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Undecenoic acid


  • CasNo112-38-9
  • Purity99%
Inquery

Buy Quality Undecenoic acid 112-38-9 In Stock with Immediately Delivery

  • Molecular Formula:C11H20O2
  • Molecular Weight:184.279
  • Appearance/Colour:colorless or light yellow liquid 
  • Vapor Pressure:0mmHg at 25°C 
  • Melting Point:23-25 ºC 
  • Refractive Index:n20/D 1.449(lit.)  
  • Boiling Point:300.797 ºC at 760 mmHg 
  • PKA:4.78±0.10(Predicted) 
  • Flash Point:145.815 ºC 
  • PSA:37.30000 
  • Density:0.922 g/cm3 
  • LogP:3.37780 

Undecenoic acid(Cas 112-38-9) Usage

Definition

ChEBI: An undecenoic acid having its double bond in the 10-position. It is derived from castor oil and is used for the treatment of skin problems.

Preparation

From malonic acid; by pyrolysis of ricinoleic acid or castor oil.

Indications

Undecylenic acid, like zinc undecylenate, is very effective as an external drug for treating moderate dermatophyte infections and yeast dermatitis, but it is not effective for shingles and for candida infections. Synonyms of this drug are benzevrine, micocid, undetin, and others.

General Description

10-Undecenoic acid undergoes copolymerisation with ethylene using the metallocene catalyst system Cp2ZrCl2 / methylaluminoxane.

Flammability and Explosibility

Nonflammable

Synthesis

Undecylenic acid, 10-undecylenic acid (35.4.7), is synthesized by pyrolysis at 400°C and low pressure (50 mm) an oxyderivative of oleic acid—ricinoleic acid—the glyceride of which is the main ingredient of castor oil.

Purification Methods

Purify the acid by repeated fractional crystallisation from its melt or by distillation in a vacuum. [Beilstein 2 IV 1612.]

InChI:InChI=1/C11H20O2/c1-2-3-4-5-6-7-8-9-10-11(12)13/h2H,1,3-10H2,(H,12,13)

112-38-9 Relevant articles

A facile and selective cleavage of prenyl esters catalyzed by CeCl3·7 H2O-NaI

Yadav,Subba Reddy,Venkateshwara Rao,Chand,Prasad

, p. 137 - 139 (2002)

A highly selective cleavage of prenyl es...

Useful Direct Conversion of Tetrahydropyranyl Ethers of Fatty Alcohols into Fatty Acids

Gruiec, Regine,Noiret, Nicolas,Patin, Henri

, p. 1083 - 1085 (1995)

Tetrahydro-2-pyranyl ethers from fatty p...

Interaction of oxygen functionalized alkenes with a methylaluminoxane-zirconocene catalyst studied by NMR

Helaja, Tuulamari,Hakala, Kimmo,Helaja, Juho,Loefgren, Barbro

, p. 164 - 176 (1999)

Reactions of hydroxyl, ether and carbony...

A simple, mild and efficient procedure for selective cleavage of prenyl esters using silica-supported sodium hydrogen sulphate as a heterogenous catalyst

Ramesh,Mahender,Ravindranath,Das, Biswanath

, p. 1465 - 1467 (2003)

Prenyl esters were selectively and effic...

A New and Efficient Synthesis of Trifluoromethyl Ketones from Carboxylic Acids. Part I.

Boivin, Jean,El Kaim, Laurent,Zard, Samir Z.

, p. 2573 - 2584 (1995)

Trifluoromethyl ketones can be prepared ...

Bio-based α,ω-Functionalized Hydrocarbons from Multi-step Reaction Sequences with Bio- and Metallo-catalysts Based on the Fatty Acid Decarboxylase OleTJE

Bojarra, Samiro,Reichert, Dennis,Grote, Marius,Baraibar, álvaro Gómez,Dennig, Alexander,Nidetzky, Bernd,Mügge, Carolin,Kourist, Robert

, p. 1192 - 1201 (2018)

OleT from Jeotgalicoccus sp. ATCC 8456 c...

Oxidation of Primary Alcohols and Aldehydes to Carboxylic Acids via Hydrogen Atom Transfer

Tan, Wen-Yun,Lu, Yi,Zhao, Jing-Feng,Chen, Wen,Zhang, Hongbin

supporting information, p. 6648 - 6653 (2021/09/08)

The oxidation of primary alcohols and al...

Nitrogen-fixing of ultrasmall Pd-based bimetallic nanoclusters on carbon supports

Chen, Ping,Liang, Hai-Wei,Shen, Shan-Cheng,Wang, Lei,Xu, Shi-Long,Yin, Peng,Zhang, Le-Le

, p. 297 - 304 (2020/07/03)

Synthesis of supported Pd-based bimetall...

Synthesis from Undecylenic Acid of Macroheterocycles with Diacylhydrazine and Ester Fragments

Mingaleeva,Yakovleva,Ishmuratov, G. Yu.

, p. 895 - 898 (2019/11/03)

A three-step synthesis of potentially bi...

112-38-9 Process route

10,11-dibromo-undecanoic acid
6308-96-9

10,11-dibromo-undecanoic acid

undec-10-ynoic acid
2777-65-3

undec-10-ynoic acid

10-undecenoic acid
112-38-9

10-undecenoic acid

(Z)-11-bromoundec-10-enoic acid
100399-51-7

(Z)-11-bromoundec-10-enoic acid

(10E)-11-bromoundec-10-enoic acid

(10E)-11-bromoundec-10-enoic acid

C<sub>11</sub>H<sub>19</sub>BrO<sub>2</sub>

C11H19BrO2

Conditions
Conditions Yield
With sodium hydride; In dimethyl sulfoxide; at 25 ℃; for 1h; Schlenk technique; Sealed tube;
40%
30%
1%
1%
2%
10,11-dibromo-undecanoic acid
6308-96-9

10,11-dibromo-undecanoic acid

undec-10-ynoic acid
2777-65-3

undec-10-ynoic acid

10-undecenoic acid
112-38-9

10-undecenoic acid

9-undecynoic acid
22202-65-9

9-undecynoic acid

undeca-9,10-dienoic acid

undeca-9,10-dienoic acid

Conditions
Conditions Yield
With sodium amide; In dimethyl sulfoxide; at 65 ℃; for 9h; Schlenk technique; Sealed tube;
33%
13%
32%
1%

112-38-9 Upstream products

  • 2777-65-3
    2777-65-3

    undec-10-ynoic acid

  • 141-22-0
    141-22-0

    Ricinoleic acid

  • 7493-76-7
    7493-76-7

    allyl 10-undec-10-enoate

  • 111-66-0
    111-66-0

    oct-1-ene

112-38-9 Downstream products

  • 111-81-9
    111-81-9

    Methyl 10-undecenoate

  • 94230-80-5
    94230-80-5

    undec-10-enoic acid propyl ester

  • 5299-57-0
    5299-57-0

    ω-undecylenic acid vinyl ester

  • 5455-16-3
    5455-16-3

    11-Propylmercapto-undecansaeure

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