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| CAS No.: | 107-19-7 |
|---|---|
| Name: | Propargyl alcohol |
| Article Data: | 114 |
| Molecular Structure: | |
|
|
|
| Formula: | C3H4O |
| Molecular Weight: | 56.0642 |
| Synonyms: | 3-Propynol;Propargyl alcohol [NA1986] [Flammable liquid];NA1986;RCRA waste number P102;Propiolic alcohol;NSC 8804;Methanol, ethynyl-;HSDB 6054;Ethynylcarbinol;Ethynyl carbinol;CCRIS 6781;BRN 0506003;Agrisynth PA;1-Hydroxy-2-propyne;1-Propyn-3-ol;2-Propynyl alcohol;3-Hydroxy-1-propyne;2-Propyn-1-ol;4-01-00-02214 (Beilstein Handbook Reference);AI3-24359;Acetylene carbinol;Acetylenylcarbinol;RCRA waste no. P102; |
| EINECS: | 203-471-2 |
| Density: | 0.944 g/cm3 |
| Melting Point: | -53 °C |
| Boiling Point: | 113.6 °C at 760 mmHg |
| Flash Point: | 36.1 °C |
| Solubility: | miscible with water |
| Appearance: | clear colourless to slightly yellow liquid |
| Hazard Symbols: |
 T, N
|
| Risk Codes: | 10-23/24/25-34-51/53-43 |
| Safety: | 26-28-36-45-61-28A |
| Transport Information: | UN 2929 6.1/PG 1 |
| PSA: | 20.23000 |
| LogP: | -0.38810 |
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| Conditions | Yield |
|---|---|
| With potassium tert-butylate In tetrahydrofuran at 0℃; | 100% |
- 76782-82-6
tert-Butyldimethyl(prop-2-ynyloxy)silane
- 107-19-7
propargyl alcohol
| Conditions | Yield |
|---|---|
| sulfated SnO2 In methanol at 20℃; for 0.166667h; | 97% |
| With sodium hydrogen sulfate; silica gel In dichloromethane at 20℃; for 0.5h; | 93% |
| With zinc tetrafluoroborate In water for 3h; Ambient temperature; | 82% |
| Conditions | Yield |
|---|---|
| With methanol at 20℃; for 0.5h; | 95% |
| With lithium bromide In methanol for 6h; Substitution; Heating; | 89% |
| With water; β‐cyclodextrin In methanol at 50℃; for 8h; | 85% |
| With pyridinium p-toluenesulfonate In ethanol at 25℃; for 3h; | |
| With iron(III) phosphate In methanol at 20℃; for 2h; | 84 %Chromat. |
- 29560-84-7
γ-Chlorallylalkohol
- 107-19-7
propargyl alcohol
| Conditions | Yield |
|---|---|
| With hydroquinone; potassium hydroxide In dimethyl sulfoxide at 75℃; for 3h; Temperature; Reagent/catalyst; | 71.07% |
- 6089-04-9
3-(tetrahydropyran-2'-yloxy)propyne
A
- 110922-31-1
5-propargyloxy-pentan-1-ol
B
- 107-19-7
propargyl alcohol
| Conditions | Yield |
|---|---|
| With benzo[1,3,2]dioxaborole In benzene at 50℃; | A 22% B 68% |
| With RhCl(PPh3)3; benzo[1,3,2]dioxaborole In benzene for 5h; Ambient temperature; | A 58% B 26% |
- 29680-62-4
Tris(phenylseleno)borane
- 110966-13-7, 109930-21-4
(E)-(3-(prop-2-yn-1-yloxy)prop-1-en-1-yl)benzene
A
- 873-66-5
1-propenylbenzene
B
- 107-19-7
propargyl alcohol
D
- 4407-36-7
(2E)-3-phenyl-2-propen-1-ol
| Conditions | Yield |
|---|---|
| With 2,2'-azobis(isobutyronitrile) In benzene Heating; Further byproducts given; | A 13% B n/a C 65% D 9% |
| Conditions | Yield |
|---|---|
| With tetrabutyl ammonium fluoride In tetrahydrofuran at 20℃; Inert atmosphere; Schlenk technique; | 37% |
| With silver(I) hexafluorophosphate; water In d7-N,N-dimethylformamide at 40℃; for 18h; |
| Conditions | Yield |
|---|---|
| With potassium hydroxide In dimethyl sulfoxide at 30 - 35℃; for 1h; | 35% |
| in Gegenwart von Katalysatoren; | |
| With potassium hydroxide In dimethyl sulfoxide at 20℃; for 1h; Condensation; | |
| Stage #1: acetylene With n-butyllithium Inert atmosphere; Stage #2: formaldehyd Inert atmosphere; | |
| Stage #1: formaldehyd; acetylene With ammonia In water at 100℃; under 15001.5 Torr; Stage #2: With ammonia In methanol; water at 60℃; |
| Conditions | Yield |
|---|---|
| With potassium carbonate at 140 - 150℃; |
| Conditions | Yield |
|---|---|
| With ammonia | |
| With ammonia |
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- Total:34 Page 1 of 1 1
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Chemistry
Molecular structure of Propargyl alcohol (CAS NO.107-19-7) is:
Product Name: Propargyl alcohol
CAS Registry Number: 107-19-7
IUPAC Name: Prop-2-yn-1-ol
Molecular Weight: 56.06326 [g/mol]
Molecular Formula: C3H4O
XLogP3: -0.4
H-Bond Donor: 1
H-Bond Acceptor: 1
EINECS: 203-471-2
Melting Point: -53 °C
Refractive index: n20/D 1.432(lit.)
