2-NITROCINNAMIC ACID supplier

Name
2-Nitrocinnamic acid
EINECS 210-309-4
CAS No. 612-41-9
Article Data94
CAS DataBase
Density 1.411 g/cm³
Solubility insoluble in water
Melting Point 243-245 °C(lit.)
Formula C₉H₇NO₄
Boiling Point 383.3 °C at 760 mmHg
Molecular Weight 193.159
Flash Point 171.8 °C
Transport Information
Appearance Yellow crystalline powder or needles
Safety 22-24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 3-(2-Nitrophenyl)propenoic acid;Cinnamic acid, o-nitro- (6CI,7CI,8CI);Cinnamic acid, o-nitro-;3-(2-Nitrophenyl)-2-propenoic acid;2-Propenoic acid, 3-(2-nitrophenyl)-;3-(2-nitrophenyl)prop-2-enoic acid;2-Propenoic acid, 3- (2-nitrophenyl)-;o-Nitrocinnamic acid;
PSA 83.12000
LogP 2.21580

Synthetic route

: 1466-88-2
2-nitrocinnamic aldehyde

: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With sodium chlorite; sodium dihydrogenphosphate; dihydrogen peroxide In water; acetonitrile at 10℃; for 1h;	98%

: 609-73-4
o-nitroiodobenzene

: 79-10-7
acrylic acid

: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With sodium carbonate In water at 120℃; for 12h; Green chemistry;	96.9%

: 577-19-5
2-nitrophenyl bromide

: 79-10-7
acrylic acid

: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With potassium carbonate In water for 24h; Time; Heck Reaction; Inert atmosphere; Reflux;	94%
With sodium carbonate In water at 120℃; for 24h; Green chemistry;	81.7%

: 558-13-4
carbon tetrabromide

: 3156-39-6, 5670-66-6, 5670-67-7
(E)-1-nitro-2-(2-nitrovinyl)benzene

: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With tris(2,2'-bipyridyl)ruthenium dichloride; water; diisopropylamine In acetonitrile at 20℃; for 10h; Inert atmosphere; Irradiation; stereoselective reaction;	93%

: 141-82-2
malonic acid

: 552-89-6
2-nitro-benzaldehyde

: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With piperidine; pyridine In isopropyl alcohol Knoevenagel-Doebner-Stobbe Reaction; Heating;	87.65%
With piperidine; pyridine at 110℃;	83%
With pyridine Heating;	78%

: 73386-22-8
(E)-2'-hydroxy-2-nitrochalcone

: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With dihydrogen peroxide; potassium carbonate In acetonitrile at 20℃; for 5h;	84%

: 365-33-3
2-nitrobenzenediazonium tetrafluoroborate

: 79-10-7
acrylic acid

: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With palladium(II) carboxymethylcellulose In water at 20℃; for 8h;	81%

: 64-19-7
acetic acid

: 552-89-6
2-nitro-benzaldehyde

: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With pyridine; dmap; sodium tetraborate decahydrate; N-benzyl-N,N,N-triethylammonium chloride In 1-methyl-pyrrolidin-2-one at 185 - 190℃; for 6h;	79%

: 39228-29-0
(E)-methyl 2-nitrocinnamate

: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With potassium fluoride; thiophenol In various solvent(s) at 190℃; for 0.166667h;	72%
With potassium fluoride; thiophenol In 1-methyl-pyrrolidin-2-one for 0.166667h; Heating;	72%

: 141-82-2
malonic acid

: 552-89-6
2-nitro-benzaldehyde

A: 5678-48-8
3-amino-3-(2-nitrophenyl)propionic acid

B: 103582-31-6
3-(2-nitrophenyl)-2-carboxy-2-propenoic acid

C: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With ammonium acetate In acetic acid at 60℃; for 5h;	A 26% B 57% C 0.8%

...Expand

: 141-82-2
malonic acid

: 64-19-7
acetic acid

: 552-89-6
2-nitro-benzaldehyde

A: 5678-48-8
3-amino-3-(2-nitrophenyl)propionic acid

B: 103582-32-7
3-N-Acetyl-amino-3-(o-nitrophenyl)-propionsaeure

C: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With ammonium acetate at 100℃; for 5h;	A 40% B 16% C 26%

...Expand

: 141-82-2
malonic acid

: 552-89-6
2-nitro-benzaldehyde

A: 5678-48-8
3-amino-3-(2-nitrophenyl)propionic acid

B: 103582-32-7
3-N-Acetyl-amino-3-(o-nitrophenyl)-propionsaeure

C: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With ammonium acetate In acetic acid at 100℃; for 5h;	A 40% B 16% C 26%

