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Merck
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文件

392510

Sigma-Aldrich

3,5-二甲基-1-碘苯

99%

别名:

5-碘间二甲苯

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About This Item

线性分子式:
(CH3)2C6H3I
CAS号:
22445-41-6
分子量:
232.06
MDL號碼:
MFCD00060659
分類程式碼代碼:
12352100
PubChem物質ID:
24864461
NACRES:
NA.22

品質等級

100

化驗

99%

形狀

liquid

折射率

n20/D 1.594 (lit.)

bp

92-94 °C/3 mmHg (lit.)

密度

1.608 g/mL at 25 °C (lit.)

SMILES 字串

Cc1cc(C)cc(I)c1

InChI

1S/C8H9I/c1-6-3-7(2)5-8(9)4-6/h3-5H,1-2H3

InChI 密鑰

ZLMKEENUYIUKKC-UHFFFAOYSA-N

相关类别

一般說明

1-Iodo-3,5-dimethylbenzene (5-Iodo-m-xylene) is an aryl halide. It can be obtained from 5-bromo-m-xylene, via copper-catalyzed halogen exchange reaction, in the presence of NaI or KI in n-BuOH or DMF (solvents). It undergoes reaction with phenol in the presence of CuFe2O4 nano powder as a recyclable catalyst to afford 1,3-dimethyl-5-phenoxybenzene.

應用

1-Iodo-3,5-dimethylbenzene (5-iodo-m-xylene) is suitable for use in the synthesis of N-(3,5-xylyl)-N-ethylaniline, an arylamine.
It may be used in the following studies:
  • α-Arylation of ketones.
  • Copper-catalyzed N-arylation of imidazoles.
  • Cyanation of 5-iodo-m-xylene to form 3,5-dimethylbenzonitrile.
  • Synthesis of 1,3-Dimethyl-5-phenoxybenzene by nano-CuFe2O4 catalyzed C-O cross-coupling with phenol.
  • CuBr-catalyzed amination of 1-iodo-3,5-dimethylbenzene to form N-Allyl-3,5-dimethylbenzenamine.
  • Copper-catalyzed C-S bond-formation between 5-iodo-m-xylene and thiophenol.
  • As a starting material in the synthesis of biphenyl-3,3′,5,5′-tetracarboxylic acid.
  • Radical bromination of 5-iodo-m-xylene by N-bromosuccinimide to form 1,3-bis(bromomethyl)-5-iodobenzene.

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險聲明

H315,H319,H335

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

10 - Combustible liquids

水污染物質分類（WGK）

WGK 3

閃點（°F）

235.4 °F - closed cup

閃點（°C）

113 °C - closed cup

個人防護裝備

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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3,5-二氯碘苯 99%

Sigma-Aldrich

192546

3,5-二氯碘苯

2-溴-1,3-二甲苯 98%

Sigma-Aldrich

115851

2-溴-1,3-二甲苯

Recyclable and reusable nano-CuFe2O4 catalyzed CO cross-coupling.
Avudoddi V, et al.
European Journal of Organic Chemistry, 3(3), 298-304 (2012)
Jacopo Zanon et al.
Journal of the American Chemical Society, 125(10), 2890-2891 (2003-03-06)
An efficient copper-catalyzed domino halogen exchange-cyanation procedure for aryl bromides was developed utilizing 10 mol % CuI, 20 mol % KI, 1.0 equiv of the inexpensive N,N'-dimethylethylenediamine as ligand, and 1.2 equiv of NaCN in toluene at 110 degrees C.
Recyclable and reusable nano-CuFe2O4 catalyzed CO cross-coupling.
Avudoddi V, et al.
European Journal of Chemistry, 3(3), 298-304 (2012)
Biphenyl-3, 3', 5, 5'-tetracarboxylic acid.
Coles SJ, et al.
Acta Crystallographica Section E, Structure Reports Online, 58(6), 626-628 (2002)
Anouk S Lubbe et al.
The Journal of organic chemistry, 76(21), 8599-8610 (2011-09-21)
A study is presented on the control of rotary motion of an appending rotor unit in a light-driven molecular motor. Two new light driven molecular motors were synthesized that contain aryl groups connected to the stereogenic centers. The aryl groups
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