3-Methyl-2-nitrophenylacetic acid

Base Information

• Chemical Name: 3-Methyl-2-nitrophenylacetic acid
• CAS No.: 18710-86-6
• Molecular Formula: C9H9NO4
• Molecular Weight: 195.175
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID30549194
• Wikidata: Q82428158
• Mol file: 18710-86-6.mol

Synonyms:18710-86-6;2-(3-Methyl-2-nitrophenyl)acetic acid;3-Methyl-2-nitrophenylacetic acid;2-nitro-3-Methyl-benzeneacetic acid;MFCD08276006;(3-Methyl-2-nitrophenyl)acetic acid;SCHEMBL2394274;DTXSID30549194;MFWFLUXZQHVVHO-UHFFFAOYSA-N;3-methyl-2-nitrobenzeneacetic acid;3-Methyl-2-nitro-phenyl-acetic acid;CL4533;2-(3-Methyl-2-nitrophenyl)aceticacid;AKOS006280995;PS-4005;SY110336;3-METHYL-2-NITRO-PHENYLACETIC ACID;J-512841

Chemical Property of 3-Methyl-2-nitrophenylacetic acid

Chemical Property:

• Melting Point: 154-155℃
• Boiling Point: 348.1±27.0 °C(Predicted)
• PKA: 3.95±0.10(Predicted)
• PSA: 83.12000
• Density: 1.346±0.06 g/cm3(Predicted)
• LogP: 2.05350
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 195.05315777
• Heavy Atom Count: 14
• Complexity: 236

Purity/Quality:

99% ^*data from raw suppliers

3-Methyl-2-nitrophenylaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)CC(=O)O)[N+](=O)[O-]

Technology Process of 3-Methyl-2-nitrophenylacetic acid

There total 6 articles about 3-Methyl-2-nitrophenylacetic 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: 70.0%

3-Methyl-2-nitrobenzyl cyanide (91192-25-5) → 2-(3-methyl-2-nitrophenyl)acetic acid (18710-86-6)

Guidance literature:

With hydrogenchloride; acetic acid; In water; at 90 ℃; for 5h;

Reference yield:

3-methyl-2-nitrobenzoic acid (5437-38-7) → 2-(3-methyl-2-nitrophenyl)acetic acid (18710-86-6)

Guidance literature:

Multi-step reaction with 4 steps

1: borane-THF / tetrahydrofuran / Inert atmosphere; Reflux

2: p-toluenesulfonyl chloride; dmap / dichloromethane / -5 - 20 °C / Inert atmosphere

3: water; ethanol / 60 °C / Inert atmosphere

4: hydrogenchloride; water / Inert atmosphere; Reflux

With hydrogenchloride; dmap; borane-THF; water; p-toluenesulfonyl chloride; In tetrahydrofuran; ethanol; dichloromethane; water;

DOI:10.1002/anie.202008631

Reference yield:

2-methyl-6-hydroxymethyl-1-nitrobenzene (80866-76-8) → 2-(3-methyl-2-nitrophenyl)acetic acid (18710-86-6)

Guidance literature:

Multi-step reaction with 3 steps

1: p-toluenesulfonyl chloride; dmap / dichloromethane / -5 - 20 °C / Inert atmosphere

2: water; ethanol / 60 °C / Inert atmosphere

3: hydrogenchloride; water / Inert atmosphere; Reflux

With hydrogenchloride; dmap; water; p-toluenesulfonyl chloride; In ethanol; dichloromethane; water;

DOI:10.1002/anie.202008631

upstream raw materials:

3-Methyl-2-nitrobenzyl cyanide

1-(bromomethyl)-3-methyl-2-nitrobenzene

carbon dioxide

2,6-dimethylnitrobenzene

Downstream raw materials:

2-nitro-3-pivaloylmethyltoluene

2,2-Dimethyl-propionic acid 2-nitro-3-((E)-2-pyrrolidin-1-yl-vinyl)-benzyl ester

1H-indole-7-carbaldehyde

indole-7-methanol

Refernces

• 1、 -. "AMINOMETHYL-BIARYL DERIVATIVES AS COMPLEMENT FACTOR D INHIBITORS AND USES THEREOF". Page/Page column 105. . Retrieved 2015/02/02.
• 2、 Kalir, Asher,Mualem, Rivka. "One-Step Synthesis of 2- and 4-Nitrobenzyl Cyanides". . p. 514 - 515. Retrieved 2007/10/02.