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244376

Sigma-Aldrich

5-Chloro-1-pentyne

98%

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Synonym(s):
(3-Chloropropyl)acetylene, 1-Chloro-4-pentyne, 4-Pentynyl chloride
Linear Formula:
HC≡CCH2CH2CH2Cl
CAS Number:
Molecular Weight:
102.56
Beilstein/REAXYS Number:
1736710
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

liquid

refractive index

n20/D 1.444 (lit.)

bp

67-69 °C/145 mmHg (lit.)

density

0.968 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

ClCCCC#C

InChI

1S/C5H7Cl/c1-2-3-4-5-6/h1H,3-5H2

InChI key

UXFIKVWAAMKFQE-UHFFFAOYSA-N

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1 of 4

This Item
301779271357335312
5-Chloro-1-pentyne 98%

244376

5-Chloro-1-pentyne

5-Chloro-1,10-phenanthroline 98%

301779

5-Chloro-1,10-phenanthroline

2-Pentyne 98%

271357

2-Pentyne

2-Pentyn-1-ol 98%

335312

2-Pentyn-1-ol

density

0.968 g/mL at 25 °C (lit.)

density

-

density

0.71 g/mL at 25 °C (lit.)

density

0.909 g/mL at 25 °C (lit.)

refractive index

n20/D 1.444 (lit.)

refractive index

-

refractive index

n20/D 1.404 (lit.)

refractive index

n20/D 1.452 (lit.)

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

bp

67-69 °C/145 mmHg (lit.)

bp

-

bp

56-57 °C (lit.)

bp

84-85 °C/57 mmHg (lit.)

form

liquid

form

-

form

liquid

form

liquid

Application

5-Chloro-1-pentyne was used in the synthesis of 5-chloro-2-trimethylstannyl-1-pentene by reacting with Me3SnCu.Me2S. It was also used with α-diazoesters in a copper-catalyzed synthesis of pyrazoles.

pictograms

FlameExclamation mark

signalword

Danger

Hazard Classifications

Flam. Liq. 2 - Skin Irrit. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

59.0 °F - closed cup

flash_point_c

15 °C - closed cup

ppe

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


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Copper-promoted cycloaddition of diazocarbonyl compounds and acetylides.
Xiangbing Qi et al.
Angewandte Chemie (International ed. in English), 46(18), 3242-3244 (2007-03-23)
Piers E, et al.
Canadian Journal of Chemistry, 71(3), 280-286 (1993)
Kendra Sorroza-Martínez et al.
Molecules (Basel, Switzerland), 25(18) (2020-09-10)
A new class of phosphorus dendritic compounds (PDCs) having a cyclotriphosphazene (P3N3) core and decorated with six β-cyclodextrin (βCD) units, named P3N3-[O-C6H4-O-(CH2)n-βCD]6, where n = 3 or 4 was designed, and the synthesis was performed using copper (I) catalyzed alkyne-azide

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