2-Bromothiophene 2-溴噻吩

CAS 1003-09-4 MFCD00005417

化学结构图

1003-09-4
SMILES: Brc1cccs1

化学属性

Mol. FormulaC4H3BrS
Mol. Weight163.04
Boiling Point150°C at 760 mmHg
TSCAT
Refractive index1.5860 to 1.5880
Density1.684
Flash Point52°C
Melting Point-10°C
Solubility不溶
Appearance 无色至淡液体黄色
Stability对光敏感

别名和识别编码

Chemical Name2-Bromothiophene
CAS Number1003-09-4
Alfabeta NameBROMOTHIOPHENE 2-
MDL NumberMFCD00005417
Synonym 2-Bromothiophene {LY} 2-Bromothiophene {} {LY} 2-Bromothiophene {} {} {LY} 2-Bromothiophene {} {} {} {LY} 2-Bromothiophene {} {} {} {} {LY} 2-Bromothiophene {} {} {} {} {} {LY} 2-Bromothiophene {} {} {} {} {} {} {LY} 2-Bromothiophene {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {LY} 2-Bromothiophene {} {} {} {} {} {} {} {} {LY} 2-Bromothiophene {} {} {} {} {} {} {} {} {} {LY} 2-Bromothiophene {} {} {} {} {} {} {} {} {} {} {LY} 2-Bromothiophene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {LY} 2-Bromothiophene {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-Bromothiophene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-Bromothiophene {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-Bromothiophene {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-Bromothiophene {} {} {} {} {} {} {} {} {}
PubChem Substance ID13851
EC Number213-699-4
Beilstein Registry Number104663
Reaxys-RN104663
Chemical Name Translation2-溴噻吩
InChIKeyTUCRZHGAIRVWTI-UHFFFAOYSA-N
LabNetwork Molecule IDLN00116792
InChIInChI=1S/C4H3BrS/c5-4-2-1-3-6-4/h1-3H
Canonical SMILESBrC1=CC=CS1
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分类

  • Building Blocks, C4 to C6, Chemical Synthesis, Halogenated Heterocycles, Heterocyclic Building Blocks, Thiophenes
  • {uni_hamburg} no charge; sulfur heterocycle; aromatic; 5ring; 1fragment
  • {SNA} Building Blocks, C4 to C6, Chemical Synthesis, Halogenated Heterocycles, Heterocyclic Building Blocks, Thiophenes

产品应用

  • 2-噻吩基酯易用CuBr-LiBr和氯仿处理过的格氏试剂(Grignard reagents)制备。

相关文献及参考

  • Short: II/25C
  • The bromo-substituent can be readily displaced by methoxide in methanol in the presence of a Cu(I) catalyst: Synth. Commun., 20, 213 (1990). For coupling reaction with Thiophene-2-thiol, B22642, in the presence of Cu2O, to give 2,2'-dithienyl sulfide, see: Org. Synth. Coll., 6, 558 (1988).
  • Beilstein:17(5)1,305
  • Allylic alcohols are thienylated by means of a Heck-type, Pd-catalyzed coupling reaction; the products are ketones formed by rearrangement: Chem. Lett., 423 (1977). Coupling with iodoarenes can be induced at the 5-position by the use of a palladium(II) catalyst in the presence of silver nitrate and potassium fluoride, providing access to 5-aryl-2-bromothiophene derivatives, which may be further elaborated by reaction with the available 2-bromo-substituent: Org. Lett., 7, 5083 (2005).
  • Short: II/14a

安全信息

Warnings TOXIC, FLAMMABLE
GHS Symbol
WGK Germany3
Hazard Codes T T,N T,Xi,N
Hazard statements
  • H226 Flammable liquid and vapour 易燃液体和蒸气
  • H300 Fatal if swallowed 吞食致命
  • H301 Toxic if swallowed 吞食有毒
  • H310 Fatal in contact with skin 皮肤接触致命
  • H315 Causes skin irritation 会刺激皮肤
  • H318 Causes serious eye damage 严重伤害眼睛
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H330 Fatal if inhaled 吸入致命
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Precautionary statements
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P233 Keep container tightly closed. ?保持容器密闭。
  • P240 Ground/bond container and receiving equipment. 与地面接触/连接集装箱和接受设备。
  • P241 Use explosion-proof electrical/ventilating/lighting/…/equipment. 使用防爆电气/通风/照明/ .../设备。
  • P241+P242+P243
  • P242 Use only non-sparking tools. 只能使用无火花工具。
  • P243 Take precautionary measures against static discharge. 采取预防措施,防止静电放电。
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛,皮肤或衣服。
  • 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。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • 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。
  • P284 Wear respiratory protection.? 佩戴呼吸保护装置。
  • P301+P310
  • P302+P350
  • P302+P352
  • P303+P361+P353
  • P304+P340
  • P304+P340+P312
  • P305+P351
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P320 Specific treatment is urgent (see … on this label). 紧急具体治疗(见本标签上的)。
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P322 Specific measures (see …on this label). 具体治疗(见本标签上的)。
  • P330 Rinse mouth. 漱口
  • P332+P313
  • P337+P313
  • P361 Remove/Take off immediately all contaminated clothing. 立即去除/脱掉所有被污染的衣服。
  • 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
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P370+P378
  • P403+P233
  • P403+P235
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word
UN Number
Risk Statements
  • R10 Flammable 易燃
  • R23/24/25 Toxic by inhalation, in contact with skin and if swallowed 吸入,皮肤接触及吞食都有毒
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R41 Risk of serious damage to eyes 有严重损伤眼睛的危险
  • R51/53
  • R25 Toxic if swallowed 吞咽有毒
  • R23/24 Toxic by inhalation and in contact with skin 吸入及皮肤接触都有毒
  • R22 Harmful if swallowed 吞咽有害
  • R36/38 Irritating to eyes and skin 对眼睛和皮肤有刺激性
Safety Statements
  • 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;
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中,参考特别指示/安全收据说明书;
  • 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;
  • S16 Keep away from sources of ignition - No smoking 远离火源,禁止吸烟;
  • 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);
Storage condition 2-8°C, stored under nitrogen {LY} 2-8°C, stored under nitrogen Light Sensitive {} {LY} 2-8°C, stored under nitrogen {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under
Packing GroupII
Hazard Class6.1/3

