ChemicalBook > CAS DataBase List > 4-Bromo-2,6-dimethylaniline

4-Bromo-2,6-dimethylaniline

Product Name
4-Bromo-2,6-dimethylaniline
CAS No.
24596-19-8
Chemical Name
4-Bromo-2,6-dimethylaniline
Synonyms
4-BROMO-2,6-XYLIDINE;2,6-Dimethyl-4-bromoaniline;6-diMethylaniline;TIMTEC-BB SBB002410;4-Bromo-2,6-dimethyl;2,6-Xylidine, 4-bromo-;LABOTEST-BB LT01143222;4-BROMO-2,6-DIMETHYLANILINE;4-broMo-2,6-deMethylaniline;6-dimethylaniline4-Bromo-2,
CBNumber
CB0250184
Molecular Formula
C8H10BrN
Formula Weight
200.08
MOL File
24596-19-8.mol
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4-Bromo-2,6-dimethylaniline Property

Melting point:
48-51 °C (lit.)
Boiling point:
120°C 0,2mm
Density 
1.4423 (rough estimate)
refractive index 
1.5748 (estimate)
Flash point:
>230 °F
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
Chloroform, Methanol
pka
3.60±0.10(Predicted)
form 
Liquid
color 
Clear yellow to orange to amber
BRN 
1936300
InChI
InChI=1S/C8H10BrN/c1-5-3-7(9)4-6(2)8(5)10/h3-4H,10H2,1-2H3
InChIKey
QGLAYJCJLHNIGJ-UHFFFAOYSA-N
SMILES
C1(N)=C(C)C=C(Br)C=C1C
CAS DataBase Reference
24596-19-8(CAS DataBase Reference)
NIST Chemistry Reference
Benzenamine, 4-bromo-2,6-dimethyl-(24596-19-8)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
38-43-36/37/38-20/21/22
Safety Statements 
36/37-36/37/39-26
RIDADR 
UN2811/6.1/III
WGK Germany 
3
8-10-23
Hazard Note 
Harmful
HazardClass 
6.1
HS Code 
29214990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H335May cause respiratory irritation

H351Suspected of causing cancer

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
192376
Product name
4-Bromo-2,6-dimethylaniline
Purity
98%
Packaging
25g
Price
$104
Updated
2025/07/31
Sigma-Aldrich
Product number
192376
Product name
4-Bromo-2,6-dimethylaniline
Purity
98%
Packaging
100g
Price
$267
Updated
2025/07/31
TCI Chemical
Product number
B1909
Product name
4-Bromo-2,6-dimethylaniline
Purity
>98.0%(GC)(T)
Packaging
25g
Price
$66
Updated
2025/07/31
TCI Chemical
Product number
B1909
Product name
4-Bromo-2,6-dimethylaniline
Purity
>98.0%(GC)(T)
Packaging
100g
Price
$258
Updated
2025/07/31
TRC
Product number
B689225
Product name
4-Bromo-2,6-xylidine
Packaging
25g
Price
$150
Updated
2021/12/16
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4-Bromo-2,6-dimethylaniline Chemical Properties,Usage,Production

Chemical Properties

brown crystals

Uses

4-Bromo-2,6-dimethylaniline has been used in the preparation of:

  • 4-bromo-N-(1-(6-(1-isopropyl-1H-benzo[d]imidazol-2-yl)pyridin-2-yl)ethylidene)-2,6-dimethylbenzenamine
  • N-(4-Bromo-2,6-dimethylphenyl)-5-trimethylammoniumsalicylaldimine chloride
  • ethynyl-functionalized persistent perylene diimide-multichromophore

Reactions

4-Bromo-2,6-dimethylaniline has been shown to react with acid solutions to form hydrogen bromide gas and ammonium chloride crystals.

