfactant and hair coating in shampoos and hair conditioners, and a carrier for medications. It is also used in organic synthesis. Such as: it can react with acetic acid anhydride to get 1-acetoxy-octadec-9c-ene. This reaction needs catalytic agent zeolite HSZ-360 at temperature of 60 °C. The reaction time is 8 hours. The yield is 84%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure. 
1. SMILES:OCCCCCCCC\C=C/CCCCCCCC
2. InChI:InChI=1/C18H36O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19/h9-10,19H,2-8,11-18H2,1H3/b10-9- 
3. InChIKey:ALSTYHKOOCGGFT-KTKRTIGZBF