2-amino-2-(4-bromophenyl)acetic Acid

Base Information

• Chemical Name: 2-amino-2-(4-bromophenyl)acetic Acid
• CAS No.: 71079-03-3
• Molecular Formula: C₈H₈BrNO₂
• Molecular Weight: 230.061
• Hs Code.: 2922499990
• European Community (EC) Number: 848-144-0
• DSSTox Substance ID: DTXSID60991364
• Nikkaji Number: J360.090D
• Mol file: 71079-03-3.mol

Synonyms:2-amino-2-(4-bromophenyl)acetic Acid;71079-03-3;129592-99-0;119397-06-7;amino(4-bromophenyl)acetic acid;MFCD00049327;2-Amino-2-(4-bromophenyl)aceticacid;(+)-2-Amino-2-(4-bromophenyl)acetic acid;2-Amino-2-(4-Bromophenyl)Acetic;Amino-(4-bromo-phenyl)-acetic acid;DL-2-Amino-2-(4-bromophenyl)acetic acid;2-(4-Bromophenyl)glycine;2-Amino-2-(4-bromophenyl)acetic acid (H-DL-Phg(4-Br)-OH);4-BROMO-DL-PHENYLGLYCINE;2-amino-2-(4-bromophenyl) acetic acid;SCHEMBL352323;DTXSID60991364;APLQICUORRMFHY-UHFFFAOYSA-N;(Amino)(4-bromophenyl)aceticacid;BBL022162;STK131103;AKOS000173832;AKOS016050463;6L-349S;AB02090;AB32807;AB89059;AC-3250;CS-W005114;Benzeneacetic acid, alpha-amino-4-bromo-;DL-2-Amino-2-(4-bromophenyl)aceticacid;SY004786;AM20061204;BB 0249642;FT-0600537;FT-0680156;EN300-59640;A23080;A866498;J-507747;F2147-0606;Z317024668

Chemical Property of 2-amino-2-(4-bromophenyl)acetic Acid

Chemical Property:

• Vapor Pressure: 6.51E-06mmHg at 25°C
• Melting Point: 273-274°C
• Refractive Index: 1.624
• Boiling Point: 363.2 °C at 760 mmHg
• PKA: 1.81±0.10(Predicted)
• Flash Point: 173.5 °C
• PSA: 63.32000
• Density: 1.673g/cm³
• LogP: 2.23380
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: -1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 228.97384
• Heavy Atom Count: 12
• Complexity: 166

Purity/Quality:

98%, ^*data from raw suppliers

2-Amino-2-(4-bromophenyl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Safety Statements: S22-24/25:

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C(=O)O)N)Br

Technology Process of 2-amino-2-(4-bromophenyl)acetic Acid

There total 13 articles about 2-amino-2-(4-bromophenyl)acetic Acid 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: 62.0%

4-bromophenylglyoxylic acid (7099-87-8) → 2-amino-2-(4-bromophenyl)acetic acid (119397-06-7,71079-03-3)

Guidance literature:

With (S)-2-amino-(2-chlorophenyl)ethanoic acid; In water; acetonitrile; at 50 ℃; for 36h; Reflux; Inert atmosphere;

DOI:10.1021/acs.joc.0c01302

Reference yield:

1-(4-Bromophenyl)imidazolidine-2,4-dione (32549-34-1) → 2-amino-2-(4-bromophenyl)acetic acid (119397-06-7,71079-03-3)

Guidance literature:

1-(4-Bromophenyl)imidazolidine-2,4-dione; With sodium hydroxide; In water; at 101 - 175 ℃; under 3750.38 - 7500.75 Torr; Large scale;

With sulfuric acid; In water; at 35 - 100 ℃; pH=5.5-6; Large scale;

Reference yield:

sodium cyanide (773837-37-9) + 4-bromo-benzaldehyde (1122-91-4) → 2-amino-2-(4-bromophenyl)acetic acid (119397-06-7,71079-03-3)

Guidance literature:

sodium cyanide; 4-bromo-benzaldehyde; With ammonium chloride; In methanol; water; at 20 ℃; for 24.3333h;

With hydrogenchloride; water; for 72h; Reflux;

DOI:10.1016/j.tet.2011.04.064

upstream raw materials:

phenylglycin

1-bromo-4-(1-bromo-1-methoxycarbonyl)toluene

sodium cyanide

4-bromo-benzaldehyde

Downstream raw materials:

methyl 2-amino-2-(4-bromophenyl)acetate

2-(4-bromophenyl)-2-((tert-butoxycarbonyl)amino)acetic acid

methyl 2-amino-2-(4-bromophenyl)acetate hydrochloride

methyl 6-bromo-(1H)-isoindolin-1-one-3-carboxylate

Refernces

• 1、 -. "Preparation method for D, L-phenylglycine and analogue thereof". Paragraph 0045; 0046. . Retrieved 2017/03/17.
• 2、 Nieto, Sonia,Sayago, Francisco J.,Laborda, Pedro,Soler, Tatiana,Cativiela, Carlos,Urriolabeitia, Esteban P.. "Efficient access to (1H)-isoindolin-1-one-3-carboxylic acid derivatives by orthopalladation and carbonylation of methyl arylglycinate substrates". experimental part. p. 4185 - 4191. Retrieved 2011/07/08.