Benzene,(2-nitroethyl)- supplier

Name
1-(PHENYL) 2-NITROETHANE
EINECS 228-094-0
CAS No. 6125-24-2
Article Data146
CAS DataBase
Density 1.119 g/cm³
Solubility
Melting Point 56-58℃
Formula C₈H₉NO₂
Boiling Point 260.5 °C at 760 mmHg
Molecular Weight 151.165
Flash Point 118.8 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms (2-Nitroethyl)benzene;1-Nitro-2-phenylethane;1-Phenyl-2-nitroethane;2-Phenyl-1-nitroethane;2-Phenylnitroethane;NSC 23854;b-Phenylnitroethane;w-Nitroethylbenzene;
PSA 45.82000
LogP 2.02900

Synthetic route

: 102-96-5
(2-nitroethenyl)benzene

: 6125-24-2
2-Phenylnitroethane

Conditions

Conditions	Yield
With polymer-bound NADH (2a)	100%
With magnesium(II) perchlorate; "grafted NADH model" reagent In acetonitrile; benzene at 80℃; for 120h;	100%
With tri(1-naphthyl)phosphonium tris(pentafluorophenyl)borohydride In dichloromethane-d2 for 12h; Reagent/catalyst; Glovebox; Sealed tube;	100%

: 5153-67-3
nitrostyrene

: 6125-24-2
2-Phenylnitroethane

Conditions

Conditions	Yield
With magnesium(II) perchlorate; model of NADH grafted on silica matrix In acetonitrile at 65℃; for 120h;	100%
With sodium tetrahydroborate; silica gel In chloroform; isopropyl alcohol at 0 - 23℃; for 1.33333h; Inert atmosphere;	99%
With hydrogen; tris(triphenylphosphine)rhodium(l) chloride In benzene at 50℃; under 2585.81 Torr; for 14h;	98%

: 5153-67-3
nitrostyrene

: 117390-40-6
5-carbamoyl thieno<2,3-b>pyridine

: 125056-17-9
bromo-8 octyl dimethylchlorosilane

: 6125-24-2
2-Phenylnitroethane

Conditions

Conditions	Yield
With magnesium(II) perchlorate; silice (Merck Kieselgel Art.:7734) Product distribution; multistep reaction; 1.) grafting on a silica matrix, reflux, in toluene, 12 h, 2.) reflux, toluene, 5 days. 3.) acetonitrile, 65 deg C, 5 days; reagent quqntity, reaction time varied;	100%

...Expand

: 141377-54-0, 145920-96-3, 149495-00-1, 15990-45-1
2-nitro-1-phenylethan-1-ol

: 6125-24-2
2-Phenylnitroethane

Conditions

Conditions	Yield
With tri-n-butyl-tin hydride In water at 80℃; for 0.166667h; Microwave irradiation; Green chemistry;	96%
(i) Ac2O, H2SO4, (ii) NaBH4, DMSO; Multistep reaction;
Multi-step reaction with 3 steps 1: pyridine / 2 h / Ambient temperature 2: sodium carbonate / benzene / 5 h / Heating 3: 84 percent / 3,5-bis(ethoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine, silica gel / benzene / 0.5 h / Heating View Scheme
Multi-step reaction with 2 steps 1: hydrogenchloride / water 2: sodium tetrahydroborate; silica gel / chloroform; isopropyl alcohol View Scheme

: 5153-67-3
nitrostyrene

: 95-54-5
1,2-diamino-benzene

: 6125-24-2
2-Phenylnitroethane

Conditions

Conditions	Yield
With benzaldehyde	95%
With benzaldehyde	95%

: 5153-67-3
nitrostyrene

A: 101280-71-1
1,3-dinitro-2,4-diphenyl-butane

B: 6125-24-2
2-Phenylnitroethane

Conditions

Conditions	Yield
With methanol; sodium tetrahydroborate In water at 25℃; for 1h;	A 1.92 %Spectr. B 92.7%

: 1393099-04-1
C14H23NO2Si

: 6125-24-2
2-Phenylnitroethane

Conditions

Conditions	Yield
With sodium cyanide; magnesium(II) perchlorate In dichloromethane; N,N-dimethyl-formamide at 20℃; for 2h;	72%

