21749-63-3

Basic information

• Product Name: 2-(Methylamino)benzenethiol
• Synonyms: 2-(Methylamino)benzenethiol;2-(Methylamino)thiophenol
• CAS NO: 21749-63-3
• Molecular Formula: C₇H₉NS
• Molecular Weight: 139.22
• Mol File: 21749-63-3.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 142-143 °C(Press: 30 Torr)
• Appearance: /
• Density: 1.145±0.06 g/cm3(Predicted)
• PKA: 10.30±0.10(Predicted)
• CAS DataBase Reference: 2-(Methylamino)benzenethiol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Methylamino)benzenethiol(21749-63-3)
• EPA Substance Registry System: 2-(Methylamino)benzenethiol(21749-63-3)

Safety Data

• Hazardous Substances Data: 21749-63-3(Hazardous Substances Data)

Usage

Physical State

Colorless liquid at room temperature

Odor

Strong, unpleasant

Common Uses

Intermediate in the production of dyes, pigments, and other organic compounds; corrosion inhibitor; component in hair dyes and cosmetic products

Potential Hazards

Potentially harmful if ingested or inhaled; precautions should be taken when handling this chemical.

Upstream product

• 137-07-5 2-amino-benzenethiol 
• 616-38-6 carbonic acid dimethyl ester 
• 615-22-5 2-methylmercaptobenzothiazole 
• 141814-27-9 2-(2-Methoxyethoxy)ethyl methyl carbonate 
• 51369-77-8 bis<2-(N-formyl-N-methylamino)phenyl> disulfide 
• 2896-52-8 2,3,3'-trimethyl-2,3,2',3'-tetrahydro-2,2'-methanylylidene-bis-benzothiazole 
• 4433-52-7 2,3-dihydro-benzothiazole 
• 40445-33-8 di-(o-formamidophenyl) disulphide 
• 2254-94-6 3-methylbenzothiazole-2-thione 
• 2786-62-1 3-methyl-(3H)benzothiazolone 
• 14779-16-9 2-Imino-3-methylbenzothiazolin 

Downstream Products

• 21223-49-4 N-methyl-2-(4-methoxyphenyl)benzothiazolium iodide 
• 21223-44-9 3-methyl-2-(4-nitro-phenyl)-benzothiazolium; iodide 
• 69774-95-4 3-methyl-2-phenoxy-4',4',5',5'-tetramethyl-2,3-dihydro-2λ⁵-spiro[benzo[1,3,2]thiazaphosphole-2,2'-[1,3,2]dioxaphospholane] 
• 21223-47-2 3-methyl-2-m-tolyl-benzothiazolium; iodide 
• 109334-46-5 N-methyl-2-S-benzylthioaniline 
• 56864-78-9 2-(p-chlorophenyl)-3-methylbenzothiazoline 
• 119439-06-4 N-Methyl-benzothiazolium-chlorid 
• 68549-59-7 2,3-dimethyl-2-phenyl-2,3-dihydro-benzothiazole 
• 93226-41-6 3-Methyl-2-brommethyl-benzthiazolium 
• 37142-87-3 4-methyl-1,4-benzothiazin-3(4H)-one 
• 33224-08-7 N-methyl-2-(2-nitro-phenylsulfanyl)-aniline 
• 2786-36-9 3-methyl-2-phenyl-benzothiazolium; chloride 
• 16192-33-9 3-Methyl-2-phenyl-2,3-dihydrobenzothiazoline 
• 92428-18-7 2-[chloro-(4-nitro-phenylazo)-methylene]-3-methyl-2,3-dihydro-benzothiazole 

Relevant articles and documents

Spiroconjugated Donor-σ-Acceptor Charge-Transfer Dyes: Effect of the ?-Subsystems on the Optoelectronic Properties

Charge-transfer-based materials with intramolecular donor-acceptor structures are attractive for technological applications. Herein, a series of donor-σ-acceptor dyes has been prepared in a modular approach. The design of these intramolecular charge-transfer dyes is based on the concept of spiroconjugation, which leads to unique materials with special optical properties. The optical transitions are based on intramolecular charge transfer, as shown by solvatochromic measurements and density functional theory (DFT) calculations. Crystallographic, computational, electrochemical, and optical studies were performed to clarify the effect of different perpendicular ?-moieties on the optoelectronic properties. Our molecular tuning allowed for the synthesis of molecules exhibiting strong visible-range absorption. The compounds are not fluorescent due to structural changes in the excited state, as revealed by DFT calculations. Finally, our study describes enantiomerically pure spiroconjugated absorber molecules using 1,1′-binaphthyl-2,2′-diol (BINOL) units on the donor part.

Shiga toxin-mediated retrograde delivery of a topoisomerase I inhibitor prodrug

(Figure Presented) A retrograde strategy: An innovative cancer-cell delivery concept exploits the naturally evolved characteristics of the Shiga toxin B-subunit (STxB) for the intracellular activation of a newly synthesized prodrug at the level of the bio

Mono-N-methylation of functionalized anilines with alkyl methyl carbonates over NaY faujasites. 4. Kinetics and selectivity

(Chemical Equation Presented) In the presence of NaY faujasite as the catalyst, the reaction of bifunctional anilines (1-4: XC6H 4-NH2; X = OH, CO2H, CH2OH, and CONH2) with methyl alkyl carbonates [MeOCO2R′: R′ = Me or MeO(CH2)2O(CH2)2] proceeds with a very high mono-N-methyl selectivity (XC6H 4NHMe up to 99%), and chemoselectivity as well, with other nucleophilic functions (OH, CO2H, CH2OH, CONH2) fully preserved from alkylation and/or transesterification reactions. Aromatic substituents, however, modify the relative reactivity of amines 1-4: good evidence suggests that, not only steric and electronic effects, but, importantly, direct acid-base interactions between substituents and the catalyst are involved. Weakly acidic groups (OH, CH2OH, CONH2, pKa ≥ 10) may help the reaction, while aminobenzoic acids (pK a of 4-5) are the least reactive substrates. The solvent polarity also affects the reaction, which is faster in xylene than in the more polar diglyme. The mono-N-methyl selectivity is explained by the adsorption pattern of reagents within the zeolite pores: a BAl2 displacement of the amine on methyl alkyl carbonate should occur aided by the geometric features of the NaY supercavities. Different factors account for the reaction chemoselectivity. Evidence proves that the polarizability of the two nucleophilic terms (NH 2 and X groups) of anilines is relevant, although adsorption and confinement phenomena of reagents promoted by the zeolite should also be considered.