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| CAS No.: | 653-39-4 |
|---|---|
| Name: | Methyl(pentafluorophenyl) sulfide |
| Molecular Structure: | |
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| Formula: | C7H3F5S |
| Molecular Weight: | 214.159 |
| Synonyms: | Benzene,pentafluoro(methylthio);Sulfide,methyl pentafluorophenyl;methyl pentafluorophenyl mercaptan;Pentafluorthioanisol;methylpentafluorophenylsulphane;Pentafluorophenylmethyl sulfide;Methylpentafluorphenylsulfan;Methyl pentafluorophenyl sulfide; |
| PSA: | 25.30000 |
| LogP: | 3.10400 |

| Conditions | Yield |
|---|---|
| 93% | |
| 93% | |
| With potassium hydroxide; hydrazine hydrate for 1h; Ambient temperature; | 65% |
| With potassium carbonate In acetone at 95℃; for 0.75h; Methylation; |

diazomethane


pentafluorophenylthiol


methyl pentafluorophenyl mercaptan

| Conditions | Yield |
|---|---|
| 86% | |
| 86% |

pentafluorophenylthiol


methyl p-toluene sulfonate


methyl pentafluorophenyl mercaptan

| Conditions | Yield |
|---|---|
| With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide In dichloromethane at 0℃; for 1.5h; | 63% |

Dimethyldisulphide


pentafluorophenyl lithium

A

methyl pentafluorophenyl mercaptan

B

1,4-bis(methylmercapto)-2,3,5,6-tetrafluorobenzene

| Conditions | Yield |
|---|---|
| In diethyl ether; hexane reaction at -80°C;; | A 57% B n/a |
| In diethyl ether; hexane reaction at -80°C;; | A 57% B n/a |


bromopentafluorobenzene


methylmagnesium chloride


methyl pentafluorophenyl mercaptan

| Conditions | Yield |
|---|---|
| Stage #1: bromopentafluorobenzene; methylmagnesium chloride In tetrahydrofuran at -15℃; for 1h; Stage #2: With sulfur In tetrahydrofuran at 20℃; for 20h; | 19% |

| Conditions | Yield |
|---|---|
| With potassium chloride; 2-ammonioethylamine In water at 25℃; Rate constant; Mechanism; var. primary amines and hydroxide anion; effect of catalyst basicity and leaving group basicity on the rate; |

bromopentafluorobenzene


methylmagnesium bromide


methyl pentafluorophenyl mercaptan

| Conditions | Yield |
|---|---|
| With 2.) S 1.) THF, -15 deg C, 1 h, 2.) r.t., 20 h; Yield given. Multistep reaction; |

| Conditions | Yield |
|---|---|
| With sodium hydroxide In methanol; acetone at 95℃; for 0.75h; Methylation; |

| Conditions | Yield |
|---|---|
| With potassium carbonate In methanol; acetone at 95℃; for 0.75h; Substitution; Title compound not separated from byproducts; |


pentafluorophenylthiol


chlormequat chloride


methyl pentafluorophenyl mercaptan

| Conditions | Yield |
|---|---|
| With sodium hydroxide In methanol; acetone at 95℃; for 0.75h; Methylation; |