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
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)
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
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.
N-Bromosuccinimide Price
- Product number
- 244376
- Product name
- 5-Chloro-1-pentyne
- Purity
- 98%
- Packaging
- 5g
- Price
- $51.04
- Updated
- 2025/07/31
- Product number
- 244376
- Product name
- 5-Chloro-1-pentyne
- Purity
- 98%
- Packaging
- 25g
- Price
- $134
- Updated
- 2025/07/31
- Product number
- C1522
- Product name
- 5-Chloro-1-pentyne
- Purity
- >96.0%(GC)
- Packaging
- 5mL
- Price
- $35
- Updated
- 2025/07/31
- Product number
- C1522
- Product name
- 5-Chloro-1-pentyne
- Purity
- >96.0%(GC)
- Packaging
- 25mL
- Price
- $120
- Updated
- 2025/07/31
- Product number
- 80511
- Product name
- 5-Chloro-1-pentyne, 98%
- Packaging
- 10g
- Price
- $75.14
- Updated
- 2021/12/16
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
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View Lastest Price from 5-Chloro-1-pentyne manufacturers
- 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
- 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