79-06-1

Basic information

• Product Name: 2-Propenamide
• Synonyms: Acrylamide(8CI);Acrylic amide;Bio-Acrylamide 50;Ethylenecarboxamide;NSC 7785;Propenamide;Vinyl amide
• CAS NO: 79-06-1
• Molecular Formula: C₃H₅NO
• Molecular Weight: 71.0779
• EINECS: 201-173-7
• Mol File: 79-06-1.mol
• Article Data: 169

Chemical Properties

• Melting Point: 82-86℃
• Boiling Point: 231.711 °C at 760 mmHg
• Flash Point: 78.951 °C
• Appearance: white crystals
• Density: 0.961 g/cm³
• Vapor Density: 2.45 (vs air)
• Vapor Pressure: 0.0614mmHg at 25°C
• Refractive Index: 1.433
• PKA: 15.35±0.50(Predicted)
• Water Solubility: SOLUBLE, 216 g/100 mL
• CAS DataBase Reference: 2-Propenamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenamide(79-06-1)
• EPA Substance Registry System: 2-Propenamide(79-06-1)

Safety Data

• Hazard Codes: T:Toxic
• Statements: R22:; R43:; R45:; R46:; R48/20/21/22:
• Safety Statements: S24:; S53:
• PackingGroup: III
• Hazardous Substances Data: 79-06-1(Hazardous Substances Data)

Usage

General Description

2-Propenamide, also known as acrylamide, is a chemical compound with the molecular formula C3H5NO. It is a colorless, odorless, and water-soluble solid that is commonly used in the production of various polymers and co-polymers. It is also used in the production of dyes, plastics, and adhesives. Acrylamide is considered a potential human carcinogen and has been linked to an increased risk of cancer, particularly in individuals who are exposed to high levels of the compound through occupational or environmental exposure. In recent years, acrylamide has gained significant attention due to its formation in certain foods when they are cooked at high temperatures, particularly in starchy foods such as French fries, potato chips, and bread. Efforts are ongoing to reduce acrylamide levels in these food products to minimize potential health risks associated with its consumption.

InChI:InChI=1/C3H5NO/c1-2-3(4)5/h2H,1H2,(H2,4,5)

Synthetic route

acrylonitrile (107-13-1) → 2-propenamide (79-06-1)

Conditions	Yield
With amorphous Cu-Ti alloy; hydrogen fluoride Product distribution; other Cu alloys or Cu metal, absence HF;	100%
With water; aluminum oxide; Ru(OH)x at 119.85℃; for 24h;	100%
With water; copper chromite, reduced, supported in stainless steel wire socks at 64 - 96℃; under 637.564 Torr; Heating / reflux;	100%

acrylonitrile (107-13-1) → 2-propenamide (79-06-1) + acrylic acid (79-10-7)

Conditions	Yield
With water at 0 - 4℃; for 7.5h; culture broth containing cells of Pseudomonas chlororaphis, strain B23;	A 99% B 0.7%
With water; copper oxide, reduced, supported in stainless steel wire socks at 135 - 158℃; under 3760.13 Torr; Heating / reflux;

ASPARAGINE (3130-87-8) + Glyoxal (131543-46-9) → 2-propenamide (79-06-1)

Conditions	Yield
With deglycase DJ-1 at 70℃; Reagent/catalyst; Temperature; Enzymatic reaction;	98%

acrolein (107-02-8) → 2-propenamide (79-06-1)

Conditions	Yield
With choline chloride * 2ZnCl2; hydroxylamine hydrochloride at 80℃; for 15h; Green chemistry;	91%
With hydroxylamine In water at 110℃; for 12h;	76%
With hydroxylamine In water at 110℃; for 12h;	76%

acrylonitrile (107-13-1) + isobutene (115-11-7) → N-tert-Butylacrylamide (107-58-4) + 2-acrylamido-2-methylpropanesulfonic acid (15214-89-8) + 2-propenamide (79-06-1)

Conditions	Yield
With sulfuric acid at 20℃; for 2h;	A n/a B 87% C n/a

2-(2-aminobenzoyl)benzoic acid (1147-43-9) + water (7732-18-5) + acryloyl chloride (814-68-6) → 2-acrylaminobenzophenone-2'-carboxylic acid + 2-propenamide (79-06-1)

