| Identification | More | [Name]
2-Naphthalenethiol | [CAS]
91-60-1 | [Synonyms]
2-CHLOR-ALPHA-TOLUENETHIOL
2-CHLOROBENZENEMETHANETHIOL
2-CHLOROBENZYL MERCAPTAN
2-MERCAPTONAPHTHALENE
2-NAPHTHALENETHIOL
2-NAPHTHALENETHIOLE
2-NAPHTHYL MERCAPTAN
2-NAPTHTHYL MERCAPTAN
2-THIONAPHTHOL
BETA-NAPHTHALENETHIOL
BETA-THIONAPHTHOL
NAPHTHALENE-2-THIOL
O-CHLOROTHIOANISOLE
SPECS AQ-917/40186368
THIO-2-NAPHTHOL
THIO-BETA-NAPHTHOL
2-Metcaptonaphthalene
2-Naphthyl thiol
2-naphthylthiol
beta-Mercaptonaphthalene | [EINECS(EC#)]
202-082-5 | [Molecular Formula]
C10H8S | [MDL Number]
MFCD00004868 | [Molecular Weight]
160.24 | [MOL File]
91-60-1.mol |
| Chemical Properties | Back Directory | [Appearance]
Almost white to cream powder | [Melting point ]
79-81 °C (lit.) | [Boiling point ]
286 °C (lit.) | [density ]
1.22
| [FEMA ]
3314 | [refractive index ]
1.589-1.591
| [Fp ]
69 °C
| [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
diethyl ether: very soluble(lit.) | [form ]
Powder | [pka]
6?+-.0.30(Predicted) | [color ]
Almost white to cream | [Odor]
at 0.10 % in propylene glycol. sulfurous rubbery meaty roasted woody creamy artichoke | [Odor Type]
sulfurous | [Water Solubility ]
Soluble in alcohol, dipropylene glycol. Soluble in water 34.4 mg/L @ 25°C. | [Sensitive ]
Air Sensitive | [JECFA Number]
531 | [Merck ]
14,6379 | [BRN ]
636389 | [LogP]
3.75 | [CAS DataBase Reference]
91-60-1(CAS DataBase Reference) | [NIST Chemistry Reference]
2-Naphthalenethiol(91-60-1) | [EPA Substance Registry System]
91-60-1(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves . | [RIDADR ]
UN 3335 | [WGK Germany ]
3
| [RTECS ]
QK3930000
| [F ]
13 | [Hazard Note ]
Harmful/Irritant | [TSCA ]
Yes | [HS Code ]
29309070 | [Safety Profile]
Poison by ingestion and
intraperitoneal routes. A mosquito larvicide.
When heated to decomposition it emits
highly toxic fumes of SOx. |
| Hazard Information | Back Directory | [Description]
2-Naphthalenthiol has a disagreeable mercaptan-like odor. May be prepared by catalytic hydrogenation of a sulfonic acid derivative of naphthalene; by reduction of naphthalenesulfonyl chloride with zinc. | [Chemical Properties]
2-Naphthyl mercaptan has a disagreeable sulfurous, mushroom, meaty odor | [Chemical Properties]
Almost white to cream powder | [Uses]
2-Thionaphthol was used in the preparation of cholesterol monolayer and multilayer Langmuir- Blodgett (LB) films. The magnetic resonance shift for a self-assembled monolayer of 2-naphthalenethiol was studied that suggested considerable promise in flexible and transparent photonic devices for biological and chemical sensing. | [Definition]
ChEBI: 2-Naphthalenethiol is a member of naphthalenes. | [Preparation]
By catalytic hydrogenation of a sulfonic acid derivative of naphthalene; by reduction of naphthalenesulfonyl chloride with zinc. | [Taste threshold values]
Taste characteristics at 10 ppm: sulfurous, meaty, brown, roasted, chicken, eggy with a slight nutty nuance | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 31, p. 3980, 1966 DOI: 10.1021/jo01350a023
Tetrahedron Letters, 37, p. 4523, 1996 DOI: 10.1016/0040-4039(96)00873-8 | [General Description]
The magnetic resonance shift for a self-assembled monolayer of 2-naphthalenethiol was studied that suggested considerable promise in flexible and transparent photonic devices for biological and chemical sensing. | [Purification Methods]
It is steam volatile. It has to be distilled under Ar or N2, as it oxidises to the disulfide, and crystallises from EtOH. The S-methyl derivative has m 104-105o (from *C6H6/pet ether), and the S-ethyl derivative M 188.2, has m 16o and b 175-170.5o/15mm. The S-acetate has m 53.5o and b 191o/15mm, and the diethylamine salt forms yellow needles m 107o from dioxane. [Beilstein 6 H 657, 6 I 316, 6 II 610, 6 III 3006, 6 IV 4312.] |
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