113666-64-1

Basic information

• Product Name: 2-UNDECANOL
• Synonyms: FEMA 3246;DL-2-UNDECANOL;METHYL NONYL CARBINOL;2-UNDECANOL
• CAS NO: 113666-64-1
• Molecular Formula: C11H24O
• Molecular Weight: 172.31
• EINECS: 216-722-6
• Mol File: 113666-64-1.mol
• Article Data: 49

Chemical Properties

• Melting Point: 2-3 °C
• Boiling Point: 130-131 °C28 mm Hg(lit.)
• Flash Point: 226 °F
• Appearance: /
• Density: 0.828 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0147mmHg at 25°C
• Refractive Index: n20/D 1.437(lit.)
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Sparingly)
• CAS DataBase Reference: 2-UNDECANOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-UNDECANOL(113666-64-1)
• EPA Substance Registry System: 2-UNDECANOL(113666-64-1)

Safety Data

• Hazard Codes: Xi,N
• Statements: 36/37/38-51/53
• Safety Statements: 26-36-61
• RIDADR: UN 3082 9/PG 3
• WGK Germany: 2
• Hazardous Substances Data: 113666-64-1(Hazardous Substances Data)

Usage

Description

2-Undecanol, also known as undecyl alcohol, is a primary fatty alcohol with the chemical formula C11H24O. It is a colorless liquid that is insoluble in water but soluble in alcohol and ether. Due to its combustible nature, it requires careful handling and storage. 2-Undecanol is widely used in various industries for its unique properties and applications.

Uses

Used in the Chemical Industry:
2-Undecanol is used as an intermediate for the synthesis of various chemicals, including surfactants, lubricants, and plasticizers. Its ability to act as a building block for other compounds makes it a valuable component in the chemical industry.
Used in the Plastics Industry:
As a plasticizer, 2-Undecanol is used to increase the flexibility and workability of plastics. It helps in reducing the brittleness of certain polymers, making them more suitable for specific applications.
Used in the Perfume Industry:
2-Undecanol serves as a perfume fixative, helping to prolong the scent of fragrances and ensuring that the aroma lasts longer on the skin or other surfaces.
Used in the Pharmaceutical Industry:
As an antifoaming agent, 2-Undecanol is utilized in the pharmaceutical industry to control and prevent the formation of foam in various processes, such as during the manufacturing of medications or in the preparation of liquid formulations.

InChI:InChI=1/C11H24O/c1-3-4-5-6-7-8-9-10-11(2)12/h11-12H,3-10H2,1-2H3/t11-/m0/s1

Upstream product

• 112-31-2 caprinaldehyde 
• 75-16-1 methylmagnesium bromide 
• 112-12-9 methyl nonyl ketone 
• 54374-05-9 5,10-undecadien-2-one 
• 17322-97-3 1,2-epoxyundecane 
• 91523-75-0 (+/-)-undec-10-en-2-ol 
• 111-11-5 methyl octanate 
• 112150-40-0 2-(1-Methyl-decyloxy)-tetrahydro-pyran 
• 75-24-1 trimethylaluminum 
• 83803-54-7 2,3-epoxy-3-methyl-dodecanoic acid ethyl ester 
• 64-17-5 ethanol 
• 67-64-1 acetone 
• 67-63-0 isopropyl alcohol 
• 555-31-7 aluminum isopropoxide 

Downstream Products

• 85617-05-6 (S)-undecan-2-ol 
• 6345-92-2 (1-methyl-decyl)-malonic acid diethyl ester 
• 30714-90-0 C₁₃H₂₇O₅S^(1-)*Na⁽¹⁺⁾ 
• 85617-06-7 (R)-(-)-2-undecanol 

Relevant articles and documents

High-efficiency and minimum-waste continuous kinetic resolution of racemic alcohols by using lipase in supercritical carbon dioxide

A novel continuous-flow scCO2 process for kinetic resolution of racemic alcohols can be performed with an immobilized lipase to lead to a quantitative mixture of the corresponding optically active acetates with up to 99% ee and unreacted alcohols with up to 99% ee, in which the productivity of the optically active compounds was improved by over 400 times compared to the corresponding batch reaction using scCO2.

Stereoselective opening of acetals derived from dimethyl tartrate

Acetals of dimethyl tartrate can be used to prepare optically active secondary alcohols from the corresponding aldehydes. The key step involves treatment of the acetals with dialkylboron bromides and higher order cuprates. The process involves an unusual

Phosphine-NHC Manganese Hydrogenation Catalyst Exhibiting a Non-Classical Metal-Ligand Cooperative H2 Activation Mode

Deprotonation of the MnI NHC-phosphine complex fac-[MnBr(CO)3(κ2P,C-Ph2PCH2NHC)] (2) under a H2 atmosphere readily gives the hydride fac-[MnH(CO)3(κ2P,C-Ph2PCH2NHC)] (3) via the intermediacy of the highly reactive 18-e NHC-phosphinomethanide complex fac-[Mn(CO)3(κ3P,C,C-Ph2PCHNHC)] (6 a). DFT calculations revealed that the preferred reaction mechanism involves the unsaturated 16-e mangana-substituted phosphonium ylide complex fac-[Mn(CO)3(κ2P,C-Ph2P=CHNHC)] (6 b) as key intermediate able to activate H2 via a non-classical mode of metal-ligand cooperation implying a formal λ5-P–λ3-P phosphorus valence change. Complex 2 is shown to be one of the most efficient pre-catalysts for ketone hydrogenation in the MnI series reported to date (TON up to 6200).

Hydrogenation of Carbonyl Derivatives Catalysed by Manganese Complexes Bearing Bidentate Pyridinyl-Phosphine Ligands

Manganese(I) catalysts incorporating readily available bidentate 2-aminopyridinyl-phosphine ligands achieve a high efficiency in the hydrogenation of carbonyl compounds, significantly better than parent ones based on more elaborated and expensive tridentate 2,6-(diaminopyridinyl)-diphosphine ligands. The reaction proceeds with low catalyst loading (0.5 mol%) under mild conditions (50 °C) with yields up to 96%. (Figure presented.).

Hydrogenation of Carbonyl Derivatives with a Well-Defined Rhenium Precatalyst

The first efficient and general rhenium-catalyzed hydrogenation of carbonyl derivatives was developed. The key to the success of the reaction was the use of a well-defined rhenium complex bearing a tridentate diphosphinoamino ligand as the catalyst (0.5 mol %) at 70 °C in the presence of H2 (30 bar). The mechanism of the reaction was investigated by DFT(PBE0-D3) calculations.