ChemicalBook > CAS DataBase List > 2,6-Dibromo-4-tert-butylaniline

2,6-Dibromo-4-tert-butylaniline

Product Name
2,6-Dibromo-4-tert-butylaniline
CAS No.
10546-67-5
Chemical Name
2,6-Dibromo-4-tert-butylaniline
Synonyms
2,6-Dibromo-4-t-butylaniline;4-(tert-Butyl)-2,6-dibromoaniline;4-(tert-Butyl)-2,6-dibromoaniline 98%;2,6-Dibromo-4-(1,1-dimethylethyl)benzenamine;Benzenamine, 2,6-dibromo-4-(1,1-dimethylethyl)-
CBNumber
CB31503138
Molecular Formula
C10H13Br2N
Formula Weight
307.02
MOL File
10546-67-5.mol
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2,6-Dibromo-4-tert-butylaniline Property

Boiling point:
288℃
Density 
1.609
Flash point:
128℃
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
pka
0.80±0.10(Predicted)
Appearance
Colorless to light yellow Solid-Liquid Mixture
InChI
InChI=1S/C10H13Br2N/c1-10(2,3)6-4-7(11)9(13)8(12)5-6/h4-5H,13H2,1-3H3
InChIKey
FEHTXNYXDWPZCQ-UHFFFAOYSA-N
SMILES
C1(N)=C(Br)C=C(C(C)(C)C)C=C1Br
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Safety

HS Code 
2921420090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

TRC
Product number
D424765
Product name
2,6-Dibromo-4-tert-butylaniline
Packaging
250mg
Price
$55
Updated
2021/12/16
TRC
Product number
D424765
Product name
2,6-Dibromo-4-tert-butylaniline
Packaging
500mg
Price
$65
Updated
2021/12/16
Oakwood
Product number
023856
Product name
2,6-Dibromo-4-tert-butylaniline
Purity
97%
Packaging
5g
Price
$30
Updated
2021/12/16
ChemScene
Product number
CS-0036975
Product name
2,6-Dibromo-4-(tert-butyl)aniline
Purity
98.18%
Packaging
10g
Price
$55
Updated
2021/12/16
Apolloscientific
Product number
OR1068
Product name
4-(tert-Butyl)-2,6-dibromoaniline
Purity
98%
Packaging
5g
Price
$82
Updated
2021/12/16
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2,6-Dibromo-4-tert-butylaniline Chemical Properties,Usage,Production

Uses

2,6-Dibromo-4-tert-butylaniline

Synthesis

769-92-6

10546-67-5

The general procedure for the synthesis of 2,6-dibromo-4-tert-butylaniline from 4-tert-butylaniline was as follows: 4-tert-butylaniline (24.2 g, 0.162 mol) was dissolved in 250 mL of acetic acid. A solution of bromine (17 mL, 0.324 mol) in acetic acid (30 mL) was added slowly dropwise to the above solution over a period of 3.5 hours under vigorous stirring. After the dropwise addition was completed, the reaction mixture was heated to 85 °C and maintained for 1.5 hours. After the reaction was completed, it was cooled to room temperature and the mixture was poured into 300 mL of ice water. The resulting mixture was treated with dilute aqueous sodium bicarbonate and 500 mL of ethyl acetate. The organic layer was separated, washed with water and dried with anhydrous sodium sulfate. After concentration, the product was purified by a short silica gel column (with petroleum ether as eluent) to give 44.5 g (89.5% yield) of 2,6-dibromo-4-tert-butylaniline. The structure of the product was confirmed by 1H NMR, 13C NMR and HRMS: 1H NMR (DMSO-d6, 500 MHz, ppm): δ 7.38 (s, 2H, Ar-H), 5.13 (s, 2H, NH2-H), 1.20 (s, 9H, C(CH3)3-H); 13C NMR (DMSO-d6, 125 MHz, ppm): δ 141.46, 140.36, 128.64, 107.68, 33.68, 30.92 ppm. HRMS (ESI): m/z calcd for [M + H+] C10H14Br2N: 307.9407; found: 307.9307.

References

[1] Synthesis, 1995, # 11, p. 1419 - 1422
[2] Tetrahedron, 2009, vol. 65, # 22, p. 4429 - 4439
[3] Chemistry - A European Journal, 2013, vol. 19, # 27, p. 8937 - 8947
[4] Chemistry Letters, 1994, # 11, p. 2127 - 2130
[5] European Journal of Organic Chemistry, 2012, # 7, p. 1448 - 1454

2,6-Dibromo-4-tert-butylaniline Preparation Products And Raw materials

Raw materials

Preparation Products

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2,6-Dibromo-4-tert-butylaniline Suppliers

China 83 India 1 Switzerland 1 United Kingdom 2 United States 6 Global 93
Aladdin Scientific
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SynQuest Laboratories, Inc.
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10546-67-5, 2,6-Dibromo-4-tert-butylanilineRelated Search:

2,6-Dibromo-4-tert-butylaniline 2,6-Dibromo-4-tert-butylphenylisothiocyanate 2-Bromo-4-tert-butylaniline 2-BROMO-4-ISOPROPYLANILINE 2,6-DIBROMO-4-ISOPROPYLANILINE

  • 4-(tert-Butyl)-2,6-dibromoaniline
  • 4-(tert-Butyl)-2,6-dibromoaniline 98%
  • Benzenamine, 2,6-dibromo-4-(1,1-dimethylethyl)-
  • 2,6-Dibromo-4-t-butylaniline
  • 2,6-Dibromo-4-(1,1-dimethylethyl)benzenamine
  • 10546-67-5