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705-60-2

Basic Information
CAS No.: 705-60-2
Name: 1-Phenyl-2-nitropropene
Article Data: 112
Molecular Structure:
Molecular Structure of 705-60-2 (1-Phenyl-2-nitropropene)
Formula: C9H9NO2
Molecular Weight: 163.176
Synonyms: Benzene,(2-nitro-1-propenyl)- (9CI);Benzene, (2-nitropropenyl)- (6CI,7CI,8CI);(2-Nitro-1-propenyl)benzene;(2-Nitropropenyl)benzene;1-(2-Nitropropenyl)benzene;1-Phenyl-2-nitro-1-propene;1-Phenyl-2-nitro-2-methylethene;1-Phenyl-2-nitropropene;2-Nitro-1-phenyl-1-propene;2-Nitro-1-phenylpropene;2-Nitro-3-phenyl-2-propene;NSC 2014;b-Methyl-b-nitrostyrene;
EINECS: 627-363-3
Density: 1.141 g/cm3
Melting Point: 64-67
Boiling Point: 263 °C at 760 mmHg
Flash Point: 115.7 °C
Appearance: Yellow crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-37/39
PSA: 45.82000
LogP: 2.84730
Synthetic route
79-24-3

Nitroethane

100-52-7

benzaldehyde

705-60-2

(2-nitroprop-1-enyl)benzene

Conditions
ConditionsYield
With 3-(diethylamino)propyltrimethoxysilane supported on silica-alumina at 100℃; for 4h;90%
With (2-hydroxyethyl)ammonium formate at 20℃; for 3h; Knoevenagel condensation; Ionic liquid;90%
With aminopropylated nanosilica for 24h; Henry reaction; Reflux;89%
66618-80-2

1-phenyl-2-nitro-1-propanol acetate

705-60-2

(2-nitroprop-1-enyl)benzene

Conditions
ConditionsYield
With dmap In dichloromethane for 3h;88%
79-24-3

Nitroethane

100-46-9

benzylamine

705-60-2

(2-nitroprop-1-enyl)benzene

Conditions
ConditionsYield
With 4-(4-fluorophenyl)naphthalene-1,2-dione; oxygen at 80℃; for 12h;83%
101-39-3

2-methyl-3-phenyl-2-propenal

705-60-2

(2-nitroprop-1-enyl)benzene

Conditions
ConditionsYield
With copper(II) nitrate trihydrate In water; acetonitrile at 130℃; for 12h;39%
1199-77-5

α-methylcinnamic acid

705-60-2

(2-nitroprop-1-enyl)benzene

Conditions
ConditionsYield
With diethyl ether; mixture of gaseous nitrogen oxides
79-24-3

Nitroethane

100-52-7

benzaldehyde

A

705-60-2

(2-nitroprop-1-enyl)benzene

B

55-21-0

benzamide

Conditions
ConditionsYield
With zinc(II) chloride at 130 - 140℃; im geschlossenen Rohr;
62753-13-3

(1-Nitro-allyl)-benzene

705-60-2

(2-nitroprop-1-enyl)benzene

Conditions
ConditionsYield
With triethylamine
25236-39-9

2-phenyl-1-nitroprop-1-ene

705-60-2

(2-nitroprop-1-enyl)benzene

Conditions
ConditionsYield
With triethylamine
19419-13-7

(1,2-dibromo-2-nitro-propyl)-benzene

147225-22-7

2-lithio-2-nitropropane

A

5447-97-2

2-bromo-2-nitropropane

B

3964-18-9

2,3-dimethyl-2,3-dinitrobutane

C

705-60-2

(2-nitroprop-1-enyl)benzene

Conditions
ConditionsYield
In dimethyl sulfoxide Ambient temperature;
In dimethyl sulfoxide for 0.166667h; Mechanism; Product distribution; Ambient temperature; also for other 1-aryl-1,2-dibromo-2-nitropropanes, also in the presence of p-dinitrobenzene or di-tert-butyl nitroxide;
135711-45-4

Butyl-(2-nitro-1-phenyl-propyl)-amine

A

705-60-2

(2-nitroprop-1-enyl)benzene

B

109-73-9

N-butylamine

Conditions
ConditionsYield
In acetonitrile at 30℃; Equilibrium constant; other temp.;
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Specification

The systematic name of 1-Phenyl-2-nitropropene is (2-nitroprop-1-en-1-yl)benzene. With the CAS registry number 705-60-2, it is also named as Benzene, 2-nitropropenyl-. The product's categories are Aromatic Hydrocarbons (substituted) & Derivatives; Acyclic; Alkenes; Organic Building Blocks. It is yellow crystalline powder which is stable under normal temperature and pressure. Additionally, this chemical should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.70; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.7; (4)ACD/LogD (pH 7.4): 2.7; (5)ACD/BCF (pH 5.5): 66.02; (6)ACD/BCF (pH 7.4): 66.02; (7)ACD/KOC (pH 5.5): 698.44; (8)ACD/KOC (pH 7.4): 698.44; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 45.82 Å2; (13)Index of Refraction: 1.586; (14)Molar Refractivity: 48 cm3; (15)Molar Volume: 142.9 cm3; (16)Polarizability: 19.03×10-24 cm3; (17)Surface Tension: 42.4 dyne/cm; (18)Enthalpy of Vaporization: 48.06 kJ/mol; (19)Vapour Pressure: 0.0172 mmHg at 25°C.

Preparation of 1-Phenyl-2-nitropropene: It can be obtained by benzaldehyde and nitroethane. This reaction needs solvent benzene by heating. The reaction time is 15 hours. The yield is 83%.

Uses of 1-Phenyl-2-nitropropene: It can react with phosphonic acid diisopropyl ester to get (1-hydroxy-2-methyl-1H-indol-3-yl)-phosphonic acid diisopropyl ester. This reaction needs reagent K2CO3 and solvent propan-2-ol at temperature of 60-70 °C. The reaction time is 6 hours. The yield is 80%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
1. SMILES:[O-][N+](=O)C(=Cc1ccccc1)C
2. InChI:InChI=1/C9H9NO2/c1-8(10(11)12)7-9-5-3-2-4-6-9/h2-7H,1H3
3. InChIKey:WGSVFWFSJDAYBM-UHFFFAOYAL

The following are the toxicity data which has been tested.

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 154mg/kg (154mg/kg)   Chemotherapy Vol. 11, Pg. 321, 1963.
mouse LD50 oral 1176mg/kg (1176mg/kg)   Chemotherapy Vol. 11, Pg. 321, 1963.
rat LD oral > 500mg/kg (500mg/kg)   National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 32, 1953.
rat LDLo intraperitoneal 200mg/kg (200mg/kg)   Biochemical Pharmacology. Vol. 13, Pg. 285, 1964.