Names | |
---|---|
Preferred IUPAC name
Naphthalene-1-thiol | |
Other names
1-Mercaptonaphthalene, 1-Naphthyl mercaptan
| |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
ECHA InfoCard | 100.007.694 |
EC Number |
|
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C10H8S | |
Molar mass | 160.23 g·mol−1 |
Appearance | colorless oil |
Density | 1.158 g/mL |
Melting point | 15 °C (59 °F; 288 K) |
Boiling point | 285 °C (545 °F; 558 K) |
Hazards | |
GHS labelling: | |
Warning | |
H302 | |
P264, P270, P301+P312, P330, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
1-Naphthalenethiol is an organosulfur compound with the formula C10H7SH. It is a white solid. It is one of two mono thiols of naphthalene, the other being 2-naphthalenethiol.
A practical synthesis involves the tin/HCl-reduction of the naphthalene-1-sulfonyl chloride. [1] 1-Naphthalenethiol can also be prepared from 1-bromonaphthalene by Pd-catalyzed reaction with the silylthiolate iPr3SiSK followed by hydrolysis of the silathioether. [2] It was first prepared from the Grignard reagent generated from 1-bromonaphthalene. Treatment of that reagent with elemental sulfur followed by acidification gave the compound. [3] It has been produced by the iodine-catalyzed reduction of 1-naphthalenesulfonic acid with triphenylphosphine. [4]
Treating 1-naphthalenethiol with butyl lithium in the presence of tmeda affords the 2-lithio derivative. [1]
Names | |
---|---|
Preferred IUPAC name
Naphthalene-1-thiol | |
Other names
1-Mercaptonaphthalene, 1-Naphthyl mercaptan
| |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
ECHA InfoCard | 100.007.694 |
EC Number |
|
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C10H8S | |
Molar mass | 160.23 g·mol−1 |
Appearance | colorless oil |
Density | 1.158 g/mL |
Melting point | 15 °C (59 °F; 288 K) |
Boiling point | 285 °C (545 °F; 558 K) |
Hazards | |
GHS labelling: | |
Warning | |
H302 | |
P264, P270, P301+P312, P330, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
1-Naphthalenethiol is an organosulfur compound with the formula C10H7SH. It is a white solid. It is one of two mono thiols of naphthalene, the other being 2-naphthalenethiol.
A practical synthesis involves the tin/HCl-reduction of the naphthalene-1-sulfonyl chloride. [1] 1-Naphthalenethiol can also be prepared from 1-bromonaphthalene by Pd-catalyzed reaction with the silylthiolate iPr3SiSK followed by hydrolysis of the silathioether. [2] It was first prepared from the Grignard reagent generated from 1-bromonaphthalene. Treatment of that reagent with elemental sulfur followed by acidification gave the compound. [3] It has been produced by the iodine-catalyzed reduction of 1-naphthalenesulfonic acid with triphenylphosphine. [4]
Treating 1-naphthalenethiol with butyl lithium in the presence of tmeda affords the 2-lithio derivative. [1]