Benzene,1-(1-methylethyl)-2-nitro- supplier

Name
2-NITROCUMENE
EINECS 229-415-7
CAS No. 6526-72-3
Article Data53
CAS DataBase
Density 1.091 g/cm³
Solubility
Melting Point -9.5°C
Formula C₉H₁₁NO₂
Boiling Point 256.4 °C at 760 mmHg
Molecular Weight 165.192
Flash Point 108.5 °C
Transport Information
Appearance
Safety 23-36/37/39
Risk Codes 20/21/22
Molecular Structure
Hazard Symbols
Synonyms Cumene, o-nitro-(6CI,7CI,8CI);1-Isopropyl-2-nitrobenzene;2-Isopropyl-1-nitrobenzene;2-Isopropylnitrobenzene;2-Nitroisopropylbenzene;o-Isopropylnitrobenzene;o-Nitrocumene;o-Nitroisopropylbenzene;
PSA 45.82000
LogP 3.24140

Synthetic route

: 80041-89-0
isopropylboronic acid

: 577-19-5
2-nitrophenyl bromide

: 6526-72-3
o-nitrocumene

Conditions

Conditions	Yield
With potassium phosphate monohydrate; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; C20H34O3P2 In toluene at 100℃; Suzuki-Miyaura Coupling; Inert atmosphere;	91%

: 98-82-8
Isopropylbenzene

A: 1817-47-6
4-nitrocumene

B: 6526-74-5
3-isopropylnitrobenzene

C: 6526-72-3
o-nitrocumene

Conditions

Conditions	Yield
With 4-tolyl iodide; potassium nitrate In trifluoroacetic acid for 0.5h;	A 79% B n/a C 19%
With nitric acid In trifluoroacetic acid at 25℃;	A 78.2% B 2% C 19%
With potassium nitrate In trifluoroacetic acid for 0.5h;	A 67% B n/a C 30%

...Expand

: 643-28-7
2-isopropylaniline

: 6526-72-3
o-nitrocumene

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; potassium iodide In water; acetonitrile at 80℃; for 15h;	73%
With tert.-butylhydroperoxide; 3 A molecular sieve; zirconium(IV) tert-butoxide In dichloromethane for 1h; Ambient temperature;	99 % Turnov.

: 920-39-8
isopropylmagnesium bromide

: 98-95-3
nitrobenzene

A: 1817-47-6
4-nitrocumene

B: 6526-72-3
o-nitrocumene

Conditions

Conditions	Yield
Stage #1: isopropylmagnesium bromide; nitrobenzene In tetrahydrofuran at -70℃; for 0.0833333h; Stage #2: With potassium permanganate; ammonia In tetrahydrofuran at -70℃; for 0.25h;	A 32% B 20%

...Expand

: 98-82-8
Isopropylbenzene

: 591-09-3
nitro acetate

A: 1817-47-6
4-nitrocumene

B: 6526-72-3
o-nitrocumene

...Expand

: 98-82-8
Isopropylbenzene

A: 1817-47-6
4-nitrocumene

B: 6526-72-3
o-nitrocumene

Conditions

Conditions	Yield
With nitric acid; acetic anhydride; acetic acid
With copper(II) nitrate; K10 clay In acetic anhydride for 2h; Ambient temperature; Yield given. Yields of byproduct given;
With nitric acid; zeolite beta-I In 1,2-dichloro-ethane Nitration;

: 98-82-8
Isopropylbenzene

: 6526-72-3
o-nitrocumene

Conditions

Conditions	Yield
With sulfuric acid; nitric acid at 10 - 20℃;
With nitric acid; acetic anhydride at 0 - 20℃; for 12h;
(nitration);
With nitronium tetrafluoborate In sulfolane

: 92765-42-9
4-isopropyl-3-nitroaniline

: 6526-72-3
o-nitrocumene

Conditions

Conditions	Yield
(i) (diazotization), (ii) H3PO2; Multistep reaction;

