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

  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Thiazolines/Thiazolidines 噻唑啉/噻唑烷
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Thiophenes 噻吩
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Halogenated Heterocycles 卤代杂环
  5. Thiophenes - Halogenated Heterocycles
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Halogenated Heterocycles 卤代杂环
  5. Thiophenes - Halogenated Heterocycles
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Thiophenes 噻吩
  5. C4 to C6 - Thiophenes
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Halogenated Heterocycles 卤代杂环
  5. Thiazolines/Thiazolidines
  1. Materials Science 材料科学
  2. Reagents for Conducting Polymer Research