2-Methylindole 2-甲基吲哚

CAS 95-20-5 MFCD00005616

化学结构图

95-20-5
SMILES: Cc1cc2ccccc2[nH]1

化学属性

Mol. FormulaC9H9N
Mol. Weight131
Density1.07
Flash Point141°(285°F)
TSCAYes
Boiling Point273
Melting Point57-59
Stability对光和空气敏感
Appearance 无色针状或片状结晶。有特殊气味。 易溶于乙醇和乙醚,难溶于水。

别名和识别编码

Chemical Name2-Methylindole
CAS Number95-20-5
Alfabeta NameMETHYLINDOLE 2-
MDL NumberMFCD00005616
EC Number202-398-3
Beilstein Registry Number109781
Synonym -Methyl-1H-indole 2-METHYL-1H-INDOLE 2-METHYLINDOLE 2-甲基-1H-吲哚 2-甲基吲哚 Methylketole 甲基??
PubChem Substance ID87572416
Chemical Name Translation2-甲基吲哚
Reaxys-RN109781
LabNetwork Molecule IDLN00173989
InChIInChI=1S/C9H9N/c1-7-6-8-4-2-3-5-9(8)10-7/h2-6,10H,1H3
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分类

  • {SNA} Building Blocks, C7 to C9, Chemical Synthesis, Heterocyclic Building Blocks, Indoles

产品应用

  • 用于丙二醛、乙二醛和甲基乙二醛等的分析。有机合成。香料工业的定香剂。

相关文献及参考

  • An alternative approach to functionalization of the 2-methyl group involves low-temperature N-lithiation followed by reaction with dimethyl carbonate to give the 1-methoxycarbonyl derivative. NBS ɑ-bromination then allows nucleophilic substitution to give a variety of 2-substituted indoles: Synthesis, 743 (1992).
  • Can be dimetallated using the n-BuLi/KO-t-Bu system. Reaction with electrophiles (methyl iodide, benzophenone, t-butyl isocyanate) then occurs preferentially at the more reactive methyl position: J. Chem. Soc., Perkin 1, 179 (1990).
  • Undergoes a mild, selective C-3 reductive alkylation in the presence of Triethyl­silane, A10320, and TFA; e.g. with benzaldehyde, the 3-benzyl derivative is formed in 88% yield: Tetrahedron Lett., 34, 1529 (1993).
  • Beilstein:20,311

安全信息

Warnings IRRITANT
Signal word Danger Warning
GHS Symbol
WGK Germany3
Safety Statements
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触;
  • S36 Wear suitable protective clothing 穿戴适当的防护服;
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
Risk Statements
  • R20/21/22 Harmful by inhalation, in contact with skin and if swallowed 吸入、皮肤接触和不慎吞咽有害
Precautionary statements
  • 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+P312+P330
  • P305+P351+P338
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
RTECSNM0345000
Storage condition Light Sensitive Freezer (-20°C) 对光和空气敏感,密封避光保存。
Hazard statements
  • H302 Harmful if swallowed 吞食有害
  • H318 Causes serious eye damage 严重伤害眼睛
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes 9
UN Number 3335
Packing GroupIII
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : >262 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   YKKZAJ Yakugaku Zasshi.  Journal of Pharmacy.  (Nippon Yakugakkai, 2-12-15
   Shibuya, Shibuya-ku, Tokyo 150, Japan)  No.1-    1881-
   Volume(issue)/page/year: 94,1620,1974

其他信息

  • Sigma Aldrich:95-20-5(sigmaaldrich)
  • 方法一:由N-乙酰邻甲苯胺经下述步骤制得。将N-乙酰邻甲苯胺加入无水乙醚和氨基钠的混合物中,在氮气流保护下加热升温至240-260℃,保持10min,反应产生大量气体,至气体停止逸出则反应结束,冷却。加入乙醇和温水,加热使生成的2-甲基吲哚的钠衍生物及过量的氨基钠分解。冷却后,用乙醚萃取。萃取液浓缩后进行蒸馏,收集119-126℃(0.4-0.53kPa)馏分,得2-甲基吲哚,收率80%-83%。该品可用甲醇重结晶提纯。
  • TCI Shanghai:2-甲基吲哚 2-Methylindole,>;99.0%(GC)(95-20-5)
  • MOL 文件:95-20-5.mol
  • 用途四:用于丙二醛、乙二醛和甲基乙二醛等的分析。有机合成。香料工业的定香剂。
  • MSDS 信息:2-Methylindole(95-20-5).msds
  • 下游产品:DL-色氨酸 --> 阿西美辛 --> 碱性橙21 --> 2-甲基吲哚啉
  • 有特殊气味。对光和空气敏感。能随水蒸气挥发。易溶于甲醇、苯、乙醇、乙醚和丙酮,不溶于热水。有刺激性。
  • 上游原料:乙醚 --> 氨基钠 --> 2-甲基乙酰苯胺
  • 用途一:用作有机合成试剂,染料中间体
  • 用途三:用于有机合成,可作香料工业的定香剂。
  • 海关编码:29339990
  • F:8-10-13-23
  • 2-甲基吲哚价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 M0346 2-甲基吲哚 2-Methylindole 500G 1520元 2014/06/02 M0346 2-甲基吲哚 2-Methylindole 25G 286元 2010/06/21 127025000 2-甲基吲哚 2-Methylindole 98% 500 GR 1771元
  • 用途二:用作有机分析试剂及定香剂
  • Alfa Aesar:2-甲基吲哚,98+% 2-Methylindole, 98+%(95-20-5)
  • 检测方法:HPLC,NMR
  • 图谱信息:2-甲基吲哚(95-20-5)红外图谱(IR1) 2-甲基吲哚(95-20-5)核磁图( 13 CNMR) 2-甲基吲哚(95-20-5)核磁图( 1 HNMR) 2-甲基吲哚(95-20-5)质谱(MS)
  • Acros Organics:2-甲基吲哚 2-Methylindole, 98%(95-20-5)
  • 敏感性:Light Sensitive

系列性分类


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