Conditions	Yield
With hydrogenchloride; sodium hydroxide In ethanol	A 86% B n/a

tetrafluoroboric acid diethyl ether (67969-82-8) + F6P(1-)*C27H44Fe2NOS2(1+) + acrylonitrile (107-13-1) → F6P(1-)*C30H46Fe2N2S2(2+)*BF4(1-) + 2-propenamide (79-06-1)

Conditions	Yield
In acetone at 20℃; for 2h; Inert atmosphere; Schlenk technique;	A 85% B 86%

3-(morpholin-4-yl)propionamide (4441-33-2) + acetic anhydride (108-24-7) → 4-acetylmorpholine (1696-20-4) + 2-propenamide (79-06-1)

Conditions	Yield
Stage #1: 3-(morpholin-4-yl)propionamide; acetic anhydride In toluene at 20 - 80℃; for 2h; Inert atmosphere; Stage #2: With 2,6-di-tert-butyl-4-methyl-phenol; triethylamine Reagent/catalyst; Reflux;	A 84% B 86%

›PtCl(PMe2 OH)(PMe2 O)2[H] + acrylonitrile (107-13-1) → 2-propenamide (79-06-1)

Conditions	Yield
In ethanol; water	83%

ammonium 3-hydroxypropionate → 2-propenamide (79-06-1) + acrylic acid ammonium salt + 3-hydroxypropionic acid (503-66-2)

Conditions	Yield
With ammonia; Ti-0720 (Engelhard) catalyst In water at 200 - 250℃; for 37h; Product distribution / selectivity;	A n/a B 75% C n/a
titanium catalyst In water at 180℃; for 37h; Product distribution / selectivity;	A 1.5% B 65% C n/a
titanium catalyst In water at 180℃; for 37h; Product distribution / selectivity;	A 1.5% B 65% C n/a

ammonium 3-hydroxypropionate → 2-propenamide (79-06-1) + acrylic acid ammonium salt

Conditions	Yield
With ammonia; Ti-0720 In water at 200 - 250℃; Product distribution / selectivity;	A n/a B 75%
silica-alumina catalyst (Si/Al T-869) In water at 240℃; for 37h; Product distribution / selectivity;

ASPARAGINE (3130-87-8) + 2-oxopropanal (78-98-8) → 2-propenamide (79-06-1)

Conditions	Yield
With Escherichia coli deglycase YhbO at 70℃; Reagent/catalyst; Temperature; Enzymatic reaction;	74%

D-Fructose (57-48-7) + ASPARAGINE (3130-87-8) → 2-propenamide (79-06-1)

Conditions	Yield
With peptidase PfpI from Pyrococcus furiosus In aq. phosphate buffer at 95℃; pH=7.5; Reagent/catalyst; Enzymatic reaction;	70%

ASPARAGINE (3130-87-8) + D-glucose (50-99-7) → 2-propenamide (79-06-1)

Conditions	Yield
With peptidase PfpI from Pyrococcus furiosus In aq. phosphate buffer at 95℃; pH=7.5; Reagent/catalyst; Enzymatic reaction;	70%

1-amino-2-propene (107-11-9) → 2-propenamide (79-06-1)

Conditions	Yield
With sodium bicarbonate; sodium carbonate; tetra(n-butyl)ammonium hydrogen sulfate In dichloromethane	69%

acrylonitrile (107-13-1) + acetone (67-64-1) → N-(1,1-dimethyl-3-oxobutyl)acrylamide (2873-97-4) + 2-propenamide (79-06-1)

Conditions	Yield
sulfuric acid at 58℃; for 4.5h;	A 63% B 37%

C14H19N3O2 → 2-propenamide (79-06-1) + isonicotinoyl-tert-butylformamide

Conditions	Yield
With copper diacetate; palladium diacetate In water at 120℃; for 1h; Reagent/catalyst; Schlenk technique; Green chemistry;	A 61% B 53%

ester (Succinyl 6-(9-Diethylamino-5-oxo-5H-benzo[a]phenoxazin-2-yloxy)hexanoate) + 1-amino-2-propene (107-11-9) → 2-propenamide (79-06-1)

Conditions	Yield
dmap In dichloromethane	59%

acryloyl chloride (814-68-6) → 1-O-(N-acryloyl-6-aminohexyl)-L-fucose + 2-propenamide (79-06-1)

Conditions	Yield
In methanol; dichloromethane	A 57% B n/a

acrylonitrile (107-13-1) → glycidamide (5694-00-8) + 2-propenamide (79-06-1)

