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Merck
CN

130850

3-Butyn-1-ol

97%

Synonym(s):

3-Butynol

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About This Item

Linear Formula:
HC≡CCH2CH2OH
CAS Number:
927-74-2
Molecular Weight:
70.09
NACRES:
NA.22
PubChem Substance ID:
24847980
eCl@ss:
39020335
UNSPSC Code:
12352100
EC Number:
213-161-9
MDL number:
MFCD00002955
Beilstein/REAXYS Number:
773710

Key Documents

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Product Name

3-Butyn-1-ol, 97%

InChI key

OTJZCIYGRUNXTP-UHFFFAOYSA-N

InChI

1S/C4H6O/c1-2-3-4-5/h1,5H,3-4H2

SMILES string

OCCC#C

assay

97%

form

liquid

refractive index

n20/D 1.441 (lit.)

bp

128.9 °C (lit.)

mp

−63.6 °C (lit.)

density

0.926 g/mL at 25 °C (lit.)

functional group

hydroxyl

Quality Level

200

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Application

3-Butyn-1-ol was used to prepare Markovnikov addition product.
Alkynyl substrate used in a study of a palladium-catalyzed coupling with β-tetrionic acid bromide leading to alkynyl substituted furanones in good yield.
Synthon for preparation of oxygen-containing heterocycles and protected esters of s-Hydroxy-L-isoleucine

General description

The enthalpies of combustion and vaporization of 3-butyn-1-ol is measured by static bomb combustion calorimetry and correlation gas chromatography techniques.

pictograms

FlameExclamation mark
GHS02,GHS07

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

WGK 3

flash_point_f

96.8 °F - closed cup

flash_point_c

36 °C - closed cup

ppe

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

Regulatory Information

危险化学品
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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ1244
MKCX1174
MKCV7254
MKCT0030
MKCR2865

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Kopf, Henning; Pietraszuk. et al.
Organometallics, 25(10), 2533-2546 (2006)
Tetrahedron Letters, 48, 105-105 (2007)
Ederley Vélez et al.
The journal of physical chemistry. A, 109(34), 7832-7838 (2006-07-13)
The enthalpies of combustion and vaporization of 3-buten-1-ol and 3-butyn-1-ol have been measured by static bomb combustion calorimetry and correlation gas chromatography techniques, respectively, and the gas-phase enthalpies of formation, Delta(f)H degrees (m)(g), have been determined, the values being -147.3
Deniz Dogruer et al.
Bioorganic & medicinal chemistry letters, 14(2), 523-526 (2003-12-31)
The binding of a series pyridylbutynylamines 6 was examined at alpha4beta2 nACh receptors. Structural modifications, comparing 6 with pyridyl ethers 2, did not consistently result in parallel effects on receptor affinity, suggesting possible differences in their modes of binding. Furthermore
Kristen Bennett et al.
Applied and environmental microbiology, 82(8), 2270-2279 (2016-01-31)
Nitrosomonas europaea is an aerobic nitrifying bacterium that oxidizes ammonia (NH3) to nitrite (NO2 (-)) through the sequential activities of ammonia monooxygenase (AMO) and hydroxylamine dehydrogenase (HAO). Many alkynes are mechanism-based inactivators of AMO, and here we describe an activity-based
View All Related Papers

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Functionalized Alkynes

Alkynes' versatility enables reactions like addition, metathesis, hydroboration, cleavage, coupling, and cycloadditions in synthetic chemistry.

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