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Sigma-Aldrich

10-Undecenoyl chloride

97%

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Synonym(s):
ψ-Undecenoyl chloride, ψ-Undecylenic acid chloride, 10-Hendecenoyl chloride, Undec-10-enoyl chloride
Linear Formula:
CH2=CH(CH2)8COCl
CAS Number:
38460-95-6
Molecular Weight:
202.72
Beilstein:
1635112
EC Number:
253-951-0
MDL number:
MFCD00000772
UNSPSC Code:
12352100
PubChem Substance ID:
24849945
NACRES:
NA.22

Quality Level

100

Assay

97%

form

liquid

refractive index

n20/D 1.454 (lit.)

bp

120-122 °C/10 mmHg (lit.)

density

0.944 g/mL at 25 °C (lit.)

SMILES string

ClC(=O)CCCCCCCCC=C

InChI

1S/C11H19ClO/c1-2-3-4-5-6-7-8-9-10-11(12)13/h2H,1,3-10H2

InChI key

MZFGYVZYLMNXGL-UHFFFAOYSA-N

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Application

10-Undecenoyl chloride was used as acylating reagent in the synthesis of cellulose ω-carboxyalkanoates and poly(ethylene glycol)–lipid amphiphiles. It was used in synthesis and modification of hyperbranched poly(glycidol).

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H314,H335

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

199.4 °F

Flash Point(C)

93 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Xiangtao Meng et al.
Biomacromolecules, 15(1), 177-187 (2013-12-18)
Cross-metathesis has been shown for the first time to be a useful method for the synthesis of polysaccharide derivatives, focusing herein on preparation of cellulose ω-carboxyalkanoates. Commercially available cellulose esters were first acylated with 10-undecenoyl chloride, providing esters with olefin-terminated
Huan Liu et al.
Small (Weinheim an der Bergstrasse, Germany), 16(44), e2004922-e2004922 (2020-10-09)
For the first time Janus-like films of surface-acylated cellulose nanowhiskers (CNWs) with or without graphene oxide (GO) via one-step evaporation-driven self-assembly process are reported, which have reconstructible time-dependent micro-/nanostructures and asymmetric wettability. The heterogeneous aggregation of CNWs on rough Teflon
Enhancement of the impact strength of cationically cured cycloaliphatic diepoxide by adding hyperbranched poly (glycidol) partially modified with 10-undecenoyl chains.
Flores M, et al.
Eur. Polymer J., 49(6), 1610-1620 (2013)
Kamila Szwed et al.
Journal of separation science, 39(6), 1110-1117 (2016-03-31)
Cyclodextrins and their derivatives are one of the most common and successful chiral selectors. However, there have been few publications about the use of cyclodextrin-modified monoliths. In this study, organic hybrid monoliths were prepared by the immobilization of derivatized β-cyclodextrin
Core crosslinkable polymeric micelles from PEG-lipid amphiphiles as drug carriers.
Tian L, et al.
Journal of Materials Chemistry, 14(14), 2317-2324 (2004)
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