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253871

Sigma-Aldrich

1-Nonyne

99%

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Linear Formula:
CH3(CH2)6C≡CH
CAS Number:
Molecular Weight:
124.22
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

16 mmHg ( 37.7 °C)

Quality Level

assay

99%

form

liquid

refractive index

n20/D 1.422 (lit.)

bp

150-151 °C (lit.)

mp

−50 °C (lit.)

density

0.757 g/mL at 25 °C (lit.)

SMILES string

CCCCCCCC#C

InChI

1S/C9H16/c1-3-5-7-9-8-6-4-2/h1H,4-9H2,2H3

InChI key

OSSQSXOTMIGBCF-UHFFFAOYSA-N

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This Item
N2940641690244422
1-Nonyne 99%

253871

1-Nonyne

Nonane ReagentPlus®, 99%

N29406

Nonane

4,N,N-Trimethylaniline catalyst grade (for peroxide polymerization), ≥98.5% (GC)

41690

4,N,N-Trimethylaniline

1-Hexyne 97%

244422

1-Hexyne

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

density

0.757 g/mL at 25 °C (lit.)

density

0.718 g/mL at 25 °C (lit.)

density

0.936 g/mL at 20 °C, 0.937 g/mL at 25 °C (lit.)

density

0.715 g/mL at 25 °C (lit.)

mp

−50 °C (lit.)

mp

−53 °C (lit.)

mp

-

mp

−132 °C (lit.)

refractive index

n20/D 1.422 (lit.)

refractive index

n20/D 1.405 (lit.)

refractive index

n20/D 1.546 (lit.), n20/D 1.547

refractive index

n20/D 1.399 (lit.)

form

liquid

form

liquid

form

liquid

form

liquid

General description

1-Nonyne reacts with thianthrene cation radical tetrafluoroborate to form trans-1,2-bis(5-thianthreniumyl)alkene tetrafluoroborate.

Application

1-Nonyne has been used in enantioselective synthesis of cladospolide B, C and (ent)-cladospolide D.

pictograms

FlameExclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

93.2 °F - closed cup

flash_point_c

34 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Slide 1 of 2

1 of 2

Yalan Xing et al.
Organic letters, 11(5), 1107-1110 (2009-02-06)
The enantioselective synthesis of cladospolide B, C, and (ent)-cladospolide D has been achieved in 11-15 steps from 1-nonyne. The route relies upon an alkyne zipper reaction to relay an ynone and dienoate functional groups across a nine carbon fragment, which
Paramashivappa Rangappa et al.
The Journal of organic chemistry, 70(24), 9764-9770 (2005-11-19)
[structure: see text] Thianthrene cation radical tetrafluoroborate (Th*+ BF4(-)) added to the terminal alkynes 1-pentyne, 1-hexyne, 1-heptyne, 1-octyne, 1-nonyne, and 1-decyne to form trans-1,2-bis(5-thianthreniumyl)alkene tetrafluoroborates (1-6). Similarly, addition of phenoxathiin cation radical tetrafluoroborate (PO*+ BF4(-)) to the same alkynes gave

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