253871
1-Nonyne
99%
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About This Item
Linear Formula:
CH3(CH2)6C≡CH
CAS Number:
Molecular Weight:
124.22
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
222-375-1
MDL number:
Assay:
99%
Form:
liquid
InChI key
OSSQSXOTMIGBCF-UHFFFAOYSA-N
InChI
1S/C9H16/c1-3-5-7-9-8-6-4-2/h1H,4-9H2,2H3
SMILES string
CCCCCCCC#C
vapor pressure
16 mmHg ( 37.7 °C)
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.)
Quality Level
Related Categories
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
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
Regulatory Information
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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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