Storage temp.: 2-8°C
Water Solubility: miscible
Surface Tension: 37.9 dyne/cm
Density: 0.944 g/cm3
Flash Point: 36.1 °C
Enthalpy of Vaporization: 41.04 kJ/mol
Boiling Point: 113.6 °C at 760 mmHg
Vapour Pressure: 10.6 mmHg at 25°C
Product Categories: Acetylenes; Acetylenic Alcohols & Their Derivatives; Pharmaceutical Intermediate
Uses
Propargyl alcohol (CAS NO.107-19-7) is a component of oil-well acidizing compositions, inhibiting the attack of mineral acids on steel, and is also employed in the pickling and plating of metals. It is used as an intermediate in preparation of the miticide Omite 2-(4'-tert-butylphenoxy)cyclohexyl 2-propynyl sulfite, of sulfadiazine, and of halogenated propargyl carbonate fungicides.
Production
Propargyl alcohol(107-19-7) is a by-product of butynediol manufacture. The original high-pressure butynediol processes gave about 5 percent of the by-product; lower-pressure processes give much less. Processes have beendescribed that give much higher proportions of propargyl alcohol.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| guinea pig | LD50 | oral | 60mg/kg (60mg/kg) | The Threshold Limit Values Vol. 4, Pg. 346, 1980. | |
| mammal (species unspecified) | LC50 | inhalation | 3gm/m3 (3000mg/m3) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 32(10), Pg. 25, 1988. | |
| mammal (species unspecified) | LD50 | oral | 50mg/kg (50mg/kg) | Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 32(10), Pg. 25, 1988. | |
| mammal (species unspecified) | LD50 | unreported | 53mg/kg (53mg/kg) | Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 51(5), Pg. 61, 1986. | |
| mouse | LC50 | inhalation | 2000mg/m3/2H (2000mg/m3) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: DYSPNEA | Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 8, Pg. 97, 1966. |
| mouse | LD50 | oral | 50mg/kg (50mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA BLOOD: HEMORRHAGE | Toksikologiya Novykh Promyshlennykh Khimicheskikh Veshchestv. Toxicology of New Industrial Chemical Substances. For English translation, see TNICS*. Vol. 8, Pg. 97, 1966. |
| rabbit | LD50 | skin | 16mg/kg (16mg/kg) | SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE" | "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2C, Pg. 4672, 1982. |
| rabbit | LDLo | subcutaneous | 25mg/kg (25mg/kg) | "Zur Pharmakologie Ungesattigter Alkohole, Dissertation," Bock, H., Pharmakologischen Institu der Universitat Breslau, Poland, 1930Vol. -, Pg. -, 1930. | |
| rat | LC50 | inhalation | 873ppm/2H (873ppm) | GAF Material Safety Data Sheet. | |
| rat | LD50 | oral | 20mg/kg (20mg/kg) | "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2C, Pg. 4672, 1982. |
Safety Profile
Hazard Codes: 
T, 
N
Risk Statements: 10-23/24/25-34-51/53-43
10: Flammable
23/24/25: Toxic by inhalation, in contact with skin and if swallowed
34: Causes burns
51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
43: May cause sensitization by skin contact
Safety Statements: 26-28-36-45-61-28A
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
61: Avoid release to the environment. Refer to special instructions safety data sheet
RIDADR : UN 2929 6.1/PG 1
WGK Germany : 2
RTECS : UK5075000
HazardClass : 3
Propargyl alcohol is irritating to skin and mucous membranes.
Specification
Propargyl alcohol , its cas register number is 107-19-7. It also can be called 1-Hydroxy-2-propyne ; 1-Propyn-3-ol ; 2-Propyn-1-ol ; 2-Propynyl alcohol ; 3-Hydroxy-1-propyne ; 3-Propynol ; 4-01-00-02214 (Beilstein Handbook Reference) ; AI3-24359 ; Acetylene carbinol ; Acetylenylcarbinol ; Agrisynth PA ; BRN 0506003 ; CCRIS 6781 ; Ethynyl carbinol ; Ethynylcarbinol ; HSDB 6054 ; Methanol, ethynyl- ; NSC 8804 ; Propiolic alcohol ; Propynyl alcohol ; RCRA waste number P102 ; NA1986 ; Propargyl alcohol [NA1986] [Flammable liquid] ; RCRA waste no. P102 . Although it is stable, it has a low flash point, and vapor ignition and violent reactions can occur in the presence of contaminants, particularly at elevated temperatures. Heating in undiluted form with bases or strong acids should be avoided. Weak acids have been used to stabilize propargyl alcohol prior to distillation. Propargyl alcohol is a primary skin irritant and a severe eye irritant and is toxic by all means of ingestion; all necessary precautions must be taken to avoid contact with liquid or vapors.