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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:
3669-80-5
Molecular Weight:
202.29
EC Number:
222-932-9
MDL number:
MFCD00041564
UNSPSC Code:
12352100
PubChem Substance ID:
24874409
NACRES:
NA.22

Quality Level

100

Assay

96%

form

solid

functional group

carboxylic acid
hydroxyl

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ1857
STBG2130V
STBC8875V
S58807
U18391

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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)
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)
Studies on ω-Oxidation of Fatty Acids in vitro.
Kamei S, et al.
Journal of Biochemistry, 56(1), 72- 76 (1964)
Preparation of Macrocyclic Lactones by Depolymerization1.
Spanagel EW and Carothers WH.
Journal of the Chemical Society, 58(4), 654-656 (1936)
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)

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