Introduction：Basic information about 2-Naphthalenethiol CAS 91-60-1, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
2-Naphthalenethiol Basic information
| Product Name: | 2-Naphthalenethiol |
| Synonyms: | 2-Metcaptonaphthalene;2-Naphthyl thiol;2-naphthylthiol;beta-Mercaptonaphthalene;beta-Naphthyl mercaptan;beta-naphthylmercaptan;mercaptanbeta-naphtalenique;naphthalenethiol(non-specificname) |
| CAS: | 91-60-1 |
| MF: | C10H8S |
| MW: | 160.24 |
| EINECS: | 202-082-5 |
| Product Categories: | Industrial/Fine Chemicals;Phenol&Thiophenol&Mercaptan |
| Mol File: | 91-60-1.mol |
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2-Naphthalenethiol Chemical Properties
| Melting point | 79-81 °C (lit.) |
| Boiling point | 286 °C (lit.) |
| density | 1.22 |
| FEMA | 3314 | 2-NAPHTHALENTHIOL |
| 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 |
| Merck | 14,6379 |
| JECFA Number | 531 |
| BRN | 636389 |
| InChI | 1S/C10H8S/c11-10-6-5-8-3-1-2-4-9(8)7-10/h1-7,11H |
| InChIKey | RFCQDOVPMUSZMN-UHFFFAOYSA-N |
| SMILES | Sc1ccc2ccccc2c1 |
| LogP | 3.75 |
| CAS DataBase Reference | 91-60-1(CAS DataBase Reference) |
| NIST Chemistry Reference | 2-Naphthalenethiol(91-60-1) |
| EPA Substance Registry System | 2-Naphthalenethiol (91-60-1) |
Safety Information
| Hazard Codes | Xn,Xi |
| Risk Statements | 22-20/21/22 |
| Safety Statements | 36/37 |
| RIDADR | UN 3335 |
| WGK Germany | 3 |
| RTECS | QK3930000 |
| F | 13 |
| Hazard Note | Harmful/Irritant |
| TSCA | TSCA listed |
| HS Code | 29309070 |
| Storage Class | 11 - Combustible Solids |
| Hazard Classifications | Acute Tox. 4 Oral |
2-Naphthalenethiol Usage And Synthesis
| 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. |
| Preparation | By catalytic hydrogenation of a sulfonic acid derivative of naphthalene; by reduction of naphthalenesulfonyl chloride with zinc. |
| Definition | ChEBI: 2-Naphthalenethiol is a member of naphthalenes. |
| 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. |
| Safety Profile | Poison by ingestion andintraperitoneal routes. A mosquito larvicide.When heated to decomposition it emitshighly toxic fumes of SOx. |
| 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.] |
2-Naphthalenethiol Preparation Products And Raw materials
| Raw materials | N,N-Dimethylformamide-->Sodium hydride-->Potassium hydroxide solution-->Ethanethiol-->(-)-MENTHYL CHLOROFORMATE-->Dimethylthiocarbamoyl chloride-->2-Bromonaphthalene |
| Preparation Products | S-METHYL-S-(2-NAPHTHYL) SULFOXIMINE-->NAPHTHALENE-2-SULFONAMIDE-->BENZO(B)NAPHTHO(2,3-D)THIOPHENE-->1-[[4-(tert-Butyl)phenyl]thio]-5-(2-naphthylthio)anthracene-9,10-dione-->Benzenemethanol, a-butyl-4-chloro- |
