ChemicalBook > CAS DataBase List > 5-Chloro-1-pentyne

5-Chloro-1-pentyne

Product Name
5-Chloro-1-pentyne
CAS No.
14267-92-6
Chemical Name
5-Chloro-1-pentyne
Synonyms
5-chloropent-1-yne;4-PENTYNYL CHLORIDE;EOS-60333;Chloro-1-pent;5-Chloropentyne;5-chloro-1-pentyn;5-chloro -1-pentyl;1-Chloro-4-pentyne;5-CHLORO-1-PENTYNE;1-Pentyne,5-chloro-
CBNumber
CB4709428
Molecular Formula
C5H7Cl
Formula Weight
102.56
MOL File
14267-92-6.mol
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5-Chloro-1-pentyne Property

Melting point:
-61°C (estimate)
Boiling point:
67-69 °C145 mm Hg(lit.)
Density 
0.968 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.444(lit.)
Flash point:
60 °F
storage temp. 
2-8°C
solubility 
Chloroform, Methanol (Slightly)
form 
Liquid
Specific Gravity
0.968
color 
Clear colorless to light brown
Water Solubility 
Not miscible in water.
BRN 
1736710
CAS DataBase Reference
14267-92-6(CAS DataBase Reference)
NIST Chemistry Reference
5-Chloro-1-pentyne(14267-92-6)
EPA Substance Registry System
1-Pentyne, 5-chloro- (14267-92-6)
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Safety

Hazard Codes 
F,Xi
Risk Statements 
11-38-36/37/38
Safety Statements 
23-24/25-16
RIDADR 
UN 1993 3/PG 2
WGK Germany 
3
Hazard Note 
Irritant
TSCA 
Yes
HazardClass 
3
PackingGroup 
II
HS Code 
29032900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H315Causes skin irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
244376
Product name
5-Chloro-1-pentyne
Purity
98%
Packaging
5g
Price
$51.04
Updated
2025/07/31
Sigma-Aldrich
Product number
244376
Product name
5-Chloro-1-pentyne
Purity
98%
Packaging
25g
Price
$134
Updated
2025/07/31
TCI Chemical
Product number
C1522
Product name
5-Chloro-1-pentyne
Purity
>96.0%(GC)
Packaging
5mL
Price
$35
Updated
2025/07/31
TCI Chemical
Product number
C1522
Product name
5-Chloro-1-pentyne
Purity
>96.0%(GC)
Packaging
25mL
Price
$120
Updated
2025/07/31
GFS CHEMICALS
Product number
80511
Product name
5-Chloro-1-pentyne, 98%
Packaging
10g
Price
$75.14
Updated
2021/12/16
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5-Chloro-1-pentyne Chemical Properties,Usage,Production

Chemical Properties

CLEAR COLOURLESS TO LIGHT BROWN LIQUID

Uses

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

Uses

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.

Synthesis

5390-04-5

14267-92-6

General procedure for the synthesis of 5-chloro-1-pentyne from 4-pentyn-1-ol: The reaction system was first cooled to 15 °C, followed by the addition of 540 g (6.42 mol) of 4-pentyn-1-ol and 682 g (6.74 mol) of triethylamine to 975 g (7.70 mol) of o-chlorotoluene with stirring and mixing. 772 g (6.74 mol) of methanesulfonyl chloride was slowly added dropwise over a period of 2 h. The internal temperature of the reaction was controlled to be maintained between 15-20 °C. After the dropwise addition was completed, stirring was continued for 30 minutes to ensure that the reaction was complete and the reaction mixture was obtained. Subsequently, the reaction mixture was heated to 90 °C and stirred continuously at this temperature for 2 hours. After completion of the reaction, the mixture was cooled to room temperature. Triethylamine and methanesulfonyl chloride derived by-products were removed from the reaction mixture by washing with water. The organic phase was separated and dried with magnesium sulfate to give 1651 g of organic phase containing 581 g (5.66 mol) of 5-chloro-1-pentynylene in 88.2% reaction yield. The organic phase was mainly composed of o-chlorotoluene (boiling point: 159 °C) and 5-chloro-1-pentyne (boiling point: 113 °C). Finally, the organic phase was purified by decompression distillation to give 584.2 g of 5-chloro-1-pentynyne with 98.2% purity, and the yield of the distillation process was 98.4%.

References

[1] Patent: JP2016/94366, 2016, A. Location in patent: Paragraph 0039; 0040
[2] Organic Letters, 2014, vol. 16, # 6, p. 1720 - 1723
[3] Journal of the Chemical Society, 1950, p. 3650,3655

5-Chloro-1-pentyne Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 5-Chloro-1-pentyne manufacturers

Henan Fengda Chemical Co., Ltd
Product
5-Chloro-1-pentyne 14267-92-6
Price
US $100.00-1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2023-12-26
Career Henan Chemical Co
Product
5-Chloro-1-pentyne 14267-92-6
Price
US $3.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
200KG
Release date
2020-01-07

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