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Sigma-Aldrich

3-Decyn-1-ol

97%

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About This Item

Fórmula lineal:
CH3(CH2)5C≡CCH2CH2OH
Número de CAS:
51721-39-2
Peso molecular:
154.25
MDL number:
MFCD00040917
UNSPSC Code:
12352100
PubChem Substance ID:
24866451
NACRES:
NA.22

assay

97%

form

liquid

refractive index

n20/D 1.459 (lit.)

bp

130-131 °C/22 mmHg (lit.)

density

0.877 g/mL at 25 °C (lit.)

SMILES string

CCCCCCC#CCCO

InChI

1S/C10H18O/c1-2-3-4-5-6-7-8-9-10-11/h11H,2-6,9-10H2,1H3

InChI key

YGEQBZUDPQQIFI-UHFFFAOYSA-N

General description

3-Decyn-1-ol is primary homo-propargylic alcohol derivative. It has been reported to be formed during the isomerization of 2-decyn-1-ol in the presence of sodium salt of 1,3-diaminopropane. Its toxicity has been evaluated on the green alga, Pseudokirchneriella subcapitata in terms of EC50 (median effective concentration) and NOEC (no observed effect level) values. It undergoes semi hydrogenation in the presence of Lindlar catalyst to form cis-3-decen-1-ol.

Application

3-Decyn-1-ol may be used in the following studies:
  • As a starting material in the synthesis of 3′-deoxyribolactones.
  • As a starting material in the synthesis of (Z)-3-decen-1-ol by hydrogenation over P-2 nickel.
  • As a reagent in the synthesis of methyl 9-decynoate.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

224.6 °F - closed cup

flash_point_c

107 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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The rearrangement of isomeric linear decyn-1-ols by reaction with the sodium salt of 1, 3-diaminopropane.
Macaulay SR.
Canadian Journal of Chemistry, 58(23), 2567-2572 (1980)
Seiji Itoh et al.
Bioscience, biotechnology, and biochemistry, 66(7), 1591-1596 (2002-09-13)
Both the (17R)- and (17S)-isomers of volicitin, which is contained in the oral secretion of the beet armyworm and induces corn seedlings to emit a blend of volatile compounds to attract the natural enemy of the herbivore, were synthesized via
Miriam F Cooperband et al.
Journal of chemical ecology, 38(1), 52-62 (2012-01-17)
A male-produced pheromone that attracts both males and females was identified for the European woodwasp, Sirex noctilio, a serious pest of pine trees. Males displayed excitatory behaviors when placed in groups, and were attracted to the odors from males that
Synthesis of 3'-Deoxyribolactones using a Hydrolysis-Induced Lactonization Cascade Reaction of Epoxy Cyanohydrins.
Vugts DJ, et al.
European Journal of Organic Chemistry, 2008(8), 1336-1339 (2008)
Chung Yuan Chen et al.
Journal of environmental monitoring : JEM, 14(1), 181-186 (2011-11-23)
The present study evaluates the toxicity of 34 propargylic alcohols, including primary, primary homo-, secondary, and tertiary alcohols, based on their effects on phytoplankton. A closed-system algal toxicity test was applied because the closed-system technique presents more realistic concentration-response relationships
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