5-Bromo-2-methylaniline

Base Information

• Chemical Name: 5-Bromo-2-methylaniline
• CAS No.: 39478-78-9
• Molecular Formula: C7H8BrN
• Molecular Weight: 186.051
• Hs Code.: 29214300
• European Community (EC) Number: 254-467-2
• DSSTox Substance ID: DTXSID00192616
• Nikkaji Number: J94.991D
• Wikidata: Q72446585
• Mol file: 39478-78-9.mol

Synonyms:5-Bromo-2-methylaniline;39478-78-9;2-Amino-4-Bromotoluene;5-Bromo-o-toluidine;5-Bromo-2-methylbenzenamine;BENZENAMINE, 5-BROMO-2-METHYL-;EINECS 254-467-2;MFCD00800678;5-bromo-2-methyl-aniline;3-bromo-6-methylaniline;5-Bromo-2-methyl-phenylamine;Nitrosylsulfuricacid;4-Bromo-2-aminotoluene;2-methyl-5-bromoaniline;5-bromo-2-methyl aniline;SCHEMBL260203;5-Bromo-2-methylaniline, 97%;DTXSID00192616;RXQNKKRGJJRMKD-UHFFFAOYSA-N;STR08477;AKOS000104394;AC-1789;CS-W002694;PS-3405;SY017942;A6604;AM20050143;B3687;FT-0611100;EN300-43360;W-106427;InChI=1/C7H8BrN/c1-5-2-3-6(8)4-7(5)9/h2-4H,9H2,1H

Chemical Property of 5-Bromo-2-methylaniline

Chemical Property:

• Appearance/Colour: clear yellow to brown liquid after melting
• Vapor Pressure: 0.0123mmHg at 25°C
• Melting Point: 33 °C(lit.)
• Refractive Index: n20/D 1.614(lit.)
• Boiling Point: 260.3 °C at 760 mmHg
• PKA: 3.38±0.10(Predicted)
• Flash Point: 111.2 °C
• PSA: 26.02000
• Density: 1.498 g/cm³
• LogP: 2.92090
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 184.98401
• Heavy Atom Count: 9
• Complexity: 94.9

Purity/Quality:

98% ^*data from raw suppliers

5-Bromo-2-methylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1)Br)N

Technology Process of 5-Bromo-2-methylaniline

There total 6 articles about 5-Bromo-2-methylaniline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

4-bromo-2-nitrotoluene (60956-26-5) → 5-bromo-2-methylaniline (39478-78-9)

Guidance literature:

With tin(II) chloride dihdyrate; In ethyl acetate; at 0 ℃; for 4h; Reflux;

DOI:10.1039/c3ob40250a

Reference yield: 71.0%

para-bromotoluene (106-38-7) → 5-bromo-2-methylaniline (39478-78-9)

Guidance literature:

With hydroxylamine triflate; iron(II) sulfate; In water; acetonitrile; at 20 ℃; for 16h;

DOI:10.1021/acscatal.6b02576

Reference yield:

4-bromo-2-nitrotoluene (60956-26-5) + iron (7439-89-6) → 5-bromo-2-methylaniline (39478-78-9)

Guidance literature:

With ammonium chloride; In ethanol; water;

upstream raw materials:

4-bromo-2-nitrotoluene

hydrogenchloride

4-Methyl-3-nitroanilin

iron

Downstream raw materials:

2,4-dibromotoluene

5-bromo-2-methylphenol

5’-bromo-2’-methylacetanilide

4'-bromo-2'-methylacetanilide

Refernces

• 1、 -. "RORγ MODULATORS". Page/Page column 81. . Retrieved 2018/04/13.
• 2、 Doebelin, Christelle,Patouret, Rémi,Garcia-Ordonez, Ruben D.,Chang, Mi Ra,Dharmarajan, Venkatasubramanian,Kuruvilla, Dana S.,Novick, Scott J.,Lin, Li,Cameron, Michael D.,Griffin, Patrick R.,Kamenecka, Theodore M.. "N-Arylsulfonyl Indolines as Retinoic Acid Receptor-Related Orphan Receptor γ (RORγ) Agonists". . p. 2607 - 2620. Retrieved 2016/12/09.