Synthesis

87-62-7

24596-19-8

The general procedure for the synthesis of 4-bromo-2,6-dimethylaniline from 2,6-dimethylaniline was as follows: 1-methoxy-3,5-dimethylbenzene (100 mg, 0.73 mmol), N-bromosuccinimide (NBS, 260 mg, 1.46 mmol), and a stainless steel ball (5 mm in diameter) were placed in a 10 mL stainless steel grinding jar. The ball milling reaction was carried out and the reaction process was monitored by thin layer chromatography (TLC) and proton nuclear magnetic resonance (1H NMR). Upon completion of the reaction, the reaction mixture was transferred to 30 mL of ethyl acetate and cooled at 0°C. The filtrate (containing product) and precipitate (spent succinimide) were obtained by filtration through filter paper and separated. The filtrate was concentrated under vacuum to give 250 mg (85% yield) of 4-bromo-2,6-dimethylaniline (2b) as a colorless powder. To test the efficiency of the large-scale reaction, monobromination was carried out under the same conditions using 1.3 g of 1-methoxy-3,5-dimethylbenzene for 1 h. The product was isolated in 87% yield. During the reaction, the grinding equipment was suspended and a small amount of sample was removed from the reaction tank for TLC and 1H NMR analysis, after which the reaction was continued, and the time of this operation was not included in the total reaction time.

References

[1] Tetrahedron Letters, 2005, vol. 46, # 51, p. 8959 - 8963
[2] Tetrahedron Letters, 2009, vol. 50, # 9, p. 1007 - 1009
[3] Synthetic Communications, 2010, vol. 40, # 5, p. 647 - 653
[4] Synthetic Communications, 2009, vol. 39, # 23, p. 4212 - 4220
[5] Journal fuer Praktische Chemie (Leipzig), 1988, vol. 330, # 2, p. 161 - 174

4-Bromo-2,6-dimethylaniline Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-Bromo-2,6-dimethylaniline manufacturers

Hefei Lbao Physical & Chemical Science Co.,Ltd
Product
4-bromo-2,6-dimethylaniline 24596-19-8
Price
US $0.00-0.00/kg
Min. Order
25kg
Purity
98%
Supply Ability
Customise
Release date
2025-09-04
Hebei Fengjia New Material Co., Ltd
Product
4-Bromo-2,6-dimethylaniline 24596-19-8
Price
US $3.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10000
Release date
2024-09-04
Hebei Chuanghai Biotechnology Co., Ltd
Product
4-Bromo-2,6-dimethylaniline 24596-19-8
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-18

24596-19-8, 4-Bromo-2,6-dimethylanilineRelated Search:


  • TIMTEC-BB SBB002410
  • 2,6-Dimethyl-4-bromoaniline
  • 2,6-Xylidine, 4-bromo-
  • 2-Amino-5-bromo-m-xylene, 4-Bromo-2,6-xylidine
  • 4-BroMo-2,6-diMethylaniline, 97+%
  • 4 - broMine - 2, 6 - diMethylaniline
  • Benzenamine, 4-bromo-2,6-dimethyl-
  • 4-bromo-2,6-dimethylaniline,98%
  • 4-Bromo-2,6-dimethyl-phenylamine
  • LABOTEST-BB LT01143222
  • 4-BROMO-2,6-XYLIDINE
  • 4-BROMO-2,6-DIMETHYLANILINE
  • 4-Bromo-2,6-dimethylaniline 98%
  • 4-BROMO-2,6-DIMETHYLANILINE (4-BROMO-2,6-XYLIDINE)
  • 4-BROMO-2,6-DIMETHYLANILINE 99+%
  • 2-Methyl-6-Ethylbenzenamine(6-Ethyl-o-toluidine)
  • 4-bromo-2,6-dimethyl-Benzenamine
  • 4-BroMo-2,6-diMethylaniline, 98% 25GR
  • 4-BroMo-2,6-diMethylaniline, 98% 5GR
  • 4-Bromo-2,6-dimethyl
  • 6-diMethylaniline
  • 4-Bromo-2,6-Dimethylaniline, 98% PS
  • 4-broMo-2,6-deMethylaniline
  • 4-Bromo-2,6-dimethylaniline &gt
  • 4-Bromo-2,6-dimethylphenylamine (4-Bromo-2,6-dimethylaniline
  • 6-dimethylaniline4-Bromo-2,
  • 24596-19-8
  • BrC6H2CH32NH2
  • C8H10BrN
  • C8
  • Amines
  • Building Blocks
  • Nitrogen Compounds
  • Organic Building Blocks
  • Anilines, Amides & Amines
  • Bromine Compounds
  • Benzenes
  • Aniline
  • Aromatic Halides (substituted)
  • bc0001