| Identification | More | [Name]
Cyclopropyl acetylene | [CAS]
6746-94-7 | [Synonyms]
CYCLOPROPYLACETYLENE
ETHYNYLCYCLOPROPANE
Cyclopropane,ethynyl-
Cyclopropylacethylene
Cylopropylethylnen
CYCLOPROPYLACETYLENE (CPA)
Cylopropyl acetylene
CYCLOPROPYLACETYLENE, NEAT, 97%
CYCLOPROPYLACETYLENE, 70WT% SOLUTION IN&
Cyclopropane, ethynyl-(7CI, 8CI, 9CI)
cyclopropylacetylene solution
ethynylcyclopropane solution
CYCLOPROPYL ACETHLENE
CYCLOPROPYLACETYLENE, 70% SOLUTION IN TOLUENE
1-CYCLOPROPYLACETYLENE
CPAC | [EINECS(EC#)]
425-430-1 | [Molecular Formula]
C5H6 | [MDL Number]
MFCD02181090 | [Molecular Weight]
66.1 | [MOL File]
6746-94-7.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to light yellow liquid | [Melting point ]
294 °C (decomp) | [Boiling point ]
79-80 °C
| [density ]
0.7801
| [refractive index ]
n20/D 1.4480
| [Fp ]
-5 °F
| [storage temp. ]
Flammables area | [solubility ]
Chloroform, Ethyl Acetate | [form ]
Liquid | [color ]
Clear colorless to light yellow | [Specific Gravity]
0.797 | [Water Solubility ]
Slightly soluble in water. | [InChI]
InChI=1S/C5H6/c1-2-5-3-4-5/h1,5H,3-4H2 | [InChIKey]
NPTDXPDGUHAFKC-UHFFFAOYSA-N | [SMILES]
C1(C#C)CC1 | [CAS DataBase Reference]
6746-94-7(CAS DataBase Reference) | [NIST Chemistry Reference]
Cyclopropylacetylene(6746-94-7) |
| Safety Data | Back Directory | [Symbol(GHS) ]
 
GHS02,GHS05 | [Signal word ]
Danger | [Hazard statements ]
H225-H315-H318-H412 | [Precautionary statements ]
P210-P233-P273-P280-P303+P361+P353-P305+P351+P338 | [Hazard Codes ]
F,Xn,Xi | [Risk Statements ]
R11:Highly Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin .
R48/20:Harmful: danger of serious damage to health by prolonged exposure through inhalation .
R63:Possible risk of harm to the unborn child.
R65:Harmful: May cause lung damage if swallowed.
R67:Vapors may cause drowsiness and dizziness. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37:Wear suitable protective clothing and gloves .
S62:If swallowed, do not induce vomiting: seek medical advice immediately and show this container or label .
S37/39:Wear suitable gloves and eye/face protection .
S16:Keep away from sources of ignition-No smoking . | [RIDADR ]
UN 1294 3/PG 2
| [WGK Germany ]
2
| [REACH Registrations]
Inactive | [HazardClass ]
3 | [HazardClass ]
IRRITANT, FLAMMABLE | [PackingGroup ]
II | [HS Code ]
29021990 | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Aquatic Chronic 3
Eye Dam. 1
Flam. Liq. 2
Skin Irrit. 2 |
| Hazard Information | Back Directory | [Preparation]
Cyclopropylacetylene was prepared in a two-step procedure by dichlorination of cyclopropyl methyl ketone with phosphorus pentachloride (PCl5) followed by double dehydrohalogenation with a strong base. This sequence presented significant scale-up problems with low overall yields (20-25%).
Similarly, cyclopropylacetylene has been prepared by base-induced dehydrohalogenation of bromovinylcyclopropane . Cyclopropylacetylene has also been prepared from the 1-trimethylsilyl derivative of cyclopropylacetylene, which was prepared by treatment of 5-chloro-1-trimethylsilyl-1-pentyne with lithium diisopropylamide at ?78°C followed by warming to room temperature. | [Chemical Properties]
clear colorless to light yellow liquid | [Uses]
Cyclopropylacetylene is used as an organic chemical synthesis intermediate. | [Synthesis]
The general procedure for synthesizing cyclopropylacetylene from (1,1-dichloroethyl)cyclopropane was as follows: 1) 80 g of sodium hydroxide was mixed with 300 mL of ethoxyethanol and stirred at -60 °C, followed by the slow addition of 100 g of chlorocyclopropylacetylene at the same temperature. After the reaction was completed (the reaction process was monitored by gas chromatography analysis), atmospheric pressure distillation was performed to collect the 55 °C-65 °C fraction to obtain crude cyclopropylacetylene; 2) The crude cyclopropylacetylene was purified by distillation with continuous stirring. Finally, 59 g of cyclopropylacetylene with a purity greater than 98% was obtained, with a yield of 89%. | [References]
[1] Patent: CN105985223, 2016, A. Location in patent: Paragraph 0049; 0050; 0051; 0052
[2] Journal of Organic Chemistry, 1976, vol. 41, # 7, p. 1237 - 1240
[3] Synthesis, 1972, p. 703
[4] Journal of the American Chemical Society, 1972, vol. 94, p. 1158 - 1163
[5] Synlett, 1999, # 12, p. 1948 - 1950 |
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