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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;4-Bromo-2,6-dimethyl-phenylamine;6-diMethylaniline;TIMTEC-BB SBB002410;4-Bromo-2,6-dimethyl;LABOTEST-BB LT01143222;2,6-Xylidine, 4-bromo-;4-BROMO-2,6-DIMETHYLANILINE;4-broMo-2,6-deMethylaniline
CBNumber:
CB0250184
Molecular Formula:
C8H10BrN
Molecular Weight:
200.08
MDL Number:
MFCD00007826
MOL File:
24596-19-8.mol
MSDS File:
SDS
Last updated:2026-05-27 17:26:04

4-Bromo-2,6-dimethylaniline Properties

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)
FDA UNII 9W5K8J5F6B
NIST Chemistry Reference Benzenamine, 4-bromo-2,6-dimethyl-(24596-19-8)
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Skull and Crossbones (GHS06)Health Hazard (GHS08)Environment (GHS09)
GHS06,GHS08,GHS09
Signal word  Danger
Hazard statements  H302-H311+H331-H315-H335-H351-H410
Precautionary statements  P273-P280-P301+P312-P302+P352+P312-P304+P340+P311-P308+P313
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Faceshields, Gloves
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
Storage Class 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard Classifications Acute Tox. 3 Dermal
Acute Tox. 3 Inhalation
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Carc. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
0
2 0

4-Bromo-2,6-dimethylaniline price More Price(83)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 192376 4-Bromo-2,6-dimethylaniline 98% 24596-19-8 25g $111 2026-04-30 Buy
Sigma-Aldrich 192376 4-Bromo-2,6-dimethylaniline 98% 24596-19-8 100g $284 2026-04-30 Buy
TCI Chemical B1909 4-Bromo-2,6-dimethylaniline >98.0%(GC)(T) 24596-19-8 25g $118 2026-04-30 Buy
TCI Chemical B1909 4-Bromo-2,6-dimethylaniline >98.0%(GC)(T) 24596-19-8 100g $463 2026-04-30 Buy
Strem Chemicals 07-0112 4-Bromo-2,6-dimethylaniline, min. 98% min.98% 24596-19-8 25g $73 2026-04-30 Buy
Product number Packaging Price Buy
192376 25g $111 Buy
192376 100g $284 Buy
B1909 25g $118 Buy
B1909 100g $463 Buy
07-0112 25g $73 Buy

4-Bromo-2,6-dimethylaniline Chemical Properties,Uses,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

2,6-Dimethylaniline

87-62-7

4-Bromo-2,6-dimethylaniline

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

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-bromo-2,6-xylidine pictures 2026-09-02 4-bromo-2,6-xylidine
24596-19-8
$1.00-50.00 1KG 99 Henan Fengda Chemical Co., Ltd
4-Bromo-2,6-dimethylaniline pictures 2026-05-28 4-Bromo-2,6-dimethylaniline
24596-19-8
$10.70 10kg 99% 10000kg Hebei Chuanghai Biotechnology Co,.LTD
4-bromo-2,6-dimethylaniline pictures 2026-05-18 4-bromo-2,6-dimethylaniline
24596-19-8
25kg 98% Hefei Lbao Physical & Chemical Science Co.,Ltd
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% 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 > 4-Bromo-2,6-dimethylphenylamine (4-Bromo-2,6-dimethylaniline 6-dimethylaniline4-Bromo-2, 4-Bromo-2,6-dimethyl-phenylamine 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