: 98-82-8
Isopropylbenzene

: 598-58-3
methyl nitrate

A: 1817-47-6
4-nitrocumene

B: 6526-74-5
3-isopropylnitrobenzene

C: 6526-72-3
o-nitrocumene

Conditions

Conditions	Yield
Product distribution; gas-phase radiolytic nitration;

...Expand

: 98-82-8
Isopropylbenzene

A: 6526-74-5
3-isopropylnitrobenzene

B: 6526-72-3
o-nitrocumene

C: 22357-57-9
2-(4-nitrophenyl)propan-2-ol

Conditions

Conditions	Yield
With sulfuric acid; potassium tert-butylate; nitric acid Yield given. Multistep reaction;

...Expand

: 926-06-7
isopropyl methanesulfonate

: 98-95-3
nitrobenzene

A: 1817-47-6
4-nitrocumene

B: 6526-74-5
3-isopropylnitrobenzene

C: 6526-72-3
o-nitrocumene

Conditions

Conditions	Yield
With methanesulfonic acid at 24.9℃; Rates of isopropylation relative to o-dichlorobenzene, partial rate factors;

...Expand

: 98-82-8
Isopropylbenzene

: 7664-93-9
sulfuric acid

: 7697-37-2
nitric acid

A: 1817-47-6
4-nitrocumene

B: 6526-72-3
o-nitrocumene

C: 89-07-6
1-isopropyl-2,4-dinitro-benzene

Conditions

Conditions	Yield
at 10 - 20℃;

...Expand

: 98-82-8
Isopropylbenzene

A: 577-59-3
2-acetylnitrobenzene

B: 6526-74-5
3-isopropylnitrobenzene

C: 6526-72-3
o-nitrocumene

D: 98-95-3
nitrobenzene

E: 98-86-2
acetophenone

F: 88-75-5
2-hydroxynitrobenzene

G 1-isopropyl-4-nitrobenzene: 1-isopropyl-4-nitrobenzene

Conditions

Conditions	Yield
With nitric acid; 4-aminobenzene sulfonic acid In sulfuric acid at 25℃; Product distribution; Rate constant; various concentrations and molar ratios of HNO3 and H2SO4;

...Expand

4-isopropyl-3-nitro-benzenediazonium chloride: 4-isopropyl-3-nitro-benzenediazonium chloride

: 6526-72-3
o-nitrocumene

Conditions

Conditions	Yield
With water; hypophosphoric acid

: 98-82-8
Isopropylbenzene

A: 6526-72-3
o-nitrocumene

B 4-nitro-cumene: 4-nitro-cumene

Conditions

Conditions	Yield
With nitric acid; acetic anhydride; acetic acid

: 98-82-8
Isopropylbenzene

: 591-09-3
nitro acetate

A: 6526-72-3
o-nitrocumene

B 4-nitro-cumene: 4-nitro-cumene

...Expand

: 1817-47-6
4-nitrocumene

: 6526-72-3
o-nitrocumene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: HNO3, H2SO4 2: H2S, aq. NH3 / ethanol 3: (i) (diazotization), (ii) H3PO2 View Scheme

: 89-07-6
1-isopropyl-2,4-dinitro-benzene

: 6526-72-3
o-nitrocumene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: H2S, aq. NH3 / ethanol 2: (i) (diazotization), (ii) H3PO2 View Scheme

: 98-82-8
Isopropylbenzene

polystyrene supported-[1-(propyl-3-sulfonate)-3-methylimidazolium] [hydrosulfate]1: polystyrene supported-[1-(propyl-3-sulfonate)-3-methylimidazolium] [hydrosulfate]1

A: 1817-47-6
4-nitrocumene

B: 6526-74-5
3-isopropylnitrobenzene

C: 6526-72-3
o-nitrocumene

Conditions

Conditions	Yield
With nitric acid at 45℃; for 7.5h; Reagent/catalyst;	A 63.6 %Chromat. B 13.4 %Chromat. C 22.9 %Chromat.