: 74737-94-3
<2-nitro-2-(phenylsulfonyl)ethyl>-benzene

: 6125-24-2
2-Phenylnitroethane

Conditions

Conditions	Yield
With 1-Benzyl-1,4-dihydronicotinamide In benzene for 42h; Irradiation;	62%
With sodium dithionite; potassium carbonate; 1,1′-dioctyl-4,4′-bipyridinium In dichloromethane; water at 35℃; for 3h;	62%
With sodium dithionite; potassium carbonate; 1,1′-dioctyl-4,4′-bipyridinium In dichloromethane; water at 35℃; for 3h; other α-nitro sulfones; other reaction conditions; also without viologen;	62%

: 17376-04-4
2-phenethyl iodide

: 6125-24-2
2-Phenylnitroethane

Conditions

Conditions	Yield
With silver(I) nitrite In water at 60℃; for 1.5h; Darkness;	60%
With silver(I) nitrite; diethyl ether

: 75-52-5
nitromethane

: 66310-10-9
N-benzyl-2,4,6-triphenylpyridinium tetrafluoroborate

A: 6125-24-2
2-Phenylnitroethane

B: 580-35-8
2,4,6-triphenylpyridine

Conditions

Conditions	Yield
With sodium hydride In methanol; dimethyl sulfoxide at 25℃; for 2h;	A 58% B n/a

...Expand

: 25854-38-0
sodium nitromethane

: 66310-10-9
N-benzyl-2,4,6-triphenylpyridinium tetrafluoroborate

A: 6125-24-2
2-Phenylnitroethane

B: 580-35-8
2,4,6-triphenylpyridine

Conditions

Conditions	Yield
In dimethyl sulfoxide at 25℃; for 2h; Rate constant; Mechanism;	A 58% B n/a

...Expand

: 75-52-5
nitromethane

: 100-51-6
benzyl alcohol

: 6125-24-2
2-Phenylnitroethane

Conditions

Conditions	Yield
With 1,3-bis-(diphenylphosphino)propane; caesium carbonate; bis(1,5-cyclooctadiene)diiridium(I) dichloride In toluene at 150℃; for 72h;	54%

: 614-21-1
2-nitroacetophenone

A: 6125-24-2
2-Phenylnitroethane

B: 141377-54-0, 145920-96-3, 149495-00-1, 15990-45-1
2-nitro-1-phenylethan-1-ol

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In hydrogenchloride; ethanol at 50℃; under 760 Torr;	A 37% B 14%

: 64-04-0
phenethylamine

: 6125-24-2
2-Phenylnitroethane

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In chloroform for 3h; Heating;	30%
With 3-chloro-benzenecarboperoxoic acid In 1,2-dichloro-ethane Heating;
With 3-chloro-benzenecarboperoxoic acid

: 705-60-2
(2-nitroprop-1-enyl)benzene

A: 6125-24-2
2-Phenylnitroethane

B: 103-79-7
1-phenyl-acetone

Conditions

Conditions	Yield
With tri-n-butyl-tin hydride; 3-chloro-benzenecarboperoxoic acid 1.) methylene chloride; Multistep reaction;	A 10% B n/a

: 102-96-5
(2-nitroethenyl)benzene

A: 6125-24-2
2-Phenylnitroethane

B: 122-78-1
phenylacetaldehyde

Conditions

Conditions	Yield
With tri-n-butyl-tin hydride; ozone 1.) methylene chloride; Multistep reaction;	A 10% B n/a

: 102-96-5
(2-nitroethenyl)benzene

A: 101280-71-1
1,3-dinitro-2,4-diphenyl-butane

B: 6125-24-2
2-Phenylnitroethane

Conditions

Conditions	Yield
With sodium tetrahydroborate; ethanol
With tetrahydrofuran; diethyl ether; Trimethyl borate; sodium
With sodium hydroxide; sodium tetrahydroborate In ethanol at 0 - 5℃; for 2h;
With sodium hydroxide; sodium tetrahydroborate In water; acetonitrile at 0 - 5℃; for 2h;

