2-Amino-5-methylbenzoic acid Chemical Properties

Melting point:

175 °C (dec.) (lit.)

Boiling point:

273.17°C (rough estimate)

Density 

1.2023 (rough estimate)

refractive index 

1.5810 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Powder

pka

2.27±0.10(Predicted)

color 

Off-white to beige

BRN 

1101527

InChI

InChI=1S/C8H9NO2/c1-5-2-3-7(9)6(4-5)8(10)11/h2-4H,9H2,1H3,(H,10,11)

InChIKey

NBUUUJWWOARGNW-UHFFFAOYSA-N

SMILES

C(O)(=O)C1=CC(C)=CC=C1N

CAS DataBase Reference

2941-78-8(CAS DataBase Reference)

NIST Chemistry Reference

2-Amino-5-methylbenzoic acid(2941-78-8)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

F 

10

HazardClass 

IRRITANT

HS Code 

29224999

MSDS

• Language:English Provider:2-Amino-5-methylbenzoic acid
• Language:English Provider:SigmaAldrich
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2-Amino-5-methylbenzoic acid Usage And Synthesis

Chemical Properties

Light-Brown Solid

Uses

2-Amino-5-methylbenzoic acid can be used to synthesize quinazolinedione.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

General procedure for the synthesis of 2-amino-5-methylbenzoic acid from 5-methyl-2-nitrobenzoic acid: 5-methyl-2-nitrobenzoic acid (20 g, 110 mmol) was dissolved in ethanol and 10% palladium/carbon catalyst (1 g) was added. The reaction mixture was stirred overnight at room temperature and under hydrogen atmosphere. Upon completion of the reaction, the catalyst was removed by filtration through diatomaceous earth and the filtrate was concentrated under reduced pressure to give 16 g (96% yield) of the white solid product 2-amino-5-methylbenzoic acid. Melting point: 162 °C. 1H NMR (DMSO-d6) δ: 2.13 (s, 3H), 6.65 (d, J=8.6 Hz, 1H), 7.06 (dd, J=8.6,1.8 Hz, 1H), 7.48 (d, J=1.1 Hz, 1H).EIMS m/z: 174 (M+1), 152 (M+23).

References

[1] Patent: WO2004/74218, 2004, A2. Location in patent: Page 97
[2] Patent: US2008/139551, 2008, A1. Location in patent: Page/Page column 41
[3] Journal of Organic Chemistry, 2016, vol. 81, # 19, p. 9046 - 9074
[4] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982, # 8, p. 1637 - 1648
[5] Chemische Berichte, 1905, vol. 38, p. 3555

2-Amino-5-methylbenzoic acid(2941-78-8)Related Product Information

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