...Expand

: 93424-78-3, 106025-40-5, 106025-46-1
α-chloro-β-(o-nitrophenyl)propionic acid

: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With sodium carbonate In water for 9h; Heating;	39%

: 530-85-8
3-(2-nitrophenyl)-2-propynoic acid

: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With formaldehyd; [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; water; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In toluene at 80℃; stereoselective reaction;	21%

: 103-36-6
ethyl 3-phenyl-2-propenoate

A: 953-26-4
ethyl 4-nitrocinnamate

B: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With sulfuric acid; nitric acid Trennung durch Erwaermen mit Alkohol;

: 140-10-3
(E)-3-phenylacrylic acid

A: 882-06-4
4-nitro-trans-cinnamic acid

B: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With tetrachloromethane; nitric acid Reagens 4: Schwefeldioxid;
With chloroform; nitric acid Reagens 4: Schwefeldioxid;
With nitric acid
With acetic anhydride; copper(II) nitrate

: 115698-86-7, 20766-40-9
4-(2-nitrophenyl)but-3-en-2-one

: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With hypochlorite of alkali

: 89761-18-2
(Z)-3-(2-nitrophenyl)acrylic acid

: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With chloroform; bromine im Sonnenlicht;

: 18910-10-6
α-bromo-β-(2-nitrophenyl)propionic acid

: furan-2,3,5(4H)-trione pyridine (1:1)

: 612-41-9
2-nitrocinnamic acid

: 18910-10-6
α-bromo-β-(2-nitrophenyl)propionic acid

: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With barium dihydroxide
With sodium hydroxide
With ammonia

: 108-24-7
acetic anhydride

: 552-89-6
2-nitro-benzaldehyde

: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With sodium acetate
With potassium acetate at 130 - 140℃;

: 621-82-9
Cinnamic acid

A: 619-89-6
p-nitrocinnamic acid

B: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With sulfuric acid; nitric acid In trifluoroacetic acid at 25℃; Rate constant;	A 46 % Spectr. B 54 % Spectr.
With nitric acid
durch Nitrieren und Trennung;

: 88-74-4
2-nitro-aniline

: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With hydrogenchloride Diazotization.Eintragen in ein Gemisch von Maleinsaeure (oder Acrylsaeure), Kupfer(II)-chlorid, Natriumacetat und Wasser;
Multi-step reaction with 2 steps 1: 1) NaNO2, conc.HCl, 2) CuCl / 1) acetone-water, below 8 deg C 2: 39 percent / Na2CO3 / H2O / 9 h / Heating View Scheme

: 4192-77-2
ethyl cinnamate

A: 882-06-4
4-nitro-trans-cinnamic acid

B: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With nitric acid

: 1466-88-2
2-nitrocinnamaldehyde

: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With dihydrogen peroxide; acetic acid

: 141-82-2
malonic acid

: 17064-77-6
N-(2-nitrobenzylidene)aniline

: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With ethanol

: 39228-29-0, 105376-46-3, 612-43-1
methyl 2-nitrocinnamate

A: 2001-33-4
o-nitrocinnamamide

B: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With ammonium hydroxide In ethanol at 60℃; for 7h; addition -15 deg C;	A 3.51 g B 2.44 g

: C11H9NO5

: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With sodium carbonate for 1h; Heating;	18.4 g

: 2,3-Dibromo-3-(2-nitro-phenyl)-propionic acid

: 612-41-9
2-nitrocinnamic acid

Conditions

Conditions	Yield
With sodium iodide In N,N-dimethyl-formamide at 29.9℃; Kinetics; Thermodynamic data; Mechanism; effect of temperature; ΔH(excit.), ΔS(excit), ΔG(excit.);

: 24424-99-5
di-tert-butyl dicarbonate

: 612-41-9
2-nitrocinnamic acid

: 906552-00-9
3-(2'-nitrophenyl)-(E)-propenoic acid tert-butyl ester

Conditions

Conditions	Yield
With dmap In tetrahydrofuran for 72h;	100%
With dmap In tetrahydrofuran at 25℃; for 12h;

: 67-56-1
methanol

: 612-41-9
2-nitrocinnamic acid

: 39228-29-0
(E)-methyl 2-nitrocinnamate

Conditions

Conditions	Yield
With sulfuric acid at 70℃; for 12h;	99%
With sulfuric acid for 12h; Heating;	97%
With sulfuric acid Heating;	97%

: 616-38-6
carbonic acid dimethyl ester

: 612-41-9
2-nitrocinnamic acid

: 39228-29-0
(E)-methyl 2-nitrocinnamate

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 90℃; for 16h; Heck Reaction; Inert atmosphere;	97%

