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Merck
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주요 문서

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392510

Sigma-Aldrich

1-Iodo-3,5-dimethylbenzene

99%

동의어(들):

5-Iodo-m-xylene

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모든 사진(1)

About This Item

Linear Formula:
(CH3)2C6H3I
CAS Number:
22445-41-6
Molecular Weight:
232.06
MDL number:
MFCD00060659
UNSPSC 코드:
12352100
PubChem Substance ID:
24864461
NACRES:
NA.22

분석

99%

양식

liquid

refractive index

n20/D 1.594 (lit.)

bp

92-94 °C/3 mmHg (lit.)

density

1.608 g/mL at 25 °C (lit.)

작용기

iodo

SMILES string

Cc1cc(C)cc(I)c1

InChI

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

InChI key

ZLMKEENUYIUKKC-UHFFFAOYSA-N

관련 카테고리

일반 설명

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.

애플리케이션

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.

픽토그램

Exclamation mark
GHS07

신호어

Warning

유해 및 위험 성명서

H315,H319,H335

Hazard Classifications

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

표적 기관

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point (°F)

235.4 °F - closed cup

Flash Point (°C)

113 °C - closed cup

개인 보호 장비

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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시험 성적서(COA)

Lot/Batch Number
MKCQ3826
MKCL0424
MKCG9312
MKCC6340
MKBW2914V

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Sigma-Aldrich

192546

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2-Bromo-1,3-dimethylbenzene 98%

Sigma-Aldrich

115851

2-Bromo-1,3-dimethylbenzene

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
Fuk Yee Kwong et al.
Organic letters, 4(20), 3517-3520 (2002-09-27)
An efficient copper-catalyzed carbon-sulfur bond formation reaction was developed. This method is particularly noteworthy given its experimental simplicity, high generality, and exceptional level of functional group toleration and the low cost of the catalyst system. [reaction: see text]
On the synthesis of heterocyclic dendrons.
Diez-Barra E, et al.
ARKIVOC (Gainesville, FL, United States), 2002(5), 17-25 (2002)
Recyclable and reusable nano-CuFe2O4 catalyzed CO cross-coupling.
Avudoddi V, et al.
European Journal of Chemistry, 3(3), 298-304 (2012)
Recyclable and reusable nano-CuFe2O4 catalyzed CO cross-coupling.
Avudoddi V, et al.
European Journal of Organic Chemistry, 3(3), 298-304 (2012)
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