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| CAS No.: | 1470-91-3 |
|---|---|
| Name: | BUT-3-ENOYL CHLORIDE |
| Molecular Structure: | |
|
|
|
| Formula: | C4H5 Cl O |
| Molecular Weight: | 104.536 |
| Synonyms: | 3-Butenoicchloride; Vinyl acetic acid chloride; Vinylacetyl chloride |
| Density: | 1.065g/cm3 |
| Boiling Point: | 99.545°C at 760 mmHg |
| Flash Point: | 21.102°C |
| PSA: | 17.07000 |
| LogP: | 1.32790 |

| Conditions | Yield |
|---|---|
| With thionyl chloride at 40℃; for 1h; | 67% |
| With thionyl chloride | |
| With thionyl chloride |

carbon monoxide


3-chloroprop-1-ene

A

phosgene

B

propene

C

3-chlorobutanoyl chloride

D

isopropyl chloride

E

but-3-enoyl chloride

| Conditions | Yield |
|---|---|
| With hydrogenchloride; palladium dichloride In dichloromethane at 100℃; for 16h; Product distribution; chlorocarbonylation of unsaturated substrates; other allylic halides, other catalysts, other solvents, var. temp., time, pressure; also with phosgene; | A n/a B 18 % Chromat. C 11 % Chromat. D 27 % Chromat. E 2 % Chromat. F 31 % Chromat. G n/a |


| Conditions | Yield |
|---|---|
| In cyclohexane at 25℃; Product distribution; Further Variations:; Solvents; photolysis; |

2-cyano-N-(4-trifluoromethylphenyl)acetamide

A

but-3-enoyl chloride

| Conditions | Yield |
|---|---|
| In tetrahydrofuran | A n/a B 2.4 g (31%) |

| Conditions | Yield |
|---|---|
| With sodium hydroxide In 1,4-dioxane; diethyl ether at 20℃; for 16h; | 100% |

5,5-dimethyl-oxazolidin-2-one


but-3-enoyl chloride


3-but-3-enoyl-5,5-dimethyl-oxazolidin-2-one

| Conditions | Yield |
|---|---|
| Stage #1: 5,5-dimethyl-oxazolidin-2-one With n-butyllithium In tetrahydrofuran at -78℃; Metallation; Stage #2: but-3-enoyl chloride In tetrahydrofuran Acylation; | 97% |

but-3-enoyl chloride


| Conditions | Yield |
|---|---|
| With triethylamine In dichloromethane at 0℃; | 97% |

| Conditions | Yield |
|---|---|
| With dmap In dichloromethane at 20℃; for 1.5h; Under N2; | 97% |

but-3-enoyl chloride

| Conditions | Yield |
|---|---|
| With triethylamine In diethyl ether addn. at -15°C, then 0°C, 1 h; | 95% |

but-3-enoyl chloride


acetic acid 2,2-bis(methylsulfanyl)-1-(2-oxopiperidin-3-yl)ethyl ester

| Conditions | Yield |
|---|---|
| In dichloromethane at 25℃; for 15h; | 94% |
| With 4 A molecular sieve In dichloromethane at 25℃; for 15h; | 94% |
| With 4 A molecular sieve Acylation; |