: 75-52-5
nitromethane

: 66310-10-9
N-benzyl-2,4,6-triphenylpyridinium tetrafluoroborate

: 6125-24-2
2-Phenylnitroethane

Conditions

Conditions	Yield
(i) NaOEt, EtOH, (ii) /BRN= 4225599/, DMSO; Multistep reaction;

: 56524-87-9
1-benzyl-2,4,6-triphenylpyridinium cation

: 18137-96-7
nitromethane anion

A: 6125-24-2
2-Phenylnitroethane

B: 580-35-8
2,4,6-triphenylpyridine

Conditions

Conditions	Yield
In pentan-1-ol at 25℃; also in DMSO;
In pentan-1-ol at 25℃; Kinetics; Rate constant; Mechanism; also in DMSO;

...Expand

: 102-96-5
(2-nitroethenyl)benzene

A: 612-71-5
1,3,5-triphenylbenzene

B: 6125-24-2
2-Phenylnitroethane

Conditions

Conditions	Yield
With 1-Benzyl-1,4-dihydronicotinamide In acetonitrile at 80℃; Yield given;

: 108-24-7
acetic anhydride

: C8H8NO2(1-)*Li(1+)

A: 6125-24-2
2-Phenylnitroethane

B: 56523-74-1
anhydride N-acetyl phenyl-acetohydroxamique-acetique

Conditions

Conditions	Yield
In diethyl ether for 65h;	A 13 % Spectr. B 82 % Spectr.

...Expand

: 6125-24-2
2-Phenylnitroethane

: 64-04-0
phenethylamine

Conditions

Conditions	Yield
With samarium diiodide; water; isopropylamine In tetrahydrofuran	99%
With trichlorosilane; N-ethyl-N,N-diisopropylamine In acetonitrile at 0 - 20℃; for 18h; Inert atmosphere;	98%
With poly(p-aminostyrene)-palladium(II); hydrogen In N,N-dimethyl-formamide at 70℃; under 760 Torr; for 6h;	91%

: 430-73-9
2-fluoro-ethane-1,1-diol

: 6125-24-2
2-Phenylnitroethane

: 102195-94-8
1-Fluoro-2-hydroxy-3-nitro-4-phenylbutane

Conditions

Conditions	Yield
potassium carbonate at 50℃; for 6h;	95%

: 431-12-9
2,2-difluoro-ethane-1,1-diol

: 6125-24-2
2-Phenylnitroethane

: 102195-93-7
1,1-Difluoro-3-nitro-4-phenyl-butan-2-ol

Conditions

Conditions	Yield
potassium carbonate at 50℃; for 6h;	95%

: 421-53-4
2,2,2-trifluoro-1,1-ethanediol

: 6125-24-2
2-Phenylnitroethane

: 102195-92-6
3-nitro-4-phenyl-1,1,1-trifluorobutan-2-ol

Conditions

Conditions	Yield
potassium carbonate at 50℃; for 6h;	95%

: 6125-24-2
2-Phenylnitroethane

: 103-82-2
phenylacetic acid

Conditions

Conditions	Yield
With acetic acid; sodium nitrite In dimethyl sulfoxide at 35℃; for 6h;	95%
With acetic acid; sodium nitrite In water; dimethyl sulfoxide at 65℃;	75%
With (S)-1-phenyl-ethylamine; sodium nitrite; isopentyl nitrite In N,N-dimethyl-formamide for 48h;

: 6125-24-2
2-Phenylnitroethane

: 98837-46-8
N-benzylidenediphenylphosphinamide

: N-(2-nitro-1,3-diphenylpropyl)diphenylphosphinic amide

Conditions

Conditions	Yield
N,N,N',N'-tetramethylguanidine at 20℃; for 26h; aza-Henry reaction;	95%

: 6125-24-2
2-Phenylnitroethane

: 150884-50-7
benzaldehyde N-boc imine

: tert-butyl (1R,2S)-2-nitro-1,3-diphenylpropylcarbamate

Conditions

Conditions	Yield
With N-((1R,2R)-2-(3-((1R,2R)-2-(dimethylamino)cyclohexyl)thioureido)-1,2-diphenylethyl)-3,5-bis(trifluoromethyl)benzenesulfonamide In acetonitrile at -20℃; Mannich reaction; Molecular sieve;	95%

