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Merck

422754

Sigma-Aldrich

3-Decyn-1-ol

97%

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About This Item

Fórmula lineal:
CH3(CH2)5C≡CCH2CH2OH
Número de CAS:
Peso molecular:
154.25
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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.)

functional group

hydroxyl

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.[1] 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.[2] 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.[1] It undergoes semi hydrogenation in the presence of Lindlar catalyst to form cis-3-decen-1-ol.[3]

Application

3-Decyn-1-ol may be used in the following studies:
  • As a starting material in the synthesis of 3′-deoxyribolactones.[4]
  • As a starting material in the synthesis of (Z)-3-decen-1-ol by hydrogenation over P-2 nickel.[5]
  • As a reagent in the synthesis of methyl 9-decynoate.[6]

pictograms

Exclamation mark

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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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)
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
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)
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
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

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