Overview
Methylthioaniline is an organosulfur compound belonging to the aromatic amine family. Its structure consists of an aniline group (phenyl ring with an amino substituent) modified by a methylthio (–SCH₃) group, typically at the para position. This functionalization imparts distinct chemical properties, making it valuable as a building block in organic synthesis. The compound is primarily manufactured for industrial use rather than direct consumer applications. Its role as an intermediate enables the production of more complex molecules, particularly in sectors requiring sulfur-containing architectures. Commercial production often involves the reaction of p-chloronitrobenzene with sodium methyl mercaptide, followed by reduction.
Physical and Chemical Properties
Methylthioaniline presents as a viscous liquid with colors ranging from pale yellow to brown, depending on purity and storage conditions. Its sulfur content contributes to a characteristic odor, often described as unpleasant or amine-like. The methylthio group enhances lipophilicity compared to unsubstituted aniline, affecting solubility profiles. Chemically, it exhibits typical aromatic amine reactivity, including electrophilic substitution on the ring and reactions involving the amino group. The methylthio substituent can participate in oxidation reactions or serve as a leaving group under certain conditions. Stability is moderate, but prolonged exposure to air or light may cause degradation, necessitating inert atmosphere storage for long-term preservation.
Main Applications
In the dye industry, methylthioaniline serves as a precursor for sulfur-containing azo dyes, which exhibit enhanced lightfastness and color properties. These dyes find use in textiles, inks, and specialty coatings. The pharmaceutical sector employs it in synthesizing active ingredients with thioether linkages, particularly in antimicrobial and antifungal agents. Agrochemical formulations utilize derivatives of methylthioaniline in pesticides and herbicides, where the sulfur moiety improves bioavailability or target specificity. Additionally, it acts as a chain transfer agent in polymer chemistry and a ligand precursor in coordination complexes. Niche applications include corrosion inhibitors and rubber additives, leveraging its dual amine-thioether functionality.
Safety and Storage
As an aromatic amine, methylthioaniline requires stringent safety protocols. It is classified as harmful if swallowed, inhaled, or absorbed through skin, with potential acute toxicity (Category 4). Proper personal protective equipment (PPE)—including nitrile gloves, goggles, and respirators—is mandatory during handling. Storage should occur in tightly sealed, light-resistant containers under nitrogen blanket to minimize oxidation. Incompatible materials include strong oxidizers, acids, and halogens. Spill management requires neutralization with dilute acid followed by adsorption with inert material. Disposal must comply with local regulations for sulfur-containing organic waste, often involving licensed hazardous waste facilities.
B2B Procurement Guide
Industrial buyers should prioritize suppliers with documented quality control processes, as impurities can significantly impact downstream reactions. Batch-specific certificates of analysis (CoA) should confirm purity (≥98%), water content (<0.5%), and absence of heavy metals. Packaging options range from small lab-scale bottles to bulk ISO tanks, with drum shipments being most common for medium-scale orders. Logistics considerations include temperature control during summer months to prevent degradation. Many manufacturers offer customized synthesis or derivative production upon request. For sustainable sourcing, inquire about green chemistry initiatives, such as solvent recovery systems or catalytic processes in the supply chain. Long-term contracts may secure price stability given fluctuating raw material (e.g., sulfur) markets.
