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335312

Sigma-Aldrich

2-Pentyn-1-ol

98%

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About This Item

Linear Formula:
C2H5C≡CCH2OH
CAS Number:
6261-22-9
Molecular Weight:
84.12
Beilstein:
1734007
EC Number:
228-411-2
MDL number:
MFCD00040915
UNSPSC Code:
12352100
PubChem Substance ID:
24860304
NACRES:
NA.22

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.

Pictograms

FlameExclamation mark
GHS02,GHS07

Signal Word

Warning

Hazard Statements

H226,H315,H319,H335

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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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