| Identification | More | [Name]
METHYL THIOSALICYLATE | [CAS]
4892-02-8 | [Synonyms]
2-MERCAPTOBENZOIC ACID METHYL ESTER
METHYL 2-MERCAPTOBENZOATE
METHYL THIOSALICYLATE
2-(methoxycarbonyl)thiophenol
2-mercapto-benzoicacimethylester
Benzoic acid, 2-mercapto-, methyl ester
Methyl 2-sulfanylbenzoate
Methyl ar-thiosalicylate
Methyl o-mercaptobenzoate
methyl-o-mercaptobenzoate
o-mercapto-benzoicacimethylester
USAF ma-15
2-Mercaptobenzoic acid methyl | [EINECS(EC#)]
628-716-4 | [Molecular Formula]
C8H8O2S | [MDL Number]
MFCD00060678 | [Molecular Weight]
168.21 | [MOL File]
4892-02-8.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colorless to light yellow or light green | [Melting point ]
164 °C | [Boiling point ]
98-100 °C/2 mmHg (lit.) | [density ]
1.223 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.591(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly) | [form ]
Liquid | [pka]
5.84±0.43(Predicted) | [color ]
Clear colorless to light yellow or light green | [Specific Gravity]
1.223 | [Sensitive ]
Air Sensitive | [Stability:]
Air Sensitive | [InChI]
InChI=1S/C8H8O2S/c1-10-8(9)6-4-2-3-5-7(6)11/h2-5,11H,1H3 | [InChIKey]
BAQGCWNPCFABAY-UHFFFAOYSA-N | [SMILES]
C(OC)(=O)C1=CC=CC=C1S | [CAS DataBase Reference]
4892-02-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
DH3500000
| [HazardClass ]
IRRITANT | [HS Code ]
29309090 | [Storage Class]
10 - Combustible liquids | [Hazard Classifications]
Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
clear colorless to light yellow or light green | [Uses]
Methyl thiosalicylate may be used:
- in the synthesis of thioxanthone, an efficient enantioselective organocatalyst for the intramolecular [2+2] photocycloaddition reaction
- as anionic bidentate ligand, in the preparation of ′2+1′ type complexes of [(99m)Tc]-tricarbonyltechnetium(I) and [(188)Re]-tricarbonylrhenium(I)
- in the synthesis of a series of benzisothiazolone derivatives
- in the synthesis of a new fused benzoheterocyclic compound, [1]benzothieno[3,2-b]furan
| [Uses]
Methyl 2-Mercaptobenzoate (cas# 4892-02-8) is a compound useful in organic synthesis. | [General Description]
Methyl thiosalicylate may be benefecial in preventing mercury-induced toxicity. | [Synthesis]
Example 1: Preparation of methyl 2-[6-(1-bromo-ethyl)-5-fluoropyrimidin-4-yl-thioalkyl]benzoate (Preparation of compounds of formula 2 with o-CO2CH3 substitution); Step 1) Preparation of methyl 2-mercaptobenzoate: 40 g of 2-mercaptobenzoic acid was dissolved in 600 mL of methanol, and cooled to 5°C. 42 mL of concentrated sulfuric acid was added slowly and dropwise over a 10 minute period. The reaction mixture was reacted under reflux conditions for 14 hours and then concentrated under reduced pressure. The concentrate was diluted with 400 mL of dichloromethane and 400 mL of pure water and the organic layer was subsequently separated. The organic layer was washed sequentially with 200 mL of saturated sodium bicarbonate solution and 400 mL of saturated brine, and then dried with anhydrous sodium sulfate. After drying, the organic layer was concentrated to give the crude product, which was further purified by fractional distillation (118°C/7 mmHg). Finally, 42 g (yield: 96%) of methyl thiosalicylate was obtained as a clear oil.1H-NMR (200 MHz, CDCl3) δ (ppm): 8.01 (d, 1H), 7.30 (d, 2H), 7.14 (m, 1H), 4.68 (s, 1H), 3.91 (s, 3H). | [References]
[1] Patent: EP2444398, 2012, A2. Location in patent: Page/Page column 9
[2] Tetrahedron, 2017, vol. 73, # 13, p. 1745 - 1761
[3] Patent: WO2013/64231, 2013, A1. Location in patent: Page/Page column 62
[4] Journal of Medicinal Chemistry, 2018,
[5] Patent: US2007/167497, 2007, A1. Location in patent: Page/Page column 28 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
|