2,2'-Bipyridine 2,2'-联吡啶

CAS 366-18-7 MFCD00006212

化学结构图

366-18-7
SMILES: c1ccc(-c2ccccn2)nc1

化学属性

Mol. FormulaC10H8N2
Mol. Weight156.19
Boiling Point273°C(lit.)
Melting Point69.5 to 72.0 deg-C
Density1.106
Flash Point121°(249°F)
TSCAYes
SolubilitySoluble in 100 mg/ml ethanol,
Appearance 白色至浅红色结晶性粉末。熔点69.5℃,沸点272.5℃。易溶于乙醇、乙醚、苯、氯仿和石油醚,1份本品约溶于200份水。
Stability对光敏感

别名和识别编码

Chemical Name2,2'-Bipyridine
CAS Number366-18-7
Alfabeta NameBIPYRIDINE 22-,'
MDL NumberMFCD00006212
Synonym 2,2'-Bipyridine {LY} 2,2'-Bipyridine {} {LY} 2,2'-Bipyridine {} {} {LY} 2,2'-Bipyridine {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2,2'-Bipyridine {} {} {} {} {} {} {}
PubChem Substance ID1474
EC Number206-674-4
Beilstein Registry Number113089
Reaxys-RN113089
Merck Number3347
Chemical Name Translation2,2'-联吡啶
Wiswesser Line NotationT6NJ B- BT6NJ
LabNetwork Molecule IDLN00177079
InChIInChI=1S/C10H8N2/c1-3-7-11-9(5-1)10-6-2-4-8-12-10/h1-8H
Canonical SMILESC1(C2=NC=CC=C2)=NC=CC=C1
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分类

  • {SNA} A-B, Alphabetical Index of Analytical Standards, Analytical Standards, Analytical/Chromatography, B, BI - BZ, Chromatography, Environmental Standards, 农残和代谢标准品, 按照字母排序
  • {SNA} Analytical Reagents, Analytical/Chromatography, B, Bioactive Small Molecules, Cell Biology, Derivatization Reagents, Derivatization Reagents TLC, Indicators, Metal Ions, Redox Indicators, Spectroscopy, TLC Reagents, A-C, TLC Visualization Reagents (alphabetic sort), TLC Visualization Reagents (by application), Titration,
  • {SNA} ATRP,

产品应用

  • A high-affinity chelator of iron

相关文献及参考

  • Reagent for iron. Chelating ligand.
  • Short: II/25D
  • Complex with Chromium(VI)­ oxide, 12522, has been used in a mild selective oxidation of alcohols to aldehydes and ketones: Acta Chem. Scand., 25, 1125 (1971).
  • For use as an alternative to phosphines in Heck type reactions, see: Synlett, 871 (1992).
  • Beilstein:23,199

安全信息

Warnings IRRITANT
GHS Symbol
WGK Germany3
Hazard Codes 6.1 T T,Xi
Hazard statements
  • H301 Toxic if swallowed 吞食有毒
  • H301+H311
Personal Protective Equipment Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
RTECSDW1750000
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P310
  • P301+P310+P330
  • P302+P350
  • P302+P352+P312
  • P302+P352+P332+P313+P362+P364
  • P305+P351+P338
  • P308+P313
  • P332+P313
  • P337+P313
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Danger
Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
Risk Statements
  • R25 Toxic if swallowed 吞咽有毒
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
UN Number 2811 UN 2811 6.1/PG 3
Packing GroupIII
Hazard Class6.1
Storage condition Store at room temperature {LY} Store at room temperature {} {LY} Store at room temperature {} {} {LY} Store at room temperature {} {} {} {LY} Store at room temperature {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 8000 mg/kg/40W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Endocrine - tumors
REFERENCE :
   JNCIAM Journal of the National Cancer Institute.  (Washington, DC)  V.1-60,
   1940-78.  For publisher information, see JJIND8.  Volume(issue)/page/year:
   24,109,1960

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 100 mg/kg
TOXIC EFFECTS :
   Behavioral - muscle weakness
   Kidney, Ureter, Bladder - other changes in urine composition
   Blood - hemorrhage
REFERENCE :
   JTEHD6 Journal of Toxicology and Environmental Health.  (Hemisphere Pub.,
   1025 Vermont Ave., NW, Washington, DC 20005)  V.1-    1975/76-
   Volume(issue)/page/year: 10,363,1982

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 330 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   USXXAM United States Patent Document.  (U.S. Patent Office, Box 9,
   Washington, DC 20231)  Volume(issue)/page/year: #3875163

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 200 mg/kg
TOXIC EFFECTS :
   Kidney, Ureter, Bladder - other changes in urine composition
   Kidney, Ureter, Bladder - other changes
REFERENCE :
   JPETAB Journal of Pharmacology and Experimental Therapeutics.  (Williams &
   Wilkins Co., 428 E. Preston St., Baltimore, MD 21202)  V.1-    1909/10-
   Volume(issue)/page/year: 196,478,1976

