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| CAS No.: | 764-01-2 |
|---|---|
| Name: | 2-Butyn-1-ol |
| Molecular Structure: | |
|
|
|
| Formula: | C4H6O |
| Molecular Weight: | 70.091 |
| Synonyms: | 1-Hydroxybut-2-yne;2-Butynol;NSC 222371;2-Butynyl alcohol; |
| EINECS: | 212-113-4 |
| Density: | 0.929 g/cm3 |
| Melting Point: | - 2.2 °C(lit.) |
| Boiling Point: | 148 °C at 760 mmHg |
| Flash Point: | 51.7 °C |
| Appearance: | clear colourless to light yellow liquid |
| Hazard Symbols: |
Xi, F
|
| Risk Codes: | 10-43-52/53-36/37/38 |
| Safety: | 36/37-26-16 |
| Transport Information: | UN 1987 3/PG 3 |
| PSA: | 20.23000 |
| LogP: | 0.00200 |

| Conditions | Yield |
|---|---|
| With lithium; ferric nitrate In ammonia at -50℃; for 2h; | 95% |
| With lithium amide In ammonia | 78% |
| Multistep reaction; | |
| Stage #1: methyl iodide With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine at 25℃; for 0.166667h; Inert atmosphere; Stage #2: propargyl alcohol at 25℃; for 10h; Inert atmosphere; |

2-(but-2-ynyloxy)-tetrahydro-2H-pyran


methyl propargyl alcohol

| Conditions | Yield |
|---|---|
| With toluene-4-sulfonic acid In methanol | 95% |
| With toluene-4-sulfonic acid In methanol | 59% |

3-chloro-2-buten-1-ol


methyl propargyl alcohol

| Conditions | Yield |
|---|---|
| With sodium hydroxide In cyclohexane; water at 65 - 72℃; for 8h; | 88.1% |
| With potassium hydroxide; tetra-(n-butyl)ammonium iodide In hexane for 12h; Heating; | 50% |
| With ammonia; sodium; ferric nitrate for 14h; | 47% |
| With ammonia; sodium amide Behandeln des Reaktions-Loesung mit NH4Cl; | |
| With ammonia; sodium amide |

| Conditions | Yield |
|---|---|
| 85% |

1-(methoxymethoxy)but-2-yne


methyl propargyl alcohol

| Conditions | Yield |
|---|---|
| With bismuth(III) chloride; water In acetonitrile at 50℃; for 3h; | 85% |

(but-2-yn-1-yloxy)(tert-butyl)dimethylsilane


methyl propargyl alcohol

| Conditions | Yield |
|---|---|
| With P(MeNCH2CH2)3N In dimethyl sulfoxide at 80℃; for 36h; desilylation; | 83% |

formaldehyd


1,2-propanediene


1-chloro-3,7-dimethylocta-2,6-diene

A

methyl propargyl alcohol

B

(6E)-7,11-dimethyldodeca-6,10-dien-2-yn-1-ol

| Conditions | Yield |
|---|---|
| Stage #1: 1,2-propanediene With n-butyllithium In diethyl ether; hexane at -78 - -15℃; for 1.75h; Inert atmosphere; Stage #2: 1-chloro-3,7-dimethylocta-2,6-diene In diethyl ether; hexane at -15℃; for 5.05h; Inert atmosphere; Stage #3: formaldehyd Further stages; | A n/a B 68% |


| Conditions | Yield |
|---|---|
| With diethyl ether |

(Z)-3-chloro-2-but-en-1-ol


methyl propargyl alcohol

| Conditions | Yield |
|---|---|
| With potassium hydroxide | |
| With potassium hydroxide | |
| With sodium hydroxide |

| Conditions | Yield |
|---|---|
| With ammonia; sodium amide |

Xi,
F