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About This Item
Linear Formula:
C2H5C≡CCH2OH
CAS Number:
Molecular Weight:
84.12
Beilstein:
1734007
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
98%
form
liquid
refractive index
n20/D 1.452 (lit.)
bp
84-85 °C/57 mmHg (lit.)
density
0.909 g/mL at 25 °C (lit.)
SMILES string
CCC#CCO
InChI
1S/C5H8O/c1-2-3-4-5-6/h6H,2,5H2,1H3
InChI key
WLPYSOCRPHTIDZ-UHFFFAOYSA-N
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Application
2-Pentyn-1-ol was employed as starting reagent for the synthesis of (-)-muricatacin. It was also used in the preparation of (2Z)-3-tributylstannyl-2-penten-1-ol.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
136.4 °F - closed cup
Flash Point(C)
58 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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A Wada et al.
Chemical & pharmaceutical bulletin, 48(9), 1391-1394 (2000-09-19)
Palladium catalyzed cross coupling reactions of a vinyl triflate intermediate and various alkenyl stannanes afforded trisubstituted Z-olefins stereoselectively in high yields. These olefins were then converted to the corresponding 9Z-retinoic acids via Horner-Emmons reaction and subsequent basic hydrolysis in excellent
H Makabe et al.
Bioscience, biotechnology, and biochemistry, 57(6), 1028-1029 (1993-06-01)
The synthesis of (-)-muricatacin starting from 1-bromododecane and 2-pentyn-1-ol is described. 2-Pentadecyn-1-ol (4), which was prepared from 1-bromododecane (2) and 2-pentyn-1-ol (3), was converted to epoxy alcohol 6 through a two-step reaction sequence, 6 being successively submitted to tosylation, iodination
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