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Subcutaneous
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 131 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   JPETAB Journal of Pharmacology and Experimental Therapeutics.  (Williams &
   Wilkins Co., 428 E. Preston St., Baltimore, MD 21202)  V.1-    1909/10-
   Volume(issue)/page/year: 135,317,1962

TYPE OF TEST

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 20 ug/plate
REFERENCE :
   ABCHA6 Agricultural and Biological Chemistry.  (Maruzen Co. Ltd., POB 5050,
   Tokyo International, Tokyo 100-31, Japan)  V.25-    1961-
   Volume(issue)/page/year: 45,327,1981

TYPE OF TEST            : DNA damage
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 12500 ug/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 300,223,1993

TYPE OF TEST            : Mutation in mammalian somatic cells
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 14500 ug/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 300,223,1993

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 60 mg/kg
SEX/DURATION            : female 12 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - craniofacial
   (including nose and tongue)
   Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
   TJADAB Teratology, The International Journal of Abnormal Development. (Alan
   R. Liss, Inc., 41 E. 11th St., New York, NY 10003)  V.1-    1968-
   Volume(issue)/page/year: 18,63,1978

其他信息

  • Acros Organics:2,2'-联吡啶 2,2'-Dipyridyl, 99+%(366-18-7)
  • 易溶于乙醇、乙醚、苯、氯仿和石油醚,微溶于水。1份本品约溶于200份水。 其溶液遇亚铁盐显红色。
  • Hazard Note:Irritant
  • 急性毒性:口服-大鼠 LD50: 100 毫克/公斤; 腹腔-小鼠 LD50:200 毫克/公斤
  • TCI Shanghai:2,2'-联吡啶 2,2'-Bipyridyl,>;99.0%(T)(366-18-7)
  • 灭火剂:干粉,泡沫,沙土,二氧化碳, 雾状水
  • 用途三:该品为分析试剂,用于检定亚铁、银、镉、钼,作氧化还原指示剂。
  • 方法一:由吡啶与三氯化铁反应而得。取70g无水吡啶与13g无水三氯化铁混合,在封管中于300℃加热反应约35h。冷却后,反应物固化为红黑色结晶,打开封管,用少量热水洗出固体物的红黑色溶液。用乙醚萃取除去油状不纯物。用碳酸氢钠中和后,用蒸汽加热除去过量的吡啶。然后将混合物调成强碱性,用蒸汽蒸出2,2'-联吡啶。蒸出物酸化后蒸发浓缩,再加氢氧化钠,用乙醚提取,除去乙醚得粗品。粗品用乙来重结晶、活性炭脱色即得纯品。另外,由α-甲基吡啶[109-06-8]与高锰酸钾反应,经提纯处理也可制得该品。
  • 上游原料:三氯化铁 --> 2-甲基吡啶 --> 无水吡啶
  • 职业标准:TWA STEL
  • 下游产品:四氢吡喃酮 --> 二氯[1,1'-双(耳叔丁基膦)二茂铁钯(II) ]PALLADIUM(II) --> 1,1'-双(二叔丁基膦)二茂铁 --> 3-二甲胺酰苯硼酸 --> 4-二甲基氨基苯硼酸盐 --> 三联吡啶氯化钌六水合物
  • 可燃性危险特性:可燃; 燃烧产生有毒氮氧化物烟雾
  • 类别:农药
  • 2,2'-联吡啶价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 30078161 2,2’-联吡啶 100g 800元 2011/08/23 30078111 2,2’-联吡啶 1g 14元 2011/04/16 B0468 2,2'-联吡啶 2,2'-Bipyridyl 25G 490元
  • MOL 文件:366-18-7.mol
  • 用途二:用作氧化还原指示剂和分析试剂
  • 图谱信息:2,2'-联吡啶(366-18-7)核磁图( 13 CNMR) 2,2'-联吡啶(366-18-7)红外图谱(IR1) 2,2'-联吡啶(366-18-7)质谱(MS) 2,2'-联吡啶(366-18-7)红外图谱(IR2) 2,2'-联吡啶(366-18-7)红外图谱(IR3) 2,2'-联吡啶(366-18-7)核磁图( 1 HNMR)
  • 用途一:用于有机合成、医药中间体
  • 检测方法:GC,HPLC
  • 毒性分级:高毒
  • MSDS 信息:2,2'-Bipyridine(366-18-7).msds
  • Alfa Aesar:2,2'-联吡啶,99+% 2,2'-Bipyridine, 99+%(366-18-7)
  • F:8
  • 储运特性:库房通风低温干燥; 与食品原料分开存放
  • Sigma Aldrich:366-18-7(sigmaaldrich)
  • 海关编码:29333999
  • 2,2'-Dipyridyl is a metalloprotease inhibitor that is also a high-affinity chelator of iron. It may inhibit Fe2+ containing enzymes at 10-8 M.

系列性分类


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