540-11-4

Basic information

• Product Name: RICINOLEYL ALCOHOL
• Synonyms: DELTA 9-12 OH RICINOLEYL ALCOHOL;RICINOLEYL ALCOHOL;octadec-9-ene-1,12-diol;(9Z,12R)-9-Octadecene-1,12-diol;[Z,R,(+)]-9-Octadecene-1,12-diol;[Z,S,(-)]-9-Octadecene-1,12-diol;Einecs 208-737-1;(R,Z)-octadec-9-ene-1,12-diol
• CAS NO: 540-11-4
• Molecular Formula: C₁₈H₃₆O₂
• Molecular Weight: 284.48
• EINECS: 208-737-1
• Mol File: 540-11-4.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 413.3°Cat760mmHg
• Flash Point: 179.1°C
• Appearance: /
• Density: 0.904g/cm³
• Storage Temp.: -20°C
• CAS DataBase Reference: RICINOLEYL ALCOHOL(CAS DataBase Reference)
• NIST Chemistry Reference: RICINOLEYL ALCOHOL(540-11-4)
• EPA Substance Registry System: RICINOLEYL ALCOHOL(540-11-4)

Safety Data

• Hazardous Substances Data: 540-11-4(Hazardous Substances Data)

Usage

Description

RICINOLEYL ALCOHOL is a fatty alcohol derived from ricinoleic acid, featuring a long, straight chain with one double bond and one hydroxyl group in a secondary position besides the primary group on the end. It is available as a 90% product and is characterized by its colorless, nondrying liquid state at room temperature, with an iodine value of 91.8%, a cloud point of -12.2°C, a boiling range of 170–328°C, and a viscosity of 51. RICINOLEYL ALCOHOL is also combustible.

Uses

Used in Protective Coatings:
RICINOLEYL ALCOHOL is used as an additive in the protective coatings industry to enhance the properties of the coatings, such as adhesion, flexibility, and durability.
Used in Polyesters:
In the polyester industry, RICINOLEYL ALCOHOL is utilized as a component in the production of various types of polyesters, contributing to their overall performance and characteristics.
Used in Plasticizers:
RICINOLEYL ALCOHOL serves as a plasticizer in the manufacturing of plastics, improving the flexibility, workability, and durability of the final product.
Used in Organic Synthesis:
RICINOLEYL ALCOHOL is employed as a key intermediate in organic synthesis, playing a crucial role in the production of various chemicals and compounds.
Used in Pharmaceuticals:
In the pharmaceutical industry, RICINOLEYL ALCOHOL is used as a starting material or additive in the development and formulation of different drugs, leveraging its unique chemical properties.
Used in Lubricants:
RICINOLEYL ALCOHOL is utilized as a component in the formulation of lubricants, providing improved performance, reduced friction, and enhanced wear protection.
Used in Surface-Active Agents:
RICINOLEYL ALCOHOL is employed in the production of surface-active agents, which are essential in various applications, including detergents, emulsifiers, and dispersants, due to its ability to lower surface tension and improve the stability of mixtures.

InChI:InChI=1/C18H36O2/c1-2-3-4-12-15-18(20)16-13-10-8-6-5-7-9-11-14-17-19/h10,13,18-20H,2-9,11-12,14-17H2,1H3/b13-10+

Upstream product

• 141-22-0 Ricinoleic acid 
• 141-24-2 methyl ricinoleate 

Downstream Products

• 2726-73-0 (R)-octadecane-1,12-diol 
• 112-43-6 10-Undecen-1-ol 
• 112-46-9 9-undecenol 
• 66605-66-1 (12'R)-hydroxyoctadec-(9'Z)-en-1-yl-4-methylbenzenesulfonate 
• 925-78-0 3-nonanone 
• 121541-65-9 (R)-(-)-1,3-nonandiol 1 
• 182320-75-8 Toluene-4-sulfonic acid (R)-3-hydroxy-nonyl ester 
• 2581-27-3 (+)-12-Acetoxy-trans-octadec-9-en-1-ol 

Relevant articles and documents

Hydroboration-oxidation of ricinoleic acid ester derivatives

The chiral center in ricinoleic acid methyl ester (ee ～100%) strongly affects the regioselectivity of its hydroboration-oxidation, so that the resulting 1,3-diol dominates by 74% over the 1,4-isomer. Furthermore, new asymmetric centers are formed preferen

Elongation of the Hydrophobic Chain as a Molecular Switch: Discovery of Capsaicin Derivatives and Endogenous Lipids as Potent Transient Receptor Potential Vanilloid Channel 2 Antagonists

The transient receptor potential vanilloid type-2 (TRPV2) protein is a nonselective Ca2+ permeable channel member of the TRPV subfamily, still considered an orphan TRP channel due to the scarcity of available selective and potent pharmacological tools and endogenous modulators. Here we describe the discovery of novel synthetic long-chain capsaicin derivatives as potent TRPV2 antagonists in comparison to the totally inactive capsaicin, the role of their hydrophobic chain, and how the structure-activity relationships of such derivatives led, through a ligand-based approach, to the identification of endogenous long-chain fatty acid ethanolamides or primary amides acting as TRPV2 antagonists. Both synthetic and endogenous antagonists exhibited differential inhibition against known TRPV2 agonists characterized by distinct kinetic profiles. These findings represent the first example of both synthetic and naturally occurring TRPV2 modulators with efficacy in the submicromolar/low-micromolar range, which will be useful for clarifying the physiopathological roles of this receptor, its regulation, and its targeting in pathological conditions.

Growth Hormone Secretagogue Receptor 1A Ligands

The present invention relates to new growth hormone secretagogue receptor 1A (GHS-R 1A) ligands, and pharmaceutical compositions comprising any of the new GHS-R1 A ligands. The ligands are suitable for a wide range of applications, and thus the present invention also relates to use of the GHS-R1 A ligands according to the present invention in the manufacture of a medicament for the treatment of an individual in need thereof. In another aspect, the present invention relates to a method of treatment of an individual in need thereof, comprising administering to said individual one or more of the GHS-R1A ligands disclosed herein, such as e.g. for treatment of cancer cachexia.