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88-72-2

Basic Information
CAS No.: 88-72-2
Name: Benzene,1-methyl-2-nitro-
Article Data: 332
Cas Database
Molecular Structure:
Molecular Structure of 88-72-2 (Benzene,1-methyl-2-nitro-)
Formula: C7H7NO2
Molecular Weight: 137.138
Synonyms: Toluene, o-nitro-;
EINECS: 201-853-3
Density: 1.163 g/cm3
Melting Point: -9 °C
Boiling Point: 221.999 °C at 760 mmHg
Flash Point: 106.111 °C
Solubility: 0.44 g/L (20 °C) in water
Appearance: light yellow to darker yellow-green liquid
Hazard Symbols: ToxicT,DangerousN,FlammableF
Risk Codes: 45-46-22-51/53-62-36/37/38-23/24/25-11
Safety: 53-45-61-27-16
Transport Information: UN 1664 6.1/PG 2
PSA: 45.82000
LogP: 2.42640
Synthetic route
3740-52-1

2-(2-nitrophenyl)acetic acid

88-72-2

1-methyl-2-nitrobenzene

Conditions
ConditionsYield
copper(I) oxide In acetonitrile at 50℃;100%
With [Rh(OH)(cod)]2; 1,3-bis-(diphenylphosphino)propane; water; sodium hydroxide In tetrahydrofuran at 90℃; for 24h; Inert atmosphere;81%
With potassium carbonate In chloroform at 20℃; for 24h; Irradiation; Inert atmosphere;75%
With copper diacetate; triethylamine at 35℃; for 21h; Sealed tube;26 %Spectr.
Multi-step reaction with 2 steps
1.1: sodium hydroxide / water / Inert atmosphere
1.2: 2 h / 110 °C / Inert atmosphere
2.1: sodium acetate / 22 h / 35 °C / Sealed tube
View Scheme
118310-98-8, 118353-84-7

Benzoic acid (1R,6R)-5-methyl-6-nitro-cyclohex-3-enyl ester

88-72-2

1-methyl-2-nitrobenzene

Conditions
ConditionsYield
With potassium tert-butylate In benzene95%
3958-60-9

2-nitrophenylmethyl bromide

A

16968-19-7

2,2'-dinitrobibenzyl

B

88-72-2

1-methyl-2-nitrobenzene

Conditions
ConditionsYield
With tetraethylammonium perchlorate In acetonitrile controlled-potential electrolysis; further solvent - DMFA.;A 95%
B 2%
With diisopropyl phosphite; sodium hydride In tetrahydrofuran for 3h; Ambient temperature;A 86%
B 4%
With (C2H5)NClO4 In acetonitrile Mechanism; Rate constant; Product distribution; electrolysis;
With N-ethyl-N,N-diisopropylamine In dichloromethane for 5h; Inert atmosphere; Irradiation;A 73 %Spectr.
B 14 %Spectr.
16419-60-6

2-Methylphenylboronic acid

88-72-2

1-methyl-2-nitrobenzene

Conditions
ConditionsYield
With N-Bromosuccinimide; [bis(trifluoroacetoxy)iodo]benzene; sodium nitrite In acetonitrile at 20℃; for 3h; regioselective reaction;90%
With bismuth (III) nitrate pentahydrate In toluene at 70 - 80℃; for 2h; Inert atmosphere;90%
With 1,1,1,3',3',3'-hexafluoro-propanol; N–nitrosaccharin at 60℃; for 19h; Reagent/catalyst; Inert atmosphere; Schlenk technique;82%
96-98-0

4-methyl-3-nitrobenzoic acid

88-72-2

1-methyl-2-nitrobenzene

Conditions
ConditionsYield
With sulfolane; sodium hydrogencarbonate at 200℃; for 2h;90%
108-88-3

toluene

A

99-99-0

1-methyl-4-nitrobenzene

B

88-72-2

1-methyl-2-nitrobenzene

Conditions
ConditionsYield
With nickel ammonium sulfate; nitric acid In chloroform; water at 20℃; for 4h;A 88%
B 12%
With sodium nitrite for 0.0166667h; Reagent/catalyst; Microwave irradiation;A 82%
B 15%
With bismuth(III) nitrate In tetrachloromethaneA 80%
B n/a
108-88-3

toluene

A

88-72-2

1-methyl-2-nitrobenzene

B

121-14-2

2,4-dinitrotoluene

Conditions
ConditionsYield
With nitric acid In neat (no solvent) at 90℃; for 4h; regioselective reaction;A 9 %Chromat.
B 88%
With nitric acid In hexane at 90℃; for 4h; regioselective reaction;A 63.5 %Chromat.
B 36.4 %Chromat.
108-88-3

toluene

A

99-99-0

1-methyl-4-nitrobenzene

B

88-72-2

1-methyl-2-nitrobenzene

C

65-85-0

benzoic acid

Conditions
ConditionsYield
With methanesulfonic acid; 1-butyl-3-methylimidazolium nitrate In water for 48h; Heating / reflux;A n/a
B n/a
C 85%
With nitric acid; 1-butyl-3-methylimidazolium nitrate In water for 48h; Heating / reflux;A n/a
B n/a
C 85%
With nitric acid; 1-n-butyl-3-methylimidazolium methanesulfonate In water for 48h; Heating / reflux;A n/a
B n/a
C 70%
With nitric acid; 1-n-butyl-3-methylimidazolium methanesulfonate In water for 48h; Heating / reflux;A n/a
B n/a
C 70%

