Overview
4-Bromo-1,3,5-trimethylpyrazole is a brominated derivative of pyrazole, a heterocyclic aromatic organic compound. It serves as a versatile intermediate in organic synthesis, particularly in the pharmaceutical and agrochemical industries. The compound's structure, featuring a bromine atom at the 4-position and methyl groups at the 1, 3, and 5-positions, enhances its reactivity and utility in cross-coupling reactions and other synthetic transformations. Its role in constructing complex molecular architectures makes it valuable for researchers and industrial chemists. The compound is typically synthesized through bromination of 1,3,5-trimethylpyrazole, a process that requires careful control of reaction conditions to ensure high yield and purity.
Physical and Chemical Properties
4-Bromo-1,3,5-trimethylpyrazole appears as a white to off-white crystalline powder. It is soluble in common organic solvents such as ethanol, dimethyl sulfoxide (DMSO), and dichloromethane, but its solubility in water is limited. The molecular weight of the compound is 189.05 g/mol, and its stability under normal conditions makes it suitable for various synthetic applications. The presence of the bromine atom introduces electrophilic character, enabling participation in substitution and coupling reactions. The methyl groups contribute to the compound's steric and electronic properties, influencing its reactivity patterns. While specific data on melting and boiling points may vary, the compound is generally stable at room temperature when stored properly.
Main Applications
This compound is primarily used as an intermediate in the synthesis of more complex molecules, particularly in pharmaceuticals and agrochemicals. Its reactivity allows it to serve as a building block for active pharmaceutical ingredients (APIs) and specialty chemicals. In medicinal chemistry, it can be incorporated into drug candidates targeting various biological pathways. Additionally, 4-Bromo-1,3,5-trimethylpyrazole finds use in material science, where it may contribute to the development of functional materials with specific electronic or optical properties. Its versatility in organic transformations, such as Suzuki-Miyaura couplings or nucleophilic substitutions, makes it a valuable tool for synthetic chemists.
Safety and Storage
As with many brominated compounds, 4-Bromo-1,3,5-trimethylpyrazole should be handled with caution. Proper personal protective equipment (PPE), including gloves and safety goggles, is essential to prevent skin contact or inhalation. The compound should be used in a well-ventilated area or under a fume hood to minimize exposure risks. Storage recommendations include keeping the material in a tightly sealed container, away from light, moisture, and incompatible substances. It is advisable to store the compound in a cool, dry place, preferably under inert conditions to maintain stability over time. Always refer to the Material Safety Data Sheet (MSDS) for specific handling and disposal guidelines.
B2B Procurement Guide
When sourcing 4-Bromo-1,3,5-trimethylpyrazole, B2B buyers should prioritize suppliers who provide detailed product specifications, including purity levels (typically ≥95% or higher for research purposes) and analytical certificates. Bulk procurement may offer cost advantages, but buyers should verify storage and shelf-life considerations. Key procurement considerations include supplier reliability, batch-to-batch consistency, and compliance with regional chemical regulations. Requesting samples for quality testing before large-scale purchases is a prudent practice. Additionally, buyers should confirm logistics arrangements, as some suppliers may have restrictions on shipping hazardous or regulated chemicals.