: 612-41-9
2-nitrocinnamic acid

: 70321-33-4, 119450-04-3
(2RS,3SR)-2,3-dibromo-3-(2-nitrophenyl)propanoic acid

Conditions

Conditions	Yield
With copper(II) nitrate trihydrate; trimethylsilyl bromide In acetonitrile at 50℃; for 3h;	96%
With bromine
With bromine; acetic acid
With bromine In chloroform at 20 - 60℃;
With bromine In chloroform

: 64-17-5
ethanol

: 612-41-9
2-nitrocinnamic acid

: 24393-59-7
(E)-ethyl 3-(2-nitrophenyl)acrylate

Conditions

Conditions	Yield
With sulfuric acid	96%
With sulfuric acid Inert atmosphere; Reflux;	89%
With sulfuric acid In water at 82℃; for 24h; Reagent/catalyst;

: 68104-63-2
1-(4-cyanophenyl)piperazine

: 612-41-9
2-nitrocinnamic acid

: 1190967-07-7
(E)-3-(2-nitrophenyl)-1-[4-(4-cyanophenyl)piperazin-1-yl]propenone

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; 3-hydroxy-3,4-dihydrobenzotriazine-4-one In dichloromethane at 20℃;	95%

: 143-16-8
dihexylamine

: 612-41-9
2-nitrocinnamic acid

: 912820-98-5
(E)-2-nitrocinnamic acid dihexylamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h;	94%

: 110-89-4
piperidine

: 612-41-9
2-nitrocinnamic acid

: 116576-38-6
3-o-nitrophenyl-1-(N-piperidinyl)-2-propen-1-one

Conditions

Conditions	Yield
Stage #1: 2-nitrocinnamic acid With 4-methyl-morpholine; isobutyl chloroformate In dichloromethane at 0℃; for 0.5h; Inert atmosphere; Stage #2: piperidine In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere;	93%

: 612-41-9
2-nitrocinnamic acid

: 2001-33-4
(E)-3-(2-nitrophenyl) acrylamide

Conditions

Conditions	Yield
With ammonium cerium(IV) nitrate; urea for 0.025h; microwave irradiation;	92%

: 612-41-9
2-nitrocinnamic acid

: 52162-78-4, 141236-47-7
(E)-3-(2-nitrophenyl)acryloyl chloride

Conditions

Conditions	Yield
With thionyl chloride In benzene Heating;	90%
With thionyl chloride
With thionyl chloride Heating;

: 612-41-9
2-nitrocinnamic acid

: 40515-78-4
(E)-3-(2-azidophenyl)acrylic acid

Conditions

Conditions	Yield
Stage #1: 2-nitrocinnamic acid With zinc In water; acetic acid at -20℃; for 5h; Stage #2: With sodium azide; sodium nitrite In water; acetic acid at 0℃;	90%
Stage #1: 2-nitrocinnamic acid With zinc In water; acetic acid at 20℃; for 0.5h; Stage #2: With sodium nitrite In water; acetic acid at 0℃; for 0.166667h; Stage #3: With sodium azide In water; acetic acid	90%
Multi-step reaction with 2 steps 1: acetic acid; zinc / water / 0.5 h / 20 °C 2: sodium nitrite / water / 0.17 h / 0 °C View Scheme

: 100-66-3
methoxybenzene

: 612-41-9
2-nitrocinnamic acid

: 1021684-82-1
(E)-1-(4-methoxyphenyl)-3-(2-nitrophenyl)prop-2-en-1-one

Conditions

Conditions	Yield
With phosphoric acid; trifluoroacetic acid at 20℃; for 0.5h;	90%

: 100-46-9
benzylamine

: 612-41-9
2-nitrocinnamic acid

: (E)-2-nitrocinnamic acid benzyl amide

Conditions

Conditions	Yield
Stage #1: 2-nitrocinnamic acid With 4-methyl-morpholine; isobutyl chloroformate In dichloromethane at 0℃; for 0.5h; Inert atmosphere; Stage #2: benzylamine In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere;	90%

: 4-oxopiperidin-1-ium 2,2,2-trifluoroacetate

: 612-41-9
2-nitrocinnamic acid

: 1190967-31-7
(E)-1-(3-(2-nitrophenyl)acryloyl)piperidin-4-one

Conditions

Conditions	Yield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; 3-hydroxy-3,4-dihydrobenzotriazine-4-one In dichloromethane for 20h; Inert atmosphere;	86%