: 592-41-6
1-hexene

: 6125-24-2
2-Phenylnitroethane

: 3-Benzyl-5-butyl-4,5-dihydro-isoxazole

Conditions

Conditions	Yield
With triethylamine; 4,4'-diaminostilbene-2,2'-disulfonic acid In tetrahydrofuran at -30 - 50℃; for 2h; Product distribution; different dehydration reagents, solvents, reaction temperatures, times;	91%
With triethylamine; 4,4'-diaminostilbene-2,2'-disulfonic acid In tetrahydrofuran at -30 - 50℃; for 2h;	91%
With acetic acid; sodium nitrite In dimethyl sulfoxide at 35℃;	72%

: 623-43-8
crotonic acid methyl ester

: 6125-24-2
2-Phenylnitroethane

: 89706-87-6
methyl b-methyl-g-nitrobenzenepentanoate

Conditions

Conditions	Yield
With Aliquat 336; potassium carbonate Ambient temperature; Irradiation;	91%

: 6125-24-2
2-Phenylnitroethane

: 37643-54-2
N-[(4-methylbenzene-1-sulfonyl)(phenyl)methyl]formamide

: N-(2-nitro-1,3-diphenyl-propyl)-formamide

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 20℃; for 0.75h; aza-Henry reaction;	90%

: 6125-24-2
2-Phenylnitroethane

: 123-11-5
4-methoxy-benzaldehyde

: 1168207-82-6
1-methoxy-4-(2-nitro-3-phenyl-1-propenyl)benzene

Conditions

Conditions	Yield
With N-butylamine In toluene for 12h; Henry reaction; Reflux;	90%

: 21703-52-6
2-hydrazinyl-4-methylquinoline

: 6125-24-2
2-Phenylnitroethane

: 1-benzyl-5-methyl-[1,2,4]triazolo[4,3-a]quinoline

Conditions

Conditions	Yield
Stage #1: 2-Phenylnitroethane With polyphosphoric acid at 130℃; Stage #2: 2-hydrazinyl-4-methylquinoline at 130℃;	90%

: 6125-24-2
2-Phenylnitroethane

: 110683-92-6
1-fluoro-1-nitro-2-phenylethane

Conditions

Conditions	Yield
Stage #1: 2-Phenylnitroethane With tetra(n-butyl)ammonium hydroxide In acetonitrile at 25℃; Stage #2: With Selectfluor In water; acetonitrile	89%
Stage #1: 2-Phenylnitroethane With potassium hydroxide In water; acetonitrile at -15 - -5℃; Stage #2: With Selectfluor In dichloromethane; water; acetonitrile at -15 - 10℃; Further stages.;	83%
Stage #1: 2-Phenylnitroethane With potassium hydroxide In water; acetonitrile at 0℃; for 1h; Stage #2: With Selectfluor In dichloromethane; water; acetonitrile at -17 - 10℃; for 0.166667h;	80%

: 6125-24-2
2-Phenylnitroethane

: N-[(4-nitro-phenyl)-(toluene-4-sulfonyl)-methyl]-formamide

: N-[2-nitro-1-(4-nitro-phenyl)-3-phenyl-propyl]-formamide

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran at 20℃; for 0.75h; aza-Henry reaction;	89%

: 102-96-5
(2-nitroethenyl)benzene

: 6125-24-2
2-Phenylnitroethane

: 1127388-74-2
((2R,3R)-1,3-dinitrobutane-1,3-diyl)dibenzene

Conditions

Conditions	Yield
With N-((1R,2R)-2-(3-((1R,2R)-2-(dimethylamino)cyclohexyl)thioureido)-1,2-diphenylethyl)-3,5-bis(trifluoromethyl)benzenesulfonamide In dichloromethane at -30℃; Michael condensation; optical yield given as %ee; enantioselective reaction;	89%

