30273-40-6

Basic information

• Product Name: 4-BROMO-2,5-DIMETHYLANILINE
• Synonyms: 4-BROMO-2,5-DIMETHYLANILINE;4-Bromo-2,5-dimethylaniline 96%;4-Bromo-2,5-dimethylaniline96%
• CAS NO: 30273-40-6
• Molecular Formula: C₈H₁₀BrN
• Molecular Weight: 200.08
• Product Categories: blocks;Bromides;Anilines, Amides & Amines;Bromine Compounds
• Mol File: 30273-40-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 96 °C
• Boiling Point: 258.9 °C at 760 mmHg
• Flash Point: 110.379 °C
• Appearance: /
• Density: 1.425 g/cm³
• Vapor Pressure: 0.013mmHg at 25°C
• Refractive Index: 1.597
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 3.87±0.10(Predicted)
• CAS DataBase Reference: 4-BROMO-2,5-DIMETHYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-2,5-DIMETHYLANILINE(30273-40-6)
• EPA Substance Registry System: 4-BROMO-2,5-DIMETHYLANILINE(30273-40-6)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 30273-40-6(Hazardous Substances Data)

Usage

Uses

4-Bromo-2,5-dimethylaniline is a versatile building block used in various preparations. It is used as a reactant in the synthesis of perylene-perylenediimide donor-acceptor dyad.

InChI:InChI=1/C8H10BrN/c1-5-4-8(10)6(2)3-7(5)9/h3-4H,10H2,1-2H3

Upstream product

• 13711-31-4 N-(4-bromo-2,5-dimethyl-phenyl)acetamide 
• 95-78-3 2,5-Dimethylaniline 
• 2050-44-4 N-(2,5-dimethylphenyl)acetamide 
• 10113-40-3 N-(2,5-dimethylphenyl)formamide 
• 82185-44-2 N-TMS-2,5-Dimethylaniline 
• 292037-89-9 N-(2',4',5'-trimethoxyphenyl)-4-bromo-2,5-dimethylacetanilide 
• 3096-64-8 N-(2,5-dimethylphenyl)hydroxylamine 
• 10035-10-6 hydrogen bromide 
• 15540-81-5 1-bromo-2,5-dimethyl-4-nitrobenzene 
• 1074-24-4 2,5-dibromo-p-xylene 

Downstream Products

• 1595280-43-5 C₄₇H₄₇BrN₂O₄ 
• 72917-37-4 4-amino-2,5-dimethylbenzonitrile 
• 1613730-46-3 4-amino-2,5-dimethyl-3-((trimethylsilyl)ethynyl)benzonitrile 
• 1613730-45-2 4-amino-3-iodo-2, 5-dimethylbenzonitrile 
• 885223-72-3 5-bromo-6-methyl-1H-indazole 
• 1352615-53-2 C₇₂H₇₄Br₂N₂ 
• 1352615-44-1 C₆₀H₆₈N₂ 
• 1352615-34-9 C₁₉H₃₀BNO₄ 
• 1086392-05-3 N-boc-4-bromo-2,5-dimethylaniline 
• 1312008-65-3 1,1-dimethylethyl 5-bromo-6-methyl-2H-indazole-2-carboxylate 
• 1305320-67-5 tert-butyl 5-bromo-6-methyl-1H-indazole-1-carboxylate 
• 1312009-59-8 4-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-6-methyl-1H-indazol-1-yl]butanoic acid 
• 1312009-58-7 4-[5-(5-{3-cyano-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-6-methyl-1H-indazol-1-yl]butanoic acid 
• 1312009-24-7 ethyl 4-[5-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-6-methyl-1H-indazol-1-yl]butanoate 

Relevant articles and documents

Synthesis of symmetrical dinitro-and diamino-substituted Troeger's base analogues

This report describes a new synthetic approach to symmetrical diamino-substituted Troeger's base analogues, allowing the synthesis of 1,7-, and 4,10-diamino derivatives with no additional substituents and of 3,9-diamino derivative with methyl groups in the 1-, 4-, 7-and 10-positions. The synthesis uses regioselective nitration of dihalo-substituted-or tetrahalo-substituted Troeger's bases followed either by hydrogenation of the nitro functions accompanied by removal of halogen atoms or alternatively by chemoselective reduction of nitro groups to obtain the dihalo-diamino- substituted Troeger's base analogues. The 2,8-diamino derivatives, not accessible by this approach, can be prepared by Buchwald-Hartwig amination of the 2,8-dibromo-substituted Troeger's bases.

Halide ion trapping of nitrenium ions formed in the Bamberger rearrangement of N-arylhydroxylamines. Lifetime of the parent phenylnitrenium ion in water

The data of p-aminophenol, the product of Bamberger rearrangement, Were analyzed by a mechanism involving rate-limiting formation of the appropriate arylnitrenium ion followed by product-determining steps in involving trapping by the solvent or by the added halide. The possibility that a portion of the halide-trapped products were derived from a pre-association mechanism was also include. Kinetic analyses then produced kBr:kw and kCl:kw ratios for two limiting cases, one involving pre-association with an equilibrium constant Kas = 0.3, and one ignoring pre-association. From an azide:water ratio (kAz:kw) previously determined for the 2,6-dimethylphenylnitrenium, kBr was concluded to lie in the range (4-5) × 109 M-1 s-1 for all of the nitrenium ions of this study. This range for kBr then led to kw values of (1-2) × 109 s-1 (2,5-Me2), (2-3) × 109 s-1 (2-Me), and (4-8) × 109 s-1 (parent and 2-Cl), where the ranges reflect uncertainties in the exact value of kBr and in the contribution from pre-association. The lifetime of the parent phenylnitrenium ion in water at one molar ionic strength is concluded to lie in the range 125-250 ps.