C12H9N3O6S2

594-27-4

tetramethylstannane

88-72-2

1-methyl-2-nitrobenzene

Conditions
ConditionsYield
palladium diacetate In tetrahydrofuran at 40℃; for 3h;85%
594-27-4

tetramethylstannane

49732-37-8

2-Nitrobenzenediazonium Bisulfate

88-72-2

1-methyl-2-nitrobenzene

Conditions
ConditionsYield
palladium diacetate In water; acetonitrile at 20℃; for 2h;84%
With palladium diacetate In water; acetonitrile at 20℃; for 2h;72%
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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

OSHA PEL: TWA 2 ppm (skin)
ACGIH TLV: TWA 2 ppm (skin)
DFG MAK: Animal Carcinogen, Suspected Human Carcinogen
DOT Classification:  6.1; Label: Poison

Analytical Methods

For occupational chemical analysis use NIOSH: Nitrobenzenes 2005.

Specification

The 2-Nitrotoluene, also known as Toluene, o-nitro-, is an organic compound with the formula C7H7NO2. It belongs to the product categories of Intermediates of Dyes and Pigments; 2-MethyInitrobenzene; Organics; 8000 Series Solidwaste Methods; Analytical Standards; Aromatics Environmental Standards; Chemical Class; Environmental Standards; ExplosivesEPA; Method 8330Alphabetic; N; NA - NIAnalytical Standards; Nitro Compounds Chromatography; Solid WasteMore...Close...;Volatiles/ Semivolatiles. Its EINECS registry number is 201-853-3. With the CAS registry number 88-72-2, its IUPAC name is 1-methyl-2-nitrobenzene. It is a pale yellow liquid with a subtle, characteristic smell. It is non-hygroscopic and noncorrosive.

Physical properties of 2-Nitrotoluene: (1)ACD/LogP: 2.39; (2)ACD/LogD (pH 5.5): 2.39; (3)ACD/LogD (pH 7.4): 2.39; (4)ACD/BCF (pH 5.5): 38.61; (5)ACD/BCF (pH 7.4): 38.61; (6)ACD/KOC (pH 5.5): 475.745; (7)ACD/KOC (pH 7.4): 475.745; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 1; (10)Index of Refraction: 1.553; (11)Molar Refractivity: 37.623 cm3; (12)Molar Volume: 117.55 cm3; (13)Surface Tension: 42.65 dyne/cm; (14)Density: 1.167 g/cm3; (15)Flash Point: 106.111 °C; (16)Enthalpy of Vaporization: 43.979 kJ/mol; (17)Boiling Point: 221.999 °C at 760 mmHg; (18)Vapour Pressure: 0.155 mmHg at 25°C.

Preparation: this chemical can be prepared by methylbenzene. This reaction will need reagent mixed acid.

C6H5CH3 + HNO→ C7H7NO2 + H2O

Uses of 2-Nitrotoluene: Typical use of it is in production of pigments, antioxidants, agricultural chemicals, and photographic chemicals. What's more, it can be also used as detection taggants for explosive detection.

When you are using this chemical, please be cautious about it as the following:
This chemical that at low levels can cause damage to health. It may present an immediate or delayed danger to one or more components of the environment. In addition, it is irritating to eyes, respiratory system and skin. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC1=CC=CC=C1[N+](=O)[O-]
(2)InChI: InChI=1S/C7H7NO2/c1-6-4-2-3-5-7(6)8(9)10/h2-5H,1H3
(3)InChIKey: PLAZTCDQAHEYBI-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LC50 inhalation 328mg/m3 (328mg/m3) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS

LIVER: FATTY LIVER DEGERATION

BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 22(7), Pg. 52, 1978.
mouse LD50 oral 970mg/kg (970mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 25(8), Pg. 50, 1981.
rabbit LD50 oral 1750mg/kg (1750mg/kg) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS

LIVER: FATTY LIVER DEGERATION

BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 22(7), Pg. 52, 1978.
rat LC50 inhalation 790mg/m3 (790mg/m3) BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS

LIVER: FATTY LIVER DEGERATION

BLOOD: METHEMOGLOBINEMIA-CARBOXYHEMOGLOBIN
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 22(7), Pg. 52, 1978.
rat LD50 oral 891mg/kg (891mg/kg)   National Technical Information Service. Vol. PB214-270,