[(3-Methylphenyl)amino]acetic acid

Base Information

• Chemical Name: [(3-Methylphenyl)amino]acetic acid
• CAS No.: 21911-67-1
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• DSSTox Substance ID: DTXSID101312211
• Mol file: 21911-67-1.mol

Synonyms:[(3-methylphenyl)amino]acetic acid;21911-67-1;2-[(3-methylphenyl)amino]acetic acid;2-(3-methylanilino)acetic acid;N-(3-methylphenyl)glycine;M-tolylglycine;m-Tolylamino-acetic acid;2-(m-Tolylamino)aceticacid;2-(m-Tolylamino)acetic acid;SCHEMBL4805587;DTXSID101312211;MFCD00503783;AKOS000101447;LS-01428;BB 0240671;CS-0320676;[(3-Methylphenyl)amino]acetic acid (Ph(3-Me)-Gly-OH);F2118-0019

Chemical Property of [(3-Methylphenyl)amino]acetic acid

Chemical Property:

• Melting Point: 138 - 142 °C
• PSA: 49.33000
• LogP: 1.56450
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

98%min ^*data from raw suppliers

[(3-Methylphenyl)amino]acetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)NCC(=O)O
• Uses: N-(3-Methylphenyl)glycine is a useful reagent for organic synthesis and other chemical processes.

Technology Process of [(3-Methylphenyl)amino]acetic acid

There total 10 articles about [(3-Methylphenyl)amino]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: 76.0%

N-(3-methylphenyl)glycine ethyl ester (21911-66-0) → N-(m-methylphenyl)glycine (21911-67-1)

Guidance literature:

With sodium hydroxide; In ethanol; water; for 1.5h; Reflux;

DOI:10.1002/chem.201904210

Reference yield:

ethyl bromoacetate (105-36-2) + 1-amino-3-methylbenzene (108-44-1) → N-(m-methylphenyl)glycine (21911-67-1)

Guidance literature:

With sodium acetate; In ethanol; water;

Reference yield:

1-amino-3-methylbenzene (108-44-1) → N-(m-methylphenyl)glycine (21911-67-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium acetate / ethanol / 4 h / Inert atmosphere; Schlenk technique; Reflux

2: sodium hydroxide / ethanol; water / 1.5 h / Reflux

With sodium acetate; sodium hydroxide; In ethanol; water;

DOI:10.1002/chem.201904210

upstream raw materials:

1-methyl-3-nitrobenzene

chloroacetic acid

diethyl ether

1-amino-3-methylbenzene

Downstream raw materials:

N-(3-methylphenyl)sydnone

Cu(N-(m-tolyl)glycinate)2

N-Acetyl-N-(3-methylphenyl)glycine

Refernces

• 1、 Mallur, Shanta G.,Tiwari,Raju, B. China,Babu, K. Suresh,Ali, A. Zehra,Sastry,Rao, J. Madhusudana. "Synthesis and evaluation of phenyl substituted sydnones as potential DPPH-radical scavengers". . p. 1686 - 1689. Retrieved 2008/09/19.