Related Manufacturers
- 主营：棕榈酸、乙酸铋、异喹啉、对甲苯磺酸、苯甲酸苄酯、胶粘剂、丙烯酸酯、化学试剂、分析试剂、透明液体、二乙二醇、光引发剂、岩白菜素、偏苯三酸酐、六氟异丙醇、纳米氧化铽、六氟磷酸铯、表面活性剂、蓖麻醇酸锌、乙基纤维素、荧光指示剂、2-乙二硫醇、4-二氟苄溴|、丙烯酸羟乙酯、3-丙烷磺内酯
- 主营：胆酸、半叶素、二羟基吲哚、缩合剂、生物缓冲液、表面活性剂、硅烷偶联剂、L-丙交酯、光电材料中间体、精细化工
- 主营：植物醇、植物提取物、8-二氨基萘、4-萘二甲酸、甲基丙烯酸氧杂环丁烷、三羟甲基氨基甲烷盐酸、5-甲基 N-乙烯基、8-氨基喹哪啶、聚二羟基吲哚、2-巯基噻唑啉、6-二羟基吲哚氢、磷钼酸、石胆酸、乙烯基膦酸、劳伦酸、二水合钼酸钠、4-辛氧基二苯碘六氟、麦角硫因、DL-樟脑醌、羟乙基磺酸、钼酸、4-羟乙基哌嗪乙磺酸、腺苷、L-谷氨酸-5-叔丁、聚季铵盐-55
- 主营：黑檀醇、丙烷三、龙涎酮、三羟甲基、丁酸己酯、丙烯酸酯、茉莉内酯、7-羟基香豆素、二乙氨基乙醇、半胱胺盐酸盐、乙基乙烯基醚、4-氟苯肼盐酸盐、叔丁基对苯二酚、优级支链烷基苯
- 主营：硫酰胺、抗氧剂、氟苯基、2-甲基丁酸、2-甲基丁酯、邻氟苯甲酸、间溴苯甲酸、中间体、2-戊酮酸、溴咪唑并、焦谷氨醇、异丁酰胺、利伐沙班、l-脯氨酰胺、l-苯基乳酸、l-氨基丙醇、d-苯基乳酸、3-氨基丙醇、2-氰基嘧啶、对氰基苯酚、邻溴苯乙酸、丁位癸内酯
- 主营：丁炔二酸二甲酯、可分装样品、4-乙酰基吡啶、反-金合欢醇
- 主营：甘氨酸、海藻糖、钙钛矿、氟苯基、油胺碘、硅酸锆、甘油醚、青霉素、状结晶、酒石酸、抗氧剂、钛白粉、凉味剂、晶粉末、硫酸钯、苯乙酮、白色粉、中间体、山梨醇、淡奶油、2-[[(3ar、2-氯烟酸、聚氯乙烯、清澈液体、白色细粉
- 主营：α-氨基、联吡啶、丁烯酸、二苯胺、氯甲酚、阻燃剂、10-蒽二、胶黏剂、氨基芴、二苯胍、十八酸、乙二酸、肉桂醇、王浆酸、异丁酮、溴化鏻、乙氧基、豆甾醇、碘乙烷、二乙醇、氟苯基、稀释剂、羟乙基、3382-63-6、桂皮醇
- 主营：对二苯甲酸二肼
- 主营：柠檬酸、蛋白酶k、卡波姆941、二甲苯青ff、卡波姆940、羟乙基脲、邻香兰素、百里香酚、卡波姆1342、异硫氰酸胍、醋酸氯己定、醋酸洗必泰、甘草酸二钾、甘宝素、二苯基二羟基硅烷
- 主营：二乙基、氯乙酰、甘氨酸、苯甲醇、硫酸锆、催化剂、聚合物、褪黑素、氯吡嗪、生姜油、清洗剂、丙戊酸、水合物、氨乙基、醋酸钠、碳酰肼、磺酸钠、化妆品、去除剂、紫草素、杀菌剂、孜医药、粘连剂、酮咯酸、电镀液
- 主营：碘化锌、丁二酸钠、无水氯化锰、氟甲硫基苯胺、二壬基萘磺酸、赖氨酸盐酸盐
- 主营：阻燃剂、乙酸镍、胶黏剂、指示剂、棉织物、六溴苯、磷酸铁、肉桂醇、碳酸镁、麝香酮、肉桂醛、芹菜酮、异丁酸、乙氧基、四甘醇、衍生物、癸酸酯、浮选剂、稀释剂、羟乙基、异恶唑、马尿酸、十八烷、珠光剂、乙酸锶
- 主营：乙醛酸、羟乙基、草酰胺、铁甲酸、二甲基、邻苯二甲、苯甲酰胺、磷酸三甲酯、3-氯丙炔、溴氯海因、3-氯水扬酸、2-羟基喹喔啉、2-苯并唑啉酮、对羟基苯海因、3-环戊二羧酸、6-二氯异烟酸、2-氨基-5-氯苯酚
- 主营：石竹素、中间体、邻氟氯苄、油酸甲酯、氯碘甲烷、2-甲基哌嗪、2-糠酸甲酯、2-噻吩甲醛、四甲酸二酐、2-甲氧基丙烯、萘二甲酰亚胺、2-呋喃甲酸甲酯、对二甲氨基甲苯、偏钒酸钠、油酸乙酯、高藜芦胺、反-查耳酮、2-乙基咪唑、8-萘内酰亚胺、4'-联苯二羧酸