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分类

• {SNA} Aryl Boronic Acids, Boronic Acids, Boronic Acids and Derivatives, Chemical Synthesis, Organometallic Reagents, Unsubstituted Aryl Boronic Acids
• {uni_hamburg} no charge; carbocycle; aromatic; 6RingOnly; 6ring; 1fragment

相关文献及参考

• Promotes the ortho-hydroxalkylation of phenols by aldehydes. The cyclic boronate, formed via a [3,3] sigmatropic rearrangement, is the key intermediate: Synthesis, 365 (1979):
• With citronellal, hexahydrocannabinoids are formed: J. Chem. Soc., Perkin 1, 605
• Acts as a template for Diels-Alder reactions, by forming boronate linkages with a hydroxydiene and a hydroxydienophile: Synthesis 1171 (1991); for Nicolaou's application to synthesis of the CD ring system of taxol, see: J. Chem. Soc., Chem. Commun., 1118 (1992); J. Am. Chem. Soc., 117, 634 (1995):
• The most widely-used reaction of arylboronic acids is the Pd-catalyzed Suzuki synthesis of unsymmetrical biaryls: Synth. Commun., 11, 513 (1981):
• Forms a stable chiral acyloxyborane (CAB) catalyst with tartaric acid derivatives, which catalyze hetero Diels-Alder reactions, e.g. between aldehydes and 1-Methoxy-3-trimethyl­siloxy-1,3-butadiene, L06100, to give enantioselectively, dihydro-4-pyrone derivatives: Tetrahedron, 50, 979 (1994).
• For a brief feature on uses of this reagent in Organic synthesis, see: Synlett, 2679 (2006). For further information and reviews on boronic acid chemistry, see Appendix 5.
• For use in the formation of an oxazaborolidine catalyst for use in enantioselective reductions, see note under (S)-(-)-ɑ,ɑ-Diphenyl­prolinol, L09217.
• For illustrative example, see: Org. Synth., 75, 53 (1997).
• Short: EINECS
• With citronellal, hexahydrocannabinoids are formed: J. Chem. Soc., Perkin 1, 605 (1992).
• Short: III/35A
• Merck:
• Reagent for protection of diols as their cyclic boronates: J. Am. Chem. Soc., 80, 2443 (1958); Tetrahedron, 25, 477 (1969), which are also useful in GC and GC-MS. This has been utilized to trap cis-diols, in order to prevent over-oxidation during dihydroxylation reactions catalyzed by Osmium(VIII)­ oxide, 12103: Chem. Lett., 1721 (1988); J. Org. Chem., 63, 7322 (1998).

安全信息

GHS Symbol

{

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 600 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   14KTAK "Boron, Metallo-Boron Compounds and Boranes," Adams, R.M., ed., New
   York, John Wiley & Sons, Inc., 1964  Volume(issue)/page/year: -,693,1964

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 4500 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   14KTAK "Boron, Metallo-Boron Compounds and Boranes," Adams, R.M., ed., New
   York, John Wiley & Sons, Inc., 1964  Volume(

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - guinea pig
DOSE/DURATION

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 500 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.
   Volume(issue)/page/year: AD277-689

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - guinea pig
DOSE/DURATION           : 284 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   BANMAC Bulletin de l'Academie Nationale de Medicine (Paris).  (Imprimeries
   Reunies de Chambray, 226, route d'Apremont, F-73490 La Ra

其他信息

• 可燃性危险特性:可燃; 燃烧产生刺激烟雾
• 储运特性:通风低温干燥; 与库房食品原料分开存放
• Alfa Aesar:苯硼酸,98+% Benzeneboronic acid, 98+%(98-80-6)
• 海关编码:29310095
• 毒性分级:高毒
• Sigma Aldrich:98-80-6(sigmaaldrich)
• 下游产品:3,8-二氨基-5-甲基-6-苯基溴化菲啶盐 --> 3-氨基联苯 --> 3-苯基苯甲基胺 --> 4-氨基联苯酚酯 --> 6-苯基-3-氨基哒嗪 --> 2-氨基苯硼酸
• 用途一:用作医药中间体
• 图谱信息:苯硼酸(98-80-6)核磁图( 13 CNMR) 苯硼酸(98-80-6)红外图谱(IR2) 苯硼酸(98-80-6)红外图谱(IR1)
• 溶于甲醇和乙醇,难溶于水和乙醚。 溶解度分别为：10 g/L水 (20°C)，溶于 1.75%苯 、1.2 %二甲苯、 178 %甲醇和30.2%乙醚
• Acros Organics:苯硼酸 Phenylboronic acid, 98+%(98-80-6)
• MSDS 信息:Benzeneboronic acid(98-80-6).msds
• 敏感性:Hygroscopic
• 苯硼酸价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 XN390002 苯硼酸 100g 340元 2011/08/23 xw070048 苯硼酸 100g 340元 2011/04/16 B0857 苯硼酸(含有数量不等的酸酐) Phenylboronic Acid (contains varying amounts of Anhydride) 5G 330元
• MOL 文件:98-80-6.mol
• 急性毒性:口服-大鼠 LD50: 740 毫克/公斤; 腹腔-小鼠 LD50: 320 毫克/公斤
• 检测方法:HPLC,NMR
• TCI Shanghai:苯硼酸(含有数量不等的酸酐) Phenylboronic Acid (contains varying amounts of Anhydride)(98-80-6)
• Hazard Note:Harmful
• 灭火剂:干粉,泡沫,沙土,二氧化碳, 雾状水
• 类别:有毒物品