其他信息

  • 3-溴噻吩价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/04/16 B1067 3-溴噻吩 3-Bromothiophene 25G 890元 2011/04/16 B1067 3-溴噻吩 3-Bromothiophene 250G 4500元 2010/06/21 147800250 3-溴噻吩 3-Bromothiophene 97% 25 ML 1321元
  • MSDS 信息:3-Bromothiophene(872-31-1).msds
  • 图谱信息:2-溴噻吩(1003-09-4)质谱(MS) 2-溴噻吩(1003-09-4)核磁图( 13 CNMR) 2-溴噻吩(1003-09-4)核磁图( 1 HNMR) 2-溴噻吩(1003-09-4)红外图谱(IR1)
  • Hazard Note:Irritant
  • 敏感性:Light Sensitive/Stench
  • 存储注意事项:氮气保
  • Alfa Aesar:3-溴噻吩,97% 3-Bromothiophene, 97%(872-31-1)
  • Acros Organics:3
  • 外观:淡褐色透明液体
  • MOL 文件:1003-09-4.mol
  • 下游产品:6-(3-噻吩基)吡啶-2-醛 --> 3-噻吩乙酸 --> 3-溴甲基噻吩 --> 3-溴噻吩-2-羰基胺 --> 3-溴噻吩-2-甲酸 --> 3-氨甲基噻吩 --> 3-十二烷基噻吩 --> 3-溴噻吩-2-甲醛 --> 3-噻吩乙腈 --> 噻吩-3-乙醇 --> 3-噻吩甲醇 --> 2-乙酰-3-溴噻吩 --> 3-噻吩硼酸 --> 噻吩-3-甲酸乙酯 --> 3-溴噻吩-2-羰酰氯 --> 3-溴噻酚-2-羧酸甲酯
  • 方法一:由噻吩经溴化而得。将噻吩溶解在乙酸中,在10℃以下将溴的冰醋酸溶液加入。再向反应混合物加水,析出油状液体。用乙醚萃取。在萃取液中加碳酸钾除去乙酸,干燥,蒸去乙醚,再进行减压蒸馏,收集42-46℃(1.73kPa)馏分,即得2-溴噻吩,产率55%。
  • 2-溴噻吩价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 xw010247 2-溴噻吩;2-噻吩基溴 100g 260元 2011/04/16 B0941 2-溴噻吩 2-Bromothiophene 25G 270元 2011/04/16 B0941 2-溴噻吩 2-Bromothiophene 250G 1450元
  • TCI Shanghai:2-溴噻吩 2-Bromothiophene,>;98.0%(GC)(1003
  • MOL 文件:872-31-1.mol
  • 3-溴噻吩价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 B1067 3-溴噻吩 3-Bromothiophene 25G 180元 2014/06/02 B1067 3-溴噻吩 3-Bromothiophene 250G 1280元 2010/06/21 147800250 3-溴噻吩 3-Bromothiophene 97% 25 ML 1321元
  • 存储注意事项:光敏感
  • 用途一:用作抗血栓药氯吡格雷的中间体
  • 用途三:2-噻吩基酯易用CuBr-LiBr和氯仿处理过的格氏试剂(Grignard reagents)制备。
  • 图谱信息:3-溴噻吩(872-31-1)质谱(MS) 3-溴噻吩(872-31-1)红外图谱(IR1) 3-溴噻吩(872-31-1)核磁图( 1 HNMR) 3-溴噻吩(872-31-1)红外图谱(IR2)
  • TSCA:T
  • 下游产品:噻酚-2-羰基咪唑盐酸盐 --> 6-(2-噻吩基)-2-吡啶醛 --> 5-(甲基硫代)噻吩-2-羧酸 --> 2-(5-溴-2-噻吩基)-3-氯喹喔啉 --> 5-甲磺酰噻吩-2-羧酸 --> 2-溴-5-硝基噻吩 --> 5-溴噻吩-2-甲醛 -->

系列性分类