: 1041756-57-3
(4-(4-aminobutyl)piperidin-1-yl)(phenyl)methanone

: 612-41-9
2-nitrocinnamic acid

: 1296137-01-3
(E)-N-(4-(1-benzoylpiperidin-4-yl)butyl)-3-(2-nitrophenyl)acrylamide

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 20℃;	85%

: 371-41-5
4-Fluorophenol

: 612-41-9
2-nitrocinnamic acid

: 4-fluorophenyl (E)-3-(2-nitrophenyl)acrylate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	84%

: 612-41-9
2-nitrocinnamic acid

: 2,3-dihydroxy-3-(2-nitrophenyl)propanoic acid

Conditions

Conditions	Yield
With osmium(VIII) oxide; 4-methylmorpholine N-oxide In water; acetone; tert-butyl alcohol for 72h; Ambient temperature;	82%

: 957053-57-5
7α-(aminomethyl)-6,14-endo-ethanotetrahydrothebaine

: 612-41-9
2-nitrocinnamic acid

: 7α-[(2'-nitrocinnamoyl)aminomethyl]-6,14-endoethanotetrahydrothebaine

Conditions

Conditions	Yield
Stage #1: 2-nitrocinnamic acid With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In dichloromethane for 0.166667h; Stage #2: 7α-(aminomethyl)-6,14-endo-ethanotetrahydrothebaine In dichloromethane for 16h; Further stages.;	82%

: 612-41-9
2-nitrocinnamic acid

: 70321-33-4
2,3-dibromo-3-(2-nitrophenyl)propanoic acid

Conditions

Conditions	Yield
With bromine In acetic acid Heating;	81%
With bromine
With bromine; acetic acid at 100℃;
With bromine
With bromine; acetic acid In dichloromethane at 20℃;

: 612-41-9
2-nitrocinnamic acid

: 1664-63-7
2-amino-cinnamic acid

Conditions

Conditions	Yield
With tris(triphenylphosphine)ruthenium(II) chloride; formic acid; triethylamine; palladium on activated charcoal In N,N-dimethyl-formamide at 20 - 25℃; for 3h; selective reduction with a new hydrogen source;	79%
With barium dihydroxide; iron(II) sulfate
With ammonia; iron(II) sulfate
Multi-step reaction with 2 steps 1: CrCl2; Mn / dimethylformamide 2: H2O / dimethylformamide / 20 °C View Scheme

: 104-86-9
4-chlorobenzylamine

: 612-41-9
2-nitrocinnamic acid

: (E)-N-(4-chlorobenzyl)-3-(2-nitrophenyl)acrylamide

Conditions

Conditions	Yield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 2h;	79%

2-NITROCINNAMIC ACID Chemical Properties

The molecular formula of 2-Nitrocinnamic acid(612-41-9) is C₉H₇NO₄ and its formula weight is 193.16.
2-Nitrocinnamic acid(612-41-9) has a melting point of 243-245 °C(lit.).
The chemical synonyms of 2-Nitrocinnamic acid(612-41-9) are RARECHEM BK HC T331;O-NITROCINNAMIC ACID;TRANS-3-(2-NITROPHENYL)PROPENOIC ACID;trans-2-nitrocinnamic acid;(2E)-3-(2-Nitrophenyl)-2-propenoic acid;2-Propenoic acid, 3-(2-nitrophenyl)-;3-(2-nitrophenyl)-2-propenoicaci;3-(2-nitrophenyl)-2-propenoicacid
The molecular structure of 2-Nitrocinnamic acid(612-41-9):

2-NITROCINNAMIC ACID Toxicity Data With Reference

RTECS#: CAS# 612-41-9: UD3642850
LD50/LC50: RTECS: Not available.
Carcinogenicity: O-NITROCINNAMIC ACID - Not listed as a carcinogen by ACGIH, IARC, NTP, or CA Prop 65.
Other: See actual entry in RTECS for complete information.

2-NITROCINNAMIC ACID Safety Profile

Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25
WGK Germany 3
RTECS UD3642850
Hazard Note Irritant
HS Code 29163900

2-NITROCINNAMIC ACID Specification

Chemical Stability: Stable under normal temperatures and pressures.
Conditions to Avoid: Strong oxidants.
Incompatibilities with Other Materials Not available
Hazardous Decomposition Products Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen.
Hazardous Polymerization Has not been reported.

Product Name

2-Nitrocinnamic acid

Synthetic route

2-NITROCINNAMIC ACID Chemical Properties

2-NITROCINNAMIC ACID Toxicity Data With Reference

2-NITROCINNAMIC ACID Safety Profile

2-NITROCINNAMIC ACID Specification

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