Conditions	Yield
With dihydrogen peroxide; crotonamide In methanol; water at 39.84℃; for 5h; Reagent/catalyst;	A 51% B 17%
With dihydrogen peroxide; magnesium oxide In methanol; water at 39.84℃; for 5h; Reagent/catalyst;	A 6% B 21%

acrylonitrile (107-13-1) → 2-cyanoethyl ether (1656-48-0) + 2-propenamide (79-06-1)

Conditions	Yield
With C18H57O3P6Ru2(1+)*C6H5O(1-)*C6H6O; water at 80℃; for 20h; Catalytic behavior; Sealed tube; Inert atmosphere; Schlenk technique;	A 46% B 27%

dl-camphene (565-00-4) + acrylonitrile (107-13-1) → 2-propenamide (79-06-1) + N-(1,7,7-trimethylnorbornyl)acrylamide + 2-acrylamido-7,7-dimethy-1-sulfomethylbicyclo[2.2.1]heptane

Conditions	Yield
With sulfuric acid; hydroquinone at 10 - 40℃; for 6h; Ritter reaction;	A n/a B n/a C 34.3%

acrylic acid (79-10-7) → 2-propenamide (79-06-1)

Conditions	Yield
With diphenylphosphoranyl azide; triethylamine In N-methyl-acetamide; THF-n-hexane; N,N-dimethyl-formamide	25%

acrylonitrile (107-13-1) → 3-(4-Benzyloxy-2,2,6,6-tetramethyl-piperidin-1-yloxy)-propionamide (97625-47-3) + 2-propenamide (79-06-1)

Conditions	Yield
With 4-(benzyloxy)-1-hydroxy-2,2,6,6-tetramethylpiperidine In dichloromethane at 50℃; for 65h;	A 19% B 22%

3-hydroxypropionamide (2651-43-6) → 2-propenamide (79-06-1)

Conditions	Yield
With sodium carbonate at 150℃; under 5 Torr;
In water Product distribution / selectivity;
With silica gel at 300℃; Inert atmosphere; Autoclave;	99 %Spectr.

(3-methoxypropyl)amide (15438-67-2) → 2-propenamide (79-06-1)

Conditions	Yield
With calcium oxide at 260℃; unter vermindertem Druck;
With methanol; N-Phenyl-2-naphthylamine; titanium(IV) oxide at 300 - 365℃;
With methanol; lithium phosphate; N-Phenyl-2-naphthylamine at 300 - 365℃;

acrylic acid anhydride (2051-76-5) + 1,2-dichloro-ethane (107-06-2) → 2-propenamide (79-06-1)

Conditions	Yield
With ammonia

acrylic acid (79-10-7) + acetylene (74-86-2) → 2-propenamide (79-06-1)

Conditions	Yield
With carbon monoxide; ammonia; tetracarbonyl nickel

acryloyl chloride (814-68-6) → 2-propenamide (79-06-1)

Conditions	Yield
With ammonia; benzene
With ammonia
With ammonia In diethyl ether
With triethanolamine In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran
With sodium bicarbonate; triethylamine In dichloromethane

2-propenamide (79-06-1) → 2,3-dibromopropionamide (15102-42-8)

Conditions	Yield
With bromine In methanol for 0.5h; Reflux;	100%
With bromine In methanol at 65℃; for 2h;	99%
With bromine In methanol at 65℃; for 2h; Reflux;	99%

diethoxyacetaldehyde (5344-23-0) + 2-propenamide (79-06-1) → N-(hydroxy-1 diethoxy-2,2) ethyl acrylamide (112642-90-7)

Conditions	Yield
With 4-methoxy-phenol at 70℃; for 2h;	100%

2-propenamide (79-06-1) → Propionamid (79-05-0)

Conditions	Yield
With hydrogen; palladium(II) complex of ferrocenylamine sulfide (3) In acetone under 4137.2 Torr; for 0.25h;	100%
With hydrogen In ethanol at 20℃; under 760.051 Torr; for 1h; chemoselective reaction;	99%
With formic acid In methanol; water at 100℃; for 12h; Green chemistry; chemoselective reaction;	91%

2-propenamide (79-06-1) + Sodium 2-(perfluorooctyl)ethanesulfinate → 2-[2-(Perfluorooctyl)ethanesulfonyl]propanamide