Related Manufacturers
- 主营：环氧树脂、阻燃剂、抗氧剂、2-萘酚、2-肼基乙醇、2'-氮杂双(2、nor-azado、联苯二氯苄、对叔戊基苯酚、紫苏葶、羟钴胺、嘧菌酯、磷酸铑、肉桂醛、新癸酸、赖氨酸、咯菌腈、柚皮素、达比加、乙氧基、脯氨酸、辣椒精
- 主营：甜菊糖、氯乙酰、二乙苯、4316-73-8、4861-19-2、1192-62-7、7783-40-6、8002-74-2、7782-61-8、2842-44-6、1310-58-3、酞菁绿、阻燃剂、二戊烯、单甲醚、硫酸锂、大理石、羊脂酸、磷酸氢、龙脑油、聚甘油、二聚酸、戊二醇、聚醚f68、磺化油
- 主营：二甲基亚砜、乙二醇、丙二醇、DMAC
- 主营：橡胶油、白芷油、艾叶油、7782-92-5、pbtcaona4、二甲基、2905-60-4、5989-81-1、1305-62-0、1192-62-7、9005-32-7、7775-27-1、8050-09-7、1739-84-0、7786-30-3、6920-22-5、1897-52-5、7727-21-1、桉树醇、重质苯、活性炭、安息油、正辛烷、黄糊精、三辛胺
- 主营：苯酚、己二酸、乙二醇、二甲基亚砜、甲基叔丁基醚、冰乙酸、环己酮、氯化亚砜、四氢呋喃、三乙醇胺、醋酸乙酯、二甲苯、异戊醇、环己烷、苯乙烯、正丁醇
- 主营：邻苯甲酰苯甲酸、偶联剂、硅烷偶联剂、6-萘二羧酸、kh-602、溴代丙二醛、十八硫醇、碳酸铯、胆酸钠、脱氧胆酸钠、去氧胆酸钠、去氢胆酸、茶籽油、聚钨酸钠、氰乙酸甲酯、沙棘籽油、乙酰氧基氮杂环丁酮、桔子油、亚麻油、柠檬桉醇、芳樟醇、二氟苯胺、萃取剂、乙酰氧基苯乙烯
- 主营：荧光素酶、血管紧张素转化酶、乳酸氧化酶、脱氧核糖核酸酶1型、乙酰胆碱酯酶、硫酸软骨素ABC酶、肝素酶
- 主营：萃取剂、选矿药剂、金矿硫化矿
- 主营：38870-89-2、二乙基甲酰胺
- 主营：甲氨基、防老剂、共聚物、羟甲基、氯甲基、2349-67-9、82692-96-4、37052-78-1、4-三羧酸、6-氯烟酸、l-丙交酯、l-胱氨酸、二聚体、乙交酯、聚乳酸、三氨基、苯乙酮、磺丙基、丙烯酸、胡椒酸、羟乙基、防黄剂、二氨基、edta二钠、2苯并异
- 主营：正辛胺、柠檬酸、尿嘧啶、15397-15-6、119736-16-2、4-嘧啶酮、923289-21-8、152628-02-9、2346620-55-9、抗皱素、绿原酸、异丁基、三辛胺、双醚芴、姜黄素、角鲨烯、精磺胺、蒜氨酸、九甘醇、氟苯基、苯甲酰胺、比卡鲁胺、四氢嘧啶、氨基二环、麦角硫因
- 主营：叔丁酯、银杏叶、灭菌磷、3681-82-1、檀香醇、磺酰基、庚烯酮、分散蓝、异丁酯、乙霉威、霜霉威、水中氟、子烯酮、野菊花、西洋参、氟苯基、芫根苷、甲氨基、唑螨酯、洋艾素、denhardts、水中钙、独活素、苯基芴、水中钡
- 主营：杂环化合物、丙烯酸系列
- 主营：中间体、尿囊素、肉豆蔻酸异丙酯、椰油基三甲基氯化铵、烯丙基羟乙基醚、苄基三乙基氯化铵、马来酸、乙酰苯肼
- 主营：乙酸铵、甲乙酮肟、多种包装、2-己酮肟、8-溴辛酸、3-氯代苯酐、4-氯代苯酐、3-硝基苯酐、1-氯甲基萘、n-苯基乙醇胺、4-甲基苯丁酮、3-甲基尿嘧啶、6-氨基间甲酚、间甲基苯甲酸、对甲基苯甲酸、3.4-二氨基甲苯、2-羟基-5-溴烟酸、间苯二甲、异丁酰胺、工中间体、定制包装、树脂促进剂、邻氨基对甲酚、间氨基苯甲酸、对氨基苯甲酸