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Home > Encyclopedia > 3-Methyl-2-nitrobenzoic acid

3-Methyl-2-nitrobenzoic acid

3-Methyl-2-nitrobenzoic acid structure

3-Methyl-2-nitrobenzoic acid 

structure
  • CAS No:

    5437-38-7

  • Formula:

    C8H7NO4

  • Chemical Name:

    3-Methyl-2-nitrobenzoic acid

  • Synonyms:

    Benzoic acid,3-methyl-2-nitro-;m-Toluic acid,2-nitro-;3-Methyl-2-nitrobenzoic acid;2-Nitro-m-toluic acid;NSC 16048

  • Categories:

    Pharmaceutical Intermediates  >  Antineoplastics

Description

white to slightly yellow crystalline powder


Prisms or white crystalline solid. (NTP, 1992)


Prisms or white crystalline solid. (NTP, 1992)

3-Methyl-2-nitrobenzoic acid Basic Attributes

181.15

181.15

226-610-9

61WOP984AB

16048

2811

DTXSID6025640

2916399090

Characteristics

83.1

1.6

Prisms or white crystalline solid. (NTP, 1992)

1.4±0.1 g/cm3

219-220 °C

340ºC at 760 mmHg

153.4±13.0 °C

1.601

H2O: <0.1 g/100 mL at 22 ºC

Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

Insoluble in water.

Acids, Carboxylic

3-METHYL-2-NITROBENZOIC ACID is a nitrated carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry.

Safety Information

NONH for all modes of transport

3

36/37/38-20/21/22

26-36-36/37/39-22-37

Xi,Xn

Stable under normal temperatures and pressures.

P261-P305 + P351 + P338

H315-H319-H335

Information concerning the flash point of this chemical is not available. It is probably combustible. (NTP, 1992)

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 45 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Fires involving this compound can be controlled with a dry chemical, carbon dioxide, or Halon extinguisher. (NTP, 1992)

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

SMALL SPILLS AND LEAKAGE: You should dampen the solid spill material with acetone, then transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the adsorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a strong soap and water solution. Do not reenter the contaminate area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Drug Information

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. (ERG, 2016)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)

3-Methyl-2-nitrobenzoic acid Use and Manufacturing

Methods of Manufacturing

2-Toluic acid (1g, 7.35mmol) was added slowly with stirring to fuming nitric acid (4mL) in −10°C, then the mixture was stirred at this temperature for 1h. TLC analysis of the reaction (n-hexane/EtOH) confirmed the formation of a new compound. After the reaction was judged to be completed, the mixture was filtered and precipitated solid was washed with cold water. Compound 4 (0.66g, 50percent) was obtained after drying, mp 217–219°C (lit. 217–219°C);To a 250 mL single-necked flask was added 19.5 g of methyl 3-methyl-2-nitrobenzoate, Methanol 50mL, dissolved by adding 10.1percent sodium hydroxide 50mL, Room temperature reaction 4.0 ~ 6.0h, concentrated to remove methanol, Plus dilute hydrochloric acid to adjust the pH of 2 to 3, Filter, dry, To give 14.65 g of a white solid, yield 80.96percent, purity 98.35percent.

Uses

Used as an intermediate in organic synthesis

Benzoic acid, 3-methyl-2-nitro-: INACTIVE

Computed Properties

Molecular Weight:181.15
XLogP3:1.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:181.03750770
Monoisotopic Mass:181.03750770
Topological Polar Surface Area:83.1
Heavy Atom Count:13
Complexity:223
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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