Overview
Benz[a]anthracene is a four-ring polycyclic aromatic hydrocarbon (PAH) and a structural isomer of other benzanthracenes. It occurs naturally in coal tar and petroleum products but is also formed during incomplete combustion of organic matter. As a prototypical PAH, it serves as a model compound in environmental and toxicological studies. The compound has drawn significant regulatory attention due to its classification as a probable human carcinogen (Group 2A by IARC). Its persistence in the environment and bioaccumulation potential make it a priority pollutant monitored by environmental agencies worldwide.
Physical and Chemical Properties
Benz[a]anthracene forms pale yellow monoclinic crystals with characteristic fluorescence under ultraviolet light. Its planar structure and conjugated π-electron system contribute to notable chemical stability and resistance to degradation. The compound sublimes readily at temperatures above its melting point. Chemically, it undergoes typical PAH reactions including electrophilic substitution (preferentially at positions 7 and 12) and oxidation to form quinones. Its low water solubility (0.014 mg/L at 25°C) but high lipid solubility account for its environmental persistence and tendency to bioaccumulate in fatty tissues.
Main Applications
In industrial contexts, benz[a]anthracene primarily serves as a research chemical for studying PAH toxicity mechanisms and environmental fate. It's used as a standard in analytical chemistry for calibrating HPLC and GC-MS systems that monitor PAH contamination in food, soil, and air samples. The compound finds limited use in organic synthesis as a precursor for more complex PAH structures. Some derivatives show potential in materials science for organic semiconductors, though commercial applications remain experimental. Its main commercial relevance lies in being a marker compound for assessing combustion-related pollution.
Safety and Storage
As a suspected carcinogen, benz[a]anthracene requires strict handling protocols. Laboratory work should be conducted in fume hoods with appropriate personal protective equipment (nitrile gloves, safety goggles, and particulate respirators). Skin contact and inhalation of dust must be prevented. Storage requires amber glass containers with Teflon-lined caps in cool (below 25°C), well-ventilated areas separate from oxidizers. Containers should be labeled with appropriate hazard warnings. Spills should be contained with inert absorbents and disposed as hazardous waste according to local regulations.
B2B Procurement Guide
When sourcing benz[a]anthracene, prioritize suppliers who provide certified reference materials (CRMs) with batch-specific certificates of analysis. Research-grade purity (≥98%) is essential for most applications, with higher purity (≥99.5%) commanding premium pricing. Verify the supplier's ability to provide comprehensive safety documentation including SDS, transportation classifications, and disposal guidelines. Consider purchasing small sealed ampoules rather than bulk quantities to minimize handling risks. For environmental testing applications, ensure the supplier can provide isotopically labeled internal standards (e.g., 13C-labeled) for mass spectrometry applications.