...Expand

: 6526-72-3
o-nitrocumene

: 643-28-7
2-isopropylaniline

Conditions

Conditions	Yield
With hydrogen; triethylamine In ethanol; water at 110℃; under 30003 Torr; for 20h; Autoclave;	84%
With hydrogenchloride; iron
With hydrogen; acetic acid; platinum

: 6526-72-3
o-nitrocumene

: 83-34-1
3-Methylindole

Conditions

Conditions	Yield
With di(rhodium)tetracarbonyl dichloride; caesium carbonate In dimethyl sulfoxide at 140℃; for 24h; Inert atmosphere;	82%

: 1603-41-4
(5-methyl-pyridin-2-yl)amine

: 6526-72-3
o-nitrocumene

: 201230-82-2
carbon monoxide

: 1-(2-isopropyl-phenyl)-3-(5-methyl-pyridin-2-yl)-urea

Conditions

Conditions	Yield
With selenium; triethylamine In toluene at 130℃; for 4h;	81%

...Expand

: 767-15-7
2-Amino-4,6-dimethylpyrimidine

: 6526-72-3
o-nitrocumene

: 201230-82-2
carbon monoxide

: 1-(4,6-dimethyl-pyrimidin-2-yl)-3-(2-isopropyl-phenyl)-urea

Conditions

Conditions	Yield
With selenium; triethylamine In toluene at 150℃; for 4h;	70%

...Expand

: 461-98-3
4-amino-2,6-dimethylpyrimidine

: 6526-72-3
o-nitrocumene

: 201230-82-2
carbon monoxide

: 1-(2,6-dimethyl-pyrimidin-4-yl)-3-(2-isopropyl-phenyl)-urea

Conditions

Conditions	Yield
With selenium; triethylamine In toluene at 150℃; for 4h;	70%

...Expand

: 1072-98-6
5-chloro-2-pyridylamine

: 6526-72-3
o-nitrocumene

: 201230-82-2
carbon monoxide

: 1-(5-chloro-pyridin-2-yl)-3-(2-isopropyl-phenyl)-urea

Conditions

Conditions	Yield
With selenium; triethylamine In toluene at 130℃; for 4h;	69%

...Expand

: 3262-89-3
triphenylboroxine

: 6526-72-3
o-nitrocumene

: 38158-59-7
N-(2-isopropylphenyl)aniline

Conditions

Conditions	Yield
With 1,2,2,3,4,4-hexamethylphosphetane 1-oxide at 120℃; for 12h; Inert atmosphere; Sealed tube;	64%

: 116-54-1
dichloroacetic acid methyl ester

: 6526-72-3
o-nitrocumene

: Chloro-(3-isopropyl-4-nitro-phenyl)-acetic acid methyl ester

Conditions

Conditions	Yield
With sodium methylate In N,N-dimethyl-formamide at -5℃;	40%

: 36315-01-2
4,6-dimethoxy-2-aminopyrimidine

: 6526-72-3
o-nitrocumene

: 201230-82-2
carbon monoxide

: 1-(4,6-dimethoxy-pyrimidin-2-yl)-3-(2-isopropyl-phenyl)-urea

Conditions

Conditions	Yield
With triethylamine; selenium(IV) oxide In toluene at 140 - 150℃; under 22501.8 Torr; for 4h;	36.6%

...Expand

: 109-12-6
2-aminopyrimidine

: 6526-72-3
o-nitrocumene

: 201230-82-2
carbon monoxide

: N-(2-isopropylphenyl)-N'-(2-pyrimidyl)urea

Conditions

Conditions	Yield
With triethylamine; selenium(IV) oxide In toluene at 140 - 150℃; under 22501.8 Torr; for 4h;	35%

...Expand

: 6526-72-3
o-nitrocumene

: 577-59-3
2-acetylnitrobenzene

Conditions

Conditions	Yield
Erhitzen mit Luft;

: 6526-72-3
o-nitrocumene

: 51284-72-1, 64287-81-6
(Z)-1,2-bis(2-isopropylphenyl)diazene 1-oxide

Conditions

Conditions	Yield
With thallium; ethanol

: 6526-72-3
o-nitrocumene

: 60249-97-0
1-(1-methylethenyl)-2-nitrobenzene

Conditions

Conditions	Yield
(i) NBS, (UV-irradiation), (ii) aq. NaOH; Multistep reaction;