Conditions	Yield
In N,N-dimethyl-formamide at 50℃; for 21h; Addition; Michael addition;	100%

3-(acryloyloxy)-2-hydroxypropyl methacrylate; 3-(acryloyloxy)-2-hydroxypropyl methacrylate (cross-linked); mixture of + 2-propenamide (79-06-1) + acrylic acid (79-10-7) → Reaxys ID: 11399887

Conditions

Yield

Stage #1: 3-(acryloyloxy)-2-hydroxypropyl methacrylate; 3-(acryloyloxy)-2-hydroxypropyl methacrylate (cross-linked); mixture of; 2-propenamide; acrylic acid In water for 0.0333333h; pH=7.3; sodium phosphate buffer; sonication; Stage #2: With bis(2-ethylhexyl) sulfosuccinate; BRIJ 30 In hexane; water at 20℃; for 0.333333h; sonication; Stage #3: With ammonium peroxydisulfate; N,N,N,N,-tetramethylethylenediamine In hexane; water at 20℃; for 12h;

100%

glycerol-1,3-dimethacrylate (1830-78-0) + 2-propenamide (79-06-1) → Reaxys ID: 11379647

Conditions	Yield
Stage #1: glycerol-1,3-dimethacrylate; 2-propenamide In water for 0.116667h; pH=7.3; sodium phosphate buffer; Sonication; Stage #2: With bis(2-ethylhexyl) sulfosuccinate; BRIJ 30 In hexane; water at 20℃; for 0.166667h; Stage #3: With ammonium peroxydisulfate; N,N,N,N,-tetramethylethylenediamine In hexane; water at 20℃;	100%
Stage #1: glycerol-1,3-dimethacrylate; 2-propenamide In water for 0.2h; pH=7.3; sodium phosphate buffer; Sonication; Stage #2: With bis(2-ethylhexyl) sulfosuccinate; BRIJ 30 In hexane; water at 20℃; for 0.166667h; Stage #3: With ammonium peroxydisulfate; N,N,N,N,-tetramethylethylenediamine In hexane; water at 20℃;	100%
Stage #1: glycerol-1,3-dimethacrylate; 2-propenamide With iron oxide In water for 0.283333h; pH=7.3; sodium phosphate buffer; Sonication; Stage #2: With bis(2-ethylhexyl) sulfosuccinate; BRIJ 30 In hexane; water at 20℃; for 0.166667h; Stage #3: With ammonium peroxydisulfate; N,N,N,N,-tetramethylethylenediamine In hexane; water at 20℃;
Stage #1: glycerol-1,3-dimethacrylate; 2-propenamide With Photofrin In water for 0.2h; pH=7.3; sodium phosphate buffer; Sonication; Stage #2: With bis(2-ethylhexyl) sulfosuccinate; BRIJ 30 In hexane; water at 20℃; for 0.166667h; Stage #3: With ammonium peroxydisulfate; N,N,N,N,-tetramethylethylenediamine In hexane; water at 20℃;

N-acryloyl-1,3-diaminopropane hydrochloride + glycerol-1,3-dimethacrylate (1830-78-0) + 2-propenamide (79-06-1) → Reaxys ID: 11379648

Conditions	Yield
Stage #1: N-acryloyl-1,3-diaminopropane hydrochloride; glycerol-1,3-dimethacrylate; 2-propenamide In water for 0.166667h; pH=7.3; sodium phosphate buffer; Sonication; Stage #2: With bis(2-ethylhexyl) sulfosuccinate; BRIJ 30 In hexane; water at 20℃; for 0.166667h; Stage #3: With ammonium peroxydisulfate; N,N,N,N,-tetramethylethylenediamine In hexane; water	100%

glycerol(bis)methacrylate; glycerol(bis)methacrylate (cross-linked); mixture of + 2-propenamide (79-06-1) → Reaxys ID: 11399900

Conditions	Yield
Stage #1: glycerol(bis)methacrylate; glycerol(bis)methacrylate (cross-linked); mixture of; 2-propenamide In water for 0.116667h; pH=7.3; sodium phosphate buffer; Sonication; Stage #2: With bis(2-ethylhexyl) sulfosuccinate; BRIJ 30 In hexane; water at 20℃; for 0.166667h; Stage #3: With ammonium peroxydisulfate; N,N,N,N,-tetramethylethylenediamine In hexane; water at 20℃;	100%

