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2-Methyl-5-nitrobenzoic acid

HCID 519683
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Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
1975-52-6
Standard SMILES
Cc1ccc([N+](=O)[O-])cc1C(=O)O
InChIKey
DJRFJAVPROZZFL-UHFFFAOYSA-N
Molecular formula
C8H7NO4
Average molar mass
181.15 g/mol
Monoisotopic mass
181.0375077

Names & identifiers

Preferred name
2-Methyl-5-nitrobenzoic acid
IUPAC
2-methyl-5-nitrobenzoic acid
English name
2-Methyl-5-nitrobenzoic acid
Molecular formula
C8H7NO4
Molecular weight
181.15

Names & synonyms

2-METHYL-5-NITROBENZOIC ACID5-Nitro-o-toluic acidEINECS 217-829-03-Nitro-6-methylbenzoic acidDTXSID2025638RefChem:88179DTXCID805638O-TOLUIC ACID, 5-NITRO-217-829-0DJRFJAVPROZZFL-UHFFFAOYSA-N1975-52-6Benzoic acid, 2-methyl-5-nitro-
Show more names
RARECHEM AL BO 02852-Methyl-5-nitrobenz-5-nitrobenzoic acid2-Methyl-5-nitrobenzoic2-Methyl-3-nitrobenzoic
5-nitro-2-methylbenzoic acid2-Methyl-5-nitro-benzoic acidMFCD00007371Diethyl-d10 CarbonateDinitolmide Impurity A2-Methyl-5-nitrobenzoicacid2-Methyl-5-nitro benzoic acidDinitolmide Impurity 3

Database identifiers

CAS
1975-52-6
PubChem CID
519683
DTXSID
DTXSID2025638
ChEMBL
CHEMBL2179896
UNII
V32SF9XBE2
EC Number
217-829-0
Nikkaji
J26.933F

Properties

Computed structural propertiesFilling in

XLogP
2.1
Topological polar surface area
83.1 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
4
Rotatable bonds
1
Heavy atoms
13
Formal charge
0
Complexity
223

Experimental & physicochemical properties

Solubilityless than 1 mg/mL at 72 °F (NTP, 1992)
Melting Point347 to 352 °F (NTP, 1992)
Physical Description2-methyl-5-nitrobenzoic acid appears as needles or beige solid. (NTP, 1992)

Physicochemical properties

Melting point
177 · 177-180 °C (lit.)
Boiling point
314.24 °C · 314.24°C (rough estimate)
Density
1.4283 · 1.4283 (rough estimate)
refractive index
1.5468 · 1.5468 (estimate)
storage temp.
Sealed in dry,Room Temperature
solubility
Chloroform
pka
3.12 · 3.12±0.10(Predicted)
form
Crystalline Powder
color
Yellow to beige

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 5 items

Warning

H302 (87%): Harmful if swallowed [Warning Acute toxicity, oral];H315 (15.2%): Causes skin irritation [Warning Skin corrosion/irritation];H317 (87%): May cause an allergic skin reaction [Warning Sensitization, Skin];H319 (15.2%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (13%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 46 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

DOT LabelPoison
Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health Hazards · 1 item

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:;TOXIC and/or CORROSIVE; 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. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination. (ERG, 2024)

Chemistry & industry

Applications

Uses2-Methyl-5-nitrobenzoic Acid (cas# 1975-52-6) is a compound useful in organic synthesis.

General DescriptionNeedles or beige solid.

Upstream & downstream products

Upstream raw materials

Methyl 5-nitro-2-methylbenzoateTetrahydrofuranLithium hydroxideWater

Downstream products

5-Iodo-2-methylbenzoic acid6-Nitrophthalide3,5-Dinitro-2-methylbenzoic acidMethyl 5-nitro-2-methylbenzoate5-[[[(1,1-dimethylethoxy)carbonyl]amino]methyl]-2-methyl-Benzoic acid methyl ester3-iodo-2-methyl-5-nitrobenzoic acid1(2H)-Isoquinolinone, 7-amino-4-bromo-4-Bromo-7-nitroisoquinolin-1(2H)-one

Related reactions

88 records
New reaction record
HRID 8913 reaction equation
HRID 8913As reactantuspto-grants-2006_08
HRID 8954 reaction equation
HRID 8954As reactantuspto-grants-2006_08
HRID 146293 reaction equation
HRID 146293As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 146324 reaction equation
HRID 146324As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 155174 reaction equation
HRID 155174As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 160331 reaction equation
HRID 160331As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 172338 reaction equation
HRID 172338As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 194815 reaction equation
HRID 194815As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
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Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Water Solubility
0.1 g/100 · <0.1 g/100 mL at 22 ºC
BRN
2451300 · 2451300
InChI
InChI=1S/C8H7NO4/c1-5-2-3-6(9(12)13)4-7(5)8(10)11/h2-4H,1H3,(H,10,11)
InChIKey
DJRFJAVPROZZFL-UHFFFAOYSA-N
SMILES
C(O)(=O)C1=CC([N+]([O-])=O)=CC=C1C
CAS DataBase Reference
1975 · 1975-52-6(CAS DataBase Reference)
NIST Chemistry Reference
2 · 2-Methyl-5-nitrobenzoic acid(1975-52-6)
EPA Substance Registry System
2 · 2-Methyl-5-nitrobenzoic acid (1975-52-6)
UNSPSC Code
12352100 · 12352100
NACRES
22 · NA.22
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
315 · H315-H319-H335-H302-H317
Precautionary statements
280 · P280-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
PPE
95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes
Xn,Xi
Risk Statements
22 · 22-43-36/37/38-20/21/22
Safety Statements
37 · 37/39-36/37/39-26-22
RIDADR
2811 · 2811
WGK Germany
3 · 3
HazardClass
IRRITANT
HS Code
29163900 · 29163900
Storage Class
11 · 11 - Combustible Solids
Hazard Classifications
4 OralSkin · Acute Tox. 4 OralSkin Sens. 1
Reactive Group
Acids, Carboxylic;Nitro, Nitroso, Nitrate, and Nitrite Compounds, Organic
Reactivity Profile · 1 item

2-METHYL-5-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.

Air and Water ReactionsInsoluble in water.
Hazard Classes and CategoriesAcute Tox. 4 (87%);Skin Irrit. 2 (15.2%);Skin Sens. 1 (87%);Eye Irrit. 2A (15.2%);STOT SE 3 (13%)

Safety & protection

Fire FightingFires involving this compound can be controlled with a dry chemical, carbon dioxide, or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

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)

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, 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 the absorbent paper, and any of your clothes, which may be contaminated, 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)

Isolation and Evacuation · 1 item

Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]:;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 the immediate precautionary measure distance, in the downwind direction, as necessary.;FIRE: If tank, rail tank car or highway tank 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, 2024)

Personal Protective Equipment (PPE) · 1 item

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)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk
3
ridadr
2811
hs_code
29163900
risk_code
22-43-36/37/38-20/21/22
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xn,Xi
safety_code
37/39-36/37/39-26-22
hazard_class
IRRITANT
Storage Class
11 - Combustible Solids
Hazard statements
H315-H319-H335-H302-H317
Hazard Classifications
Acute Tox. 4 OralSkin Sens. 1
Precautionary statements
P280-P261-P280a-P304+P340-P305+P351+P338-P405-P501a