: 90-59-5
3,5-Dibromosalicylaldehyde

: 6125-24-2
2-Phenylnitroethane

: 2,4-dibromo-6-[(Z)-2-nitro-3-phenylprop-1-en-1-yl]phenol

Conditions

Conditions	Yield
With potassium fluoride; N,N-dimethylammonium chloride In toluene at 110℃; for 12h;	89%

: 6125-24-2
2-Phenylnitroethane

: 123054-12-6, 123808-74-2, 136370-73-5, 111060-64-1
(2S)-N,N-dibenzylphenylalaninal

: 501668-70-8
(S)-2-Dibenzylamino-4-nitro-1,5-diphenyl-pentan-3-ol

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 0℃; for 0.333333h; Henry reaction;	87%

: 6125-24-2
2-Phenylnitroethane

: 65405-70-1
trans-4-decenal

: (E)-2-nitro-1-phenyl-6-dodecen-3-ol

Conditions

Conditions	Yield
With cetyltrimethylammonium hydroxide at 20℃; for 3h; Henry reaction;	86%

: 6125-24-2
2-Phenylnitroethane

: 100-52-7
benzaldehyde

: 58497-32-8
(2-nitroprop-1-ene-1,3-diyl)dibenzene

Conditions

Conditions	Yield
With N-butylamine In toluene for 9.5h; Reflux;	85%
With ammonium acetate In acetic acid
With methylamine hydrochloride; potassium acetate; trimethyl orthoformate In methanol for 16h; Heating;
With hydrogenchloride; potassium fluoride; dimethyl amine In water; toluene for 24h; Reflux; Dean-Stark;

: 623-43-8, 4358-59-2, 18707-60-3, 130981-57-6
methyl crotonate

: 6125-24-2
2-Phenylnitroethane

: 89706-87-6
methyl b-methyl-g-nitrobenzenepentanoate

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile for 22h; Ambient temperature;	85%

Benzene,(2-nitroethyl)- Specification

The Benzene,(2-nitroethyl)-, with CAS registry number 6125-24-2, belongs to the following product category: Ethanes/ethenes. It has the systematic name of (2-nitroethyl)benzene. Besides this, it is also called 1-Nitro-2-phenylethane. And the chemical formula of this chemical is C₈H₉NO₂. What's more, its EINECS is 228-094-0.

Physical properties of Benzene,(2-nitroethyl)-: (1)ACD/LogP: 2.08; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.08; (4)ACD/LogD (pH 7.4): 2.01; (5)ACD/BCF (pH 5.5): 22.34; (6)ACD/BCF (pH 7.4): 18.89; (7)ACD/KOC (pH 5.5): 321.35; (8)ACD/KOC (pH 7.4): 271.76; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 45.82 Å²; (13)Index of Refraction: 1.531; (14)Molar Refractivity: 41.82 cm³; (15)Molar Volume: 135 cm³; (16)Polarizability: 16.58×10^-24cm³; (17)Surface Tension: 41.3 dyne/cm; (18)Density: 1.119 g/cm³; (19)Flash Point: 118.8 °C; (20)Enthalpy of Vaporization: 49.82 kJ/mol; (21)Boiling Point: 260.5 °C at 760 mmHg; (22)Vapour Pressure: 0.0122 mmHg at 25°C.

Preparation: this chemical can be prepared by (2-nitro-ethyl)-benzene. This reaction will need reagents H₂, Rh(PPh₃)₃Cl.

Uses of Benzene,(2-nitroethyl)-: it can be used to produce phenethylamine. This reaction will need reagents platinum, ethanol.

You can still convert the following datas into molecular structure:
(1)SMILES: [O-][N+](=O)CCc1ccccc1
(2)InChI: InChI=1/C8H9NO2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2
(3)InChIKey: XAWCLWKTUKMCMO-UHFFFAOYAW
(4)Std. InChI: InChI=1S/C8H9NO2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2
(5)Std. InChIKey: XAWCLWKTUKMCMO-UHFFFAOYSA-N

Product Name

1-(PHENYL) 2-NITROETHANE

Synthetic route

Benzene,(2-nitroethyl)- Specification

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