2-Bromo-5-fluorobenzylamine

Base Information

• Chemical Name: 2-Bromo-5-fluorobenzylamine
• CAS No.: 747392-34-3
• Molecular Formula: C7H7BrFN
• Molecular Weight: 204.042
• Hs Code.: 2921499090
• European Community (EC) Number: 923-293-5
• DSSTox Substance ID: DTXSID10378404
• Wikidata: Q72455970
• Mol file: 747392-34-3.mol

Synonyms:2-Bromo-5-fluorobenzylamine;747392-34-3;(2-bromo-5-fluorophenyl)methanamine;MFCD06212850;2-bromo-5-fluorobenzyl amine;2-Bromo-5-fluoro-benzylamine;SCHEMBL558725;DTXSID10378404;HEVQVBQUMCXTJO-UHFFFAOYSA-N;AKOS000169101;SB78431;AC-25943;CS-11577;SY025505;CS-0046183;FT-0600112;EN300-50101;A19817

Chemical Property of 2-Bromo-5-fluorobenzylamine

Chemical Property:

• Vapor Pressure: 0.0502mmHg at 25°C
• Refractive Index: 1.566
• Boiling Point: 235.4 °C at 760 mmHg
• PKA: 8.26±0.10(Predicted)
• Flash Point: 96.2 °C
• PSA: 26.02000
• Density: 1.571 g/cm³
• LogP: 2.74720
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 202.97459
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)CN)Br

Technology Process of 2-Bromo-5-fluorobenzylamine

There total 3 articles about 2-Bromo-5-fluorobenzylamine 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: 93.0%

2-(azidomethyl)-1-bromo-4-fluorobenzene (1198105-01-9) → 1-(2-bromo-5-fluorophenyl)methanamine (747392-34-3)

Guidance literature:

2-(azidomethyl)-1-bromo-4-fluorobenzene; With triphenylphosphine; In tetrahydrofuran; for 1h; Reflux;

With water; In tetrahydrofuran; for 1h; Reflux;

DOI:10.1002/chem.200900942

Reference yield: 55.5%

2-bromo-5-fluorobenzonitrile (57381-39-2) → 1-(2-bromo-5-fluorophenyl)methanamine (747392-34-3)

Guidance literature:

With sodium tetrahydroborate; trifluoroacetic acid; In tetrahydrofuran; at 20 ℃; for 16h;

Reference yield:

2-bromo-5-fluorobenzaldehyde (94569-84-3) → 1-(2-bromo-5-fluorophenyl)methanamine (747392-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride; sodium hydrogencarbonate / ethanol; water / 12 h / 20 °C / Inert atmosphere

2: zinc; hydrogenchloride / ethanol; water / 2 h / 0 - 20 °C / Inert atmosphere

With hydrogenchloride; hydroxylamine hydrochloride; sodium hydrogencarbonate; zinc; In ethanol; water;

DOI:10.1021/acs.orglett.7b03776

upstream raw materials:

2-(azidomethyl)-1-bromo-4-fluorobenzene

2-bromo-5-fluorobenzonitrile

2-bromo-5-fluorobenzaldehyde

Downstream raw materials:

N-(2-Bromo-5-fluorobenzyl)-4,5-dihydrooxazol-2-amine

4-methyl-benzenesulfinic acid 2-bromo-5-fluoro-benzylamide

ethyl (2E)-3-(2-bromo-5-fluorophenyl)prop-2-enoate

N-(2-bromo-5-fluoro-benzyl)-2,2-diethoxy-acetamidine

Refernces

• 1、 -. "Α 7 as intranuclear hydroxynicotinic acetylcholine receptor quinuclidines compd.". Paragraph 0715; 0717. . Retrieved 2018/10/03.
• 2、 Coulomb, Julien,Certal, Victor,Larraufie, Marie-Helene,Ollivier, Cyril,Corbet, Jean-Pierre,Mignani, Gerard,Fensterbank, Louis,Lacote, Emmanuel,Malacria, Max. "Intramolecular homolytic substitution of sulfinates and sulfinamides". supporting information; experimental part. p. 10225 - 10232. Retrieved 2010/04/05.