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CAS No.: | 14267-92-6 |
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Name: | 5-Chloro-1-pentyne |
Article Data: | 21 |
Molecular Structure: | |
Formula: | C5H7Cl |
Molecular Weight: | 102.564 |
Synonyms: | (3-Chloropropyl)acetylene;1-Chloro-4-pentyne;4-Pentynyl chloride; |
EINECS: | 238-159-5 |
Density: | 0.966 g/cm3 |
Melting Point: | -61°C (estimate) |
Boiling Point: | 117.888 °C at 760 mmHg |
Flash Point: | 15.556 °C |
Solubility: | Not miscible in water. |
Appearance: | clear, colorless clear liquid |
Hazard Symbols: | F,Xi |
Risk Codes: | 11-38-36/37/38 |
Safety: | 23-24/25-16 |
Transport Information: | UN 1993 3/PG 2 |
PSA: | 0.00000 |
LogP: | 1.63860 |
pent-1-yn-5-ol
1-chloro-4-pentyne
Conditions | Yield |
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With methanesulfonyl chloride; triethylamine at 15 - 20℃; for 2.5h; Temperature; | 98.4% |
With oxalyl dichloride; Tropone In chloroform at 75℃; for 0.5h; Inert atmosphere; Sealed tube; | 84% |
With pyridine; thionyl chloride | |
Stage #1: pent-1-yn-5-ol With N,N-dimethylthiourea In dichloromethane at 20℃; Stage #2: With N-chloro-succinimide In dichloromethane at 20℃; for 1h; Irradiation; | 72 %Chromat. |
Conditions | Yield |
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With ammonia at -40℃; for 3h; | 78% |
In ammonia at -35℃; for 4h; | 34% |
With ammonia at -35℃; for 4h; | 34% |
With ammonia | |
In ammonia |
Conditions | Yield |
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(i) LiNH2, liq. NH3, (ii) /BRN= 605278/; Multistep reaction; | |
With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide at -65℃; |
Conditions | Yield |
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under 760 Torr; |
Conditions | Yield |
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With sodium hydroxide; diethylene glycol dibutyl ether |
Conditions | Yield |
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With hydrogenchloride In water at 120℃; under 5171.62 Torr; for 0.25h; Flow reactor; | A 12 %Spectr. B n/a |
Conditions | Yield |
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With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 20℃; Inert atmosphere; |
1-chloro-4-pentyne
5-iodopent-1-yne
Conditions | Yield |
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With sodium iodide In acetone Finkelstein Reaction; Reflux; | 100% |
With sodium iodide In acetone for 72h; Inert atmosphere; Reflux; | 99% |
With sodium iodide In acetone for 3h; Reflux; | 99% |
Indole-3-carboxaldehyde
1-chloro-4-pentyne
1-(4-pentenyl)-1H-indole-3-carboxaldehyde
Conditions | Yield |
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With sodium hydride In N,N-dimethyl-formamide at 75℃; for 5h; Alkylation; | 100% |
With sodium hydride 1.) DMF, 70 deg C, 30 min, 2.) DMF, RT, 1 h; Yield given. Multistep reaction; | |
With sodium hydride 1.) DMF, RT, 10 min, 2.) DMF, from 70 to 80 deg C, 2 h; Multistep reaction; | |
Stage #1: 1-chloro-4-pentyne With sodium iodide In N,N-dimethyl-formamide at 20℃; for 0.25h; Inert atmosphere; Stage #2: Indole-3-carboxaldehyde With sodium hydride In N,N-dimethyl-formamide; mineral oil for 48h; Inert atmosphere; |
Conditions | Yield |
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In N,N-dimethyl-formamide Gabriel Amine Synthesis; | 100% |
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 70℃; for 16h; | 96% |
With potassium carbonate; 18-crown-6 ether In benzene for 40h; Heating; | 92% |
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 70℃; for 16h; Inert atmosphere; | 87% |
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 70℃; for 16h; Inert atmosphere; | 78% |
The CAS register number of is 5-Chloro-1-pentyne 14267-92-6. It also can be called as 1-Pentyne, 5-chloro- and the IUPAC name about this chemical is 5-chloropent-1-yne. The molecular formula about this chemical is C5H7Cl and the molecular weight is 102.56. It belongs to the following product categories, such as Miscellaneous; Acetylenes; Functionalized Acetylenes; Alkynyl; Halogenated Hydrocarbons; Organic Building Blocks and so on.
Physical properties about 5-Chloro-1-pentyne are: (1)ACD/LogP: 1.85; (2)ACD/LogD (pH 5.5): 1.85; (3)ACD/LogD (pH 7.4): 1.85; (4)ACD/BCF (pH 5.5): 14.997; (5)ACD/BCF (pH 7.4): 14.997; (6)ACD/KOC (pH 5.5): 241.769; (7)ACD/KOC (pH 7.4): 241.769 ; (8)#Freely Rotating Bonds: 2; (9)Index of Refraction: 1.438; (10)Molar Refractivity: 27.89 cm3; (11)Molar Volume: 106.219 cm3; (12)Polarizability: 11.057x10-24cm3; (13)Surface Tension: 29.964 dyne/cm; (14)Enthalpy of Vaporization: 34.14 kJ/mol; (15)Boiling Point: 117.888 °C at 760 mmHg; (16)Vapour Pressure: 20.377 mmHg at 25°C.
Preparation of 5-Chloro-1-pentyne: This chemical can be prepared by ethynylsodium and 1-bromo-3-chloro-propane. This reaction will need reagent liquid ammonia.
Uses of 5-Chloro-1-pentyne: it can be used to produce 27-chloro-hept-3-yn-1-ol with oxirane at temperature of -78 ℃. This reaction will need reagent n-BuLi, BF3*Et2O with reaction time of 1 hours. The yield is about 45%.
When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin, it is highly flammable. When you are using it, please do not breathe vapour and avoid contact with skin and eyes, you need also keep away from sources of ignition.
You can still convert the following datas into molecular structure:
(1)SMILES: C#CCCCCl
(2)InChI: InChI=1/C5H7Cl/c1-2-3-4-5-6/h1H,3-5H2
(3)InChIKey: UXFIKVWAAMKFQE-UHFFFAOYAP
(4)Std. InChI: InChI=1S/C5H7Cl/c1-2-3-4-5-6/h1H,3-5H2
(5)Std. InChIKey: UXFIKVWAAMKFQE-UHFFFAOYSA-N