(3-fluorophenyl)methanamine (100-82-3) + 2-propenamide (79-06-1) → 3-(3-fluorobenzylamino)propionamide (912342-77-9)

Conditions	Yield
In ethanol at 20℃; for 24h;	100%

piperidine (110-89-4) + 2-propenamide (79-06-1) → 1-piperidinecarboxamide (2158-03-4)

Conditions	Yield
With Iron(III) nitrate nonahydrate In toluene for 12h; Reflux;	100%

2-acrylamido-2-methylpropanesulfonic acid (15214-89-8) + 2-propenamide (79-06-1) → polymer, Mw 61 kDa, sulfur content 6.97%, 2-acrylamido-2-methylpropanesulfonic acid units content 22.0 mol%; monomer(s): acrylamide; 2-acrylamido-2-methylpropanesulfonic acid

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In ethanol at 50℃; for 24h;	99.8%

2-acrylamido-2-methylpropanesulfonic acid (15214-89-8) + 2-propenamide (79-06-1) → polymer, Mw 36 kDa, sulfur content 6.16%, 2-acrylamido-2-methylpropanesulfonic acid units content 18.5 mol%; monomer(s): acrylamide; 2-acrylamido-2-methylpropanesulfonic acid

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In ethanol at 50℃; for 24h;	99.8%

2-acrylamido-2-methylpropanesulfonic acid (15214-89-8) + 2-propenamide (79-06-1) → polymer, Mw 19 kDa, sulfur content 6.18%, 2-acrylamido-2-methylpropanesulfonic acid units content 19.1 mol%; monomer(s): acrylamide; 2-acrylamido-2-methylpropanesulfonic acid

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In isopropyl alcohol at 50℃; for 24h;	99.8%

2-acrylamido-2-methylpropanesulfonic acid (15214-89-8) + 2-propenamide (79-06-1) → polymer, sulfur content 9.42%, 2-acrylamido-2-methylpropanesulfonic acid units content 37.6 mol%; monomer(s): acrylamide; 2-acrylamido-2-methylpropanesulfonic acid

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In ethanol at 50℃; for 24h;	99.7%

2-acrylamido-2-methylpropanesulfonic acid (15214-89-8) + 2-propenamide (79-06-1) → polymer, Mw 16 kDa, sulfur content 5.86%, 2-acrylamido-2-methylpropanesulfonic acid units content 17.3 mol%; monomer(s): acrylamide; 2-acrylamido-2-methylpropanesulfonic acid

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In ethanol at 50℃; for 24h;	99.6%

iodobenzene (591-50-4) + 2-propenamide (79-06-1) → cinnamamide (621-79-4, 22031-64-7)

Conditions	Yield
With triethylamine; {[Pd(η5-C5H5)Fe(η5-C5H3)C(CH3)=N(C6H4CH3-4)](μ-I)}2 In 1,4-dioxane at 100℃; for 15h;	99.3%
With palladium diacetate; sodium dodecyl sulfate; potassium carbonate In water for 0.333333h; Heck reaction; Heating; Ultrasound radiation; stereoselective reaction;	96%
With triethylamine In N,N-dimethyl-formamide at 130℃; for 1h; Catalytic behavior; Heck Reaction;	96%

2-propenamide (79-06-1) + acrylic acid ammonium salt → polymer, Mη 38000; monomer(s): acrylamide; ammonium acrylate

Conditions	Yield
With potassium peroxomonosulphate In water at 60℃;	99.3%

2-acrylamido-2-methylpropanesulfonic acid (15214-89-8) + 2-propenamide (79-06-1) → polymer, Mw 28 kDa, sulfur content 7.16%, 2-acrylamido-2-methylpropanesulfonic acid units content 22.8 mol%; monomer(s): acrylamide; 2-acrylamido-2-methylpropanesulfonic acid

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In ethanol at 50℃; for 24h;	99.2%

morpholine (110-91-8) + 2-propenamide (79-06-1) → 3-(morpholin-4-yl)propionamide (4441-33-2)

Conditions	Yield
for 0.166667h; Michael Addition;	99%
copper In methanol at 20℃; for 5h; Aza-Michael Addition;	95%
With 1,1,3,3-tetramethylguanidinium lactate at 20℃; for 3h; aza-Michael addition; Neat (no solvent);	95%

diethylamine (109-89-7) + 2-propenamide (79-06-1) → 3-(N,N-diethylamino)propionamide (3813-27-2)

