3-Bromonaphthalene-1-carboxylic acid
Overview
3-Bromonaphthalene-1-carboxylic acid is a brominated derivative of naphthalene with a carboxylic acid functional group at the 1-position. It serves as a versatile intermediate in organic synthesis, particularly in pharmaceuticals and specialty chemicals. Its molecular structure combines the reactivity of bromine with the aromatic stability of naphthalene, making it useful for cross-coupling reactions and derivatization. The compound is typically synthesized via bromination of naphthalene derivatives followed by carboxylation.
Physical and Chemical Properties
The compound appears as a white to off-white crystalline powder with a melting point range of 180–185°C. It is sparingly soluble in water but dissolves readily in polar organic solvents like ethanol, DMSO, and dichloromethane. As a weak organic acid (pKa ~4–5), it forms salts with bases. The bromine atom at the 3-position lends electrophilic reactivity, enabling participation in Suzuki, Ullmann, and other coupling reactions. Stability is high under dry, inert conditions, but decomposition may occur under prolonged exposure to light or moisture.
Main Applications
In pharmaceuticals, 3-bromonaphthalene-1-carboxylic acid is used to synthesize active ingredients for anti-inflammatory and antiviral drugs. Its bromine moiety allows further functionalization via metal-catalyzed reactions. The agrochemical industry employs it as a precursor for herbicides and fungicides. Research laboratories value it for constructing complex polycyclic aromatic systems. Niche applications include materials science, where it aids in designing organic semiconductors or ligands for catalysis.
Safety and Storage
The compound is classified as an irritant to skin, eyes, and respiratory system. Always use gloves, goggles, and fume hoods during handling. In case of exposure, rinse affected areas with water and seek medical advice if irritation persists. Store in airtight containers under inert gas (e.g., nitrogen) at temperatures below 25°C. Shelf life is typically 2–3 years when stored properly. Avoid contact with oxidizing agents or strong bases to prevent hazardous reactions.
B2B Procurement Guide
When sourcing 3-bromonaphthalene-1-carboxylic acid, prioritize suppliers with ISO certification and detailed COAs (Certificates of Analysis). Key specifications to verify include purity (≥98%), residual solvent levels, and heavy metal content. Bulk orders (1kg+) may reduce costs by ~20–30%. Consider regional suppliers to minimize shipping delays. For R&D use, small-quantity vendors (e.g., Sigma-Aldrich, TCI) offer reliable grades but at premium prices. Request MSDS and stability data for compliance with local regulations.
Related Manufacturers
- 主营：尼克酸、十六酸、阻燃剂、tpeg-2400、7647-14-5、7783-03-1、酸性橙、辛癸醇、乙酰肼、诱食剂、川芎油、十八酸、aha化妆、鞣花酸、防染盐、香茅醇、苯甲醇、松油醇、酪蛋白、磷酸氢、哑光粉、滑石粉、拉丝剂、冷除油、氟甲苯
- 主营：丁烯酯、甘氨酸、乙酸镁、甲酸镍、阻燃剂、乙酸镉、木香油、酸性橙、西瓜酮、硫酸锌、硫酸锆、硫酸锂、杨梅酯、百里酚、硫酸锶、硫酸锰、二苯胍、十八酸、紫苏葶、聚合物、肌氨酸、卡必醇、碳酸镧、褪黑素、磷酸铁
- 主营：杂环化合物、丙烯酸系列
- 主营：甘氨酸、戊酸鈉、联吡啶、溴化物、蒽甲酸、溴化鏻、萘甲醛、紫苏葶、锂电池、牛磺酸、褪黑素、磷酸铟、新癸酸、赖氨酸、乙氧基、藏花醛、豆甾醇、羟乙基、吡多素、维素酶、圣草酚、庚二酸、呋虫胺、丹参素、槐豆胶
- 主营：三癸基铝、甲氧苯基、磺胺曲沙唑、17746-77-9、625392-06-5、1423716-55-5、1547041-34-8、8-二羟基萘、甲氧基苯甲酸、4-氯嘧啶盐酸盐、三十二烷基铝
- 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：l谷氨酸、d谷氨酸、l亮氨酸、人补体1q、猪白介素12、pcdh1试剂盒、人补体7、largininehcl、人钙调素、人雌三醇、人唾液酸、人多巴胺、人强啡肽、bocl丙氨酸、l异亮氨酸、猪d二聚体、d天冬氨酸、l天冬氨酸、人白三烯c4、elisa试剂盒、dl半胱氨酸、人磷脂酶a2、dl谷氨酰胺、人降钙素原、人轮状病毒
- 主营：甘氨酸、高温胶、阻燃剂、蒽甲酸、3282-24-4、2768-02-7、7377-08-4、4865-84-3、胶黏剂、保温砖、热熔胶、退除剂、嘧菌酯、中性红、肉桂醛、退镍液、乙氧基、增弹剂、环氧胶、阻燃毯、遮味剂、黄蜂蜡、除磷剂、亮氨酸、抛光盐
- 主营：乙醛酸、二甲基、羟乙基、铁甲酸、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、3-环戊二羧酸、6-二氯异烟酸、2-氨基-5-氯苯酚、草酰胺、邻苯二甲、苯甲酰胺、磷酸三甲酯、对羟基苯海因
- 主营：苯肼、氯甲基苯乙烯、无水氯化锂、4-二氢吡喃、4-溴靛红、丙酰乙酸甲酯、邻硝基苯磺酰氯、碘甲烷、亚磷酸三苯酯、苯并噻唑、苄胺、苯基锂、叔丁醇钾、三丁基膦、四羟基二硼