: 67-56-1
methanol

: 6526-72-3
o-nitrocumene

: 201230-82-2
carbon monoxide

A: 114650-46-3
2-isopropyl-4-methoxyaniline

B: (2-Isopropyl-4-methoxy-phenyl)-carbamic acid methyl ester

C: 1-(2-Isopropyl-4-methoxy-phenyl)-3-(2-isopropyl-phenyl)-urea

D: 1,3-Bis-(2-isopropyl-4-methoxy-phenyl)-urea

Conditions

Conditions	Yield
With 1,10-Phenanthroline; Pd(1,10-phenanthroline)2(OTf)2 at 135℃; under 45003.6 Torr; for 2h; Further byproducts given. Yields of byproduct given;	A n/a B 9 % Spectr. C n/a D 2 % Spectr.

...Expand

: 67-56-1
methanol

: 6526-72-3
o-nitrocumene

: 201230-82-2
carbon monoxide

A: 643-28-7
2-isopropylaniline

B: (2-Isopropyl-phenyl)-carbamic acid methyl ester

C: (2-Isopropyl-4-methoxy-phenyl)-carbamic acid methyl ester

D: N,N'-bis(2-isopropylphenyl)urea

Conditions

Conditions	Yield
With 1,10-Phenanthroline; Pd(1,10-phenanthroline)2(OTf)2 at 135℃; under 45003.6 Torr; for 2h; Further byproducts given;	A 16 % Spectr. B 31 % Spectr. C 9 % Spectr. D 2 % Spectr.

...Expand

: 6526-72-3
o-nitrocumene

: N-(2-Isopropyl-phenyl)-hydroxylamine

Conditions

Conditions	Yield
With water; ammonium chloride; zinc In ethanol at 70℃;

Benzene,1-(1-methylethyl)-2-nitro- Specification

The Benzene,1-(1-methylethyl)-2-nitro-, with the CAS registry number 6526-72-3, is also known as 1-(1-Methylethyl)-2-nitrobenzene. Its EINECS number is 229-415-7. This chemical's molecular formula is C₉H₁₁NO₂ and molecular weight is 165.19. Its systematic name is called 1-nitro-2-(propan-2-yl)benzene.

Physical properties of Benzene,1-(1-methylethyl)-2-nitro-: (1)ACD/LogP: 3.29; (2)ACD/LogD (pH 5.5): 3.29; (3)ACD/LogD (pH 7.4): 3.29; (4)ACD/BCF (pH 5.5): 185.45; (5)ACD/BCF (pH 7.4): 185.45; (6)ACD/KOC (pH 5.5): 1462.86; (7)ACD/KOC (pH 7.4): 1462.86; (8)#H bond acceptors: 3; (9)#Freely Rotating Bonds: 2; (10)Index of Refraction: 1.533; (11)Molar Refractivity: 46.98 cm³; (12)Molar Volume: 151.3 cm³; (13)Surface Tension: 38.8 dyne/cm; (14)Density: 1.091 g/cm³; (15)Flash Point: 108.5 °C; (16)Enthalpy of Vaporization: 47.4 kJ/mol; (17)Boiling Point: 256.4 °C at 760 mmHg; (18)Vapour Pressure: 0.0248 mmHg at 25°C.

Uses of Benzene,1-(1-methylethyl)-2-nitro-: it can be used to produce chloro-(3-isopropyl-4-nitro-phenyl)-acetic acid methyl ester at temperature of -5 °C. This reaction will need reagent NaOMe and solvent dimethylformamide. The yield is about 40%.

When you are using this chemical, please be cautious about it as the following:
This chemical is harmful by inhalation, in contact with skin and if swallowed. You should not breathe its gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer). Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: [O-][N+](=O)c1ccccc1C(C)C
(2)InChI: InChI=1/C9H11NO2/c1-7(2)8-5-3-4-6-9(8)10(11)12/h3-7H,1-2H3
(3)InChIKey: BSMKYQUHXQAVKG-UHFFFAOYAX

Product Name

2-NITROCUMENE

Synthetic route

Benzene,1-(1-methylethyl)-2-nitro- Specification

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