Conditions	Yield
With nickel(II) ferrite In water at 20℃; Michael Addition; Green chemistry;	99%
With graphene oxide In water at 20℃; for 0.0833333h; aza-Michael addition;	97%
With ES-SO3H*Pyridine In tetrahydrofuran at 20℃; for 0.5h; Aza-Michael condensation; solid phase reaction;	95%

2-propenamide (79-06-1) + phosphonic acid diethyl ester (762-04-9) → diethyl 3-amino-3-oxopropylphosphonate (2526-67-2)

Conditions	Yield
With C26H53N4NdSi4 at 20℃; for 0.0833333h; Inert atmosphere;	99%
With Hexamethylphosphorous triamide In acetonitrile at 20℃; for 1h; Pudovik Reaction;	94%
With 1-ethyl-2,2,4,4,4-pentakis(dimethylamino)-2λ5,4λ5-catenadi(phosphazene) In acetonitrile at 50℃; for 1h; Anti-Markovnikov addition;	85%
With triethyl phosphite

5-iodo-1,3-benzodioxole (5876-51-7) + 2-propenamide (79-06-1) → 3-(1,3-benzodioxol-5-yl)-(2E)-propenamide (130973-12-5)

Conditions	Yield
With P-ph-phen*Pd(0); sodium acetate In water; N,N-dimethyl-formamide at 130℃; for 12h;	99%
With sodium acetate; <*>-p-C6H4-(1,10-phenanthroline)-palladium(0) In water; N,N-dimethyl-formamide at 130℃; for 12h;	99%

2-propenamide (79-06-1) → acrylamide, potassium salt

Conditions	Yield
With potassium In ammonia at -40 - -33.5℃; Metallation;	99%

2-propenamide (79-06-1) + 2-acrylamido-2-methylpropanesulfonate of calcium → polymer; monomer(s): acrylamide; calcium 2-acrylamido-2-methylpropanesulfonate

Conditions	Yield
With sodium disulfite; potassium peroxomonosulphate; calcium chloride In water at 50℃; for 2h; pH=9; Product distribution; Kinetics; Further Variations:; Reagents;	99%

Thiazole-2-carbaldehyde (10200-59-6) + 2-propenamide (79-06-1) → 3-hydroxy-2-methylene-3-(thiazol-2-yl)propionamide

Conditions	Yield
With 1,4-diaza-bicyclo[2.2.2]octane In 1,4-dioxane; water at 20℃; for 12h; Baylis-Hillman reaction;	99%

bromobenzene (108-86-1) + 2-propenamide (79-06-1) → cinnamamide (621-79-4, 22031-64-7)

Conditions	Yield
With 2Br(1-)*C46H48N4O2(2+); palladium diacetate; sodium carbonate In N,N-dimethyl acetamide at 140℃; for 10h; Heck reaction; Inert atmosphere; stereoselective reaction;	99%
With tetrabutylammomium bromide; triethylamine In water; N,N-dimethyl-formamide at 110℃; for 4h; Heck Reaction; Green chemistry;	94%
With sodium acetate; {Pd[P(o-C6H4CH3)2(C6H4CH2)][OCOCH3]}2 In N,N-dimethyl acetamide at 140℃; for 20h; Heck arylation;	62%

piperidine (110-89-4) + 2-propenamide (79-06-1) → 1-piperidinepropanamide (4269-30-1)

Conditions	Yield
for 0.166667h; Michael Addition;	99%
With nickel(II) ferrite In water at 20℃; Michael Addition; Green chemistry;	97%
With graphene oxide In water at 20℃; for 0.0833333h; aza-Michael addition;	94%

Upstream product

• 109-78-4 3-Hydroxypropionitrile 
• 107-13-1 acrylonitrile 
• 115-11-7 isobutene 
• 7664-93-9 sulfuric acid 
• 565-00-4 dl-camphene 
• 107-11-9 1-amino-2-propene 
• 2651-43-6 3-hydroxypropionamide 
• 4441-33-2 3-(morpholin-4-yl)propionamide 
• 108-24-7 acetic anhydride 
• 102548-89-0 N-(triphenylmethyl)acrylamide 
• 15102-42-8 2,3-dibromopropionamide 
• 67-64-1 acetