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464007

Sigma-Aldrich

(S)-(−)-3-Butyn-2-ol

97%

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About This Item

Linear Formula:
HC≡CCH(OH)CH3
CAS Number:
2914-69-4
Molecular Weight:
70.09
Beilstein:
4652597
MDL number:
MFCD00190166
UNSPSC Code:
12352003
PubChem Substance ID:
24870127
NACRES:
NA.22

Quality Level

100

Assay

97%

optical activity

[α]22/D −45°, neat

refractive index

n20/D 1.426 (lit.)

bp

108-111 °C (lit.)

density

0.883 g/mL at 20 °C (lit.)

SMILES string

C[C@H](O)C#C

InChI

1S/C4H6O/c1-3-4(2)5/h1,4-5H,2H3/t4-/m0/s1

InChI key

GKPOMITUDGXOSB-BYPYZUCNSA-N

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Application

Used in a ruthenium-catalyzed polymerization providing helical polyacetylenes.

Pictograms

FlameSkull and crossbones
GHS02,GHS06

Signal Word

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - Skin Sens. 1

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

78.8 °F - closed cup

Flash Point(C)

26 °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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Macromolecules, 40, 1864-1864 (2007)
Pablo Morán-Poladura et al.
Beilstein journal of organic chemistry, 9, 2120-2128 (2013-11-10)
An efficient entry to the preparation of elusive 4-unsubstituted-3-iodo-2H-chromenes has been accomplished as result of a catalytic cyclization. Thus, upon exposition of [(3-iodoprop-2-yn-1-yl)oxy]arenes to IPrAuNTf2 (3 mol %), in 1,4-dioxane at 100 °C, the desired heterocyclic motif is readily assembled.

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