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524395

Sigma-Aldrich

11-Hydroxyundecanoic acid

96%

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About This Item

Linear Formula:
HO(CH2)10CO2H
CAS Number:
Molecular Weight:
202.29
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

96%

form

solid

SMILES string

OCCCCCCCCCCC(O)=O

InChI

1S/C11H22O3/c12-10-8-6-4-2-1-3-5-7-9-11(13)14/h12H,1-10H2,(H,13,14)

InChI key

KNRCBASNXNXUQQ-UHFFFAOYSA-N

Application

11-Hydroxyundecanoic acid can be prepared by employing the following starting reagents:
  • 10-undecenoic acid
  • undecylenic acid and hydrobromic acid
  • methyl 11-bromoundecanoate
  • ricinoleic acid (12-hydroxyoleic acid)
11-Hydroxyundecanoic acid may be employed for the preparation of higher molecular weight polyesters.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Preparation of Macrocyclic Lactones by Depolymerization1.
Spanagel EW and Carothers WH.
Journal of the Chemical Society, 58(4), 654-656 (1936)
Studies on ω-Oxidation of Fatty Acids in vitro.
Kamei S, et al.
Journal of Biochemistry, 56(1), 72- 76 (1964)
Chemo-enzymatic synthesis of 11-hydroxyundecanoic acid and 1, 11-undecanedioic acid from ricinoleic acid.
Jang HY, et al.
Green Chemistry, 18(4), 1089-1095 (2016)
Bis-3-methyl-2-butylborane as a selective reagent for the reduction of representative functional groups.
Brown HC and Bigley DB.
Journal of the American Chemical Society, 83(2), 486-486 (1982)
Enzyme-catalysed condensation polymerization of 11-hydroxyundecanoic acid with lipase from Candida cylindracea.
O'Hagan D and Zaidi NA.
Polymer, 35(14), 3576-3578 (1994)

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