Related Manufacturers
- 主营：透析袋、移液器、SIGMA、苯并、赛默飞、爱思进、康宁、离心管、巴氏吸管、保存管、封板膜、细胞爬片、滤器、ELISA试剂盒
- 主营：透析袋、移液器、SIGMA、苯并、赛默飞、爱思进、吸头/枪头、离心管、巴氏吸管、保存管、封板膜、细胞爬片、滤器、ELISA试剂盒
- 主营：杂环化合物、丙烯酸系列
- 主营：对照品、标准品、当归酸酐、苯并、佛手柑内酯、新当归内酯、补骨脂甲素、补骨脂乙素、羟基芍药苷、阿魏酸松柏酯、水合氧化前胡素、豆甾醇葡萄糖苷
- 主营：亚索化学试剂、化学试剂、生物试剂、检测试剂、化学色谱纯试剂、光谱纯试剂、分析纯AR试剂、优级纯GR试剂、基准试剂、高纯电子级试剂、标准化学试剂、滴定分析试剂、实验室试剂、通用试剂
- 主营：加帽酶、激活剂、甘氨酸、igg抗体、稳定液、玻璃板、试剂盒、脂蛋白、超纯水、激动剂、胆固醇、盐酸盐、因质粒、扩容剂、组化笔、驴抗人、预制胶、驴抗兔、生物驴、草甘膦、重组酶、生物素、曲拉通、去除剂、封闭液
- 主营：乙酸镁、并噻吩、三蝶烯、氟苯基、硫酸锂、二乙烯、硫酸锶、肌氨酸、嘧菌酯、碳酸镁、新癸酸、赖氨酸、多佐胺、咯菌腈、乙氧基、茚三酮、咖啡酸、α-氟萘、羟乙基、异恶唑、2223-82-7、喹啉黄、庚二酸、虫酰肼、吡咯并
- 主营：异硫氰酸胍、三(羟甲基)氨基甲烷tris、二硫苏糖醇(DTT)、十二烷基苯磺酸钠、β巯基乙醇、蛋白酶k、焦碳酸二乙酯DEPC、EDTA二钠
- 主营：单磷酸、白果酸、银杏酸、澳洲茄胺、红四氮唑、白当归脑、曲氟胸苷、安石榴苷、二磷酸葡、白术内酯、四氮唑蓝、澳洲茄碱、巴卡亭iii、白藜芦醇、脱氧尿苷、澳洲茄边、白当归素、脱氧腺苷、腺苷一水合、二磷酸钠盐、白花前胡丙、羟甲香豆素、尿苷三磷酸、菝葜皂苷元、磷酸二钠盐
- 主营：甘氨酰、酸性橙、基嘧啶、二苯胺、甲苯氟、苯丁锡、含苯基、氟苯基、氟甲烷、脱乙基、氰酸银、咯喹酮、嘧菌酯、丁酸铝、肉桂醇、二辛基、特戊醛、茜素红、叶绿素、碲化钠、酸性红、噻虫啉、恶唑磷、颜料蓝、甲酰胺
- 主营：联吡啶、甘氨酰、丁烯酸、苯并、阻燃剂、酸性橙、西瓜酮、硫酸锰、氯丁烷、甲醇钙、聚合物、肌氨酸、咯喹酮、烷硫酮、磷酸铵、锑酸钠、双噻吩、磷酸铁、中性红、碳酸镍、磷酸铜、异丁酯、氨丁基、浅铬黄、八(6-溴
- 主营：二乙基、氯乙酯、异戊酸、苯并、阻燃剂、钼酸铵、2-庚醇(、赤松素、甲酚钛、檀香醇、甲硫基、甲醇钙、氮化镨、氮化镱、氰酸银、氮化镝、磷酸铵、油酸钠、丙酸铵、氮化锗、植物醇、降莰烷、乙烯醇、尼海屈、隐花青、甲酰胺
- 主营：酸性橙、钒酸铯、吩恶噻、氟苯基、脱乙基、嘧菌酯、丙酸铵、碳酸镍、丙酸铯、新癸酸、混杀威、赖氨酸、乙氧基、乙酸铯、戊唑醇、7675-65-2、吡唑胺、乙醇铜、叶绿素、乙醇铌、酸性红、羟乙基、分散橙、异恶唑、丹酰肼
- 主营：联吡啶、丁烯酸、叔丁酯、对羟基苯丙酸、阻燃剂、癸内酯、锡酸钠、甘氨酸、锡酸钾、甲硫基、一水物、脱乙基、聚合物、氧环唑、咯喹酮、庚烯酮、DBU、2-戊二醇
- 主营：前胡醇、阻燃剂、酸性橙、氟苯基、硫酸锰、075-68-6)、甲醇钙、脱乙基、肌氨酸、双黄酮、敌螨普、肉桂醇、甲基亚、肉桂醛、磷酸铜、磷酸铝、异丁酯、特戊醛、多菌灵、乙烯醇、乙氧基、对氨基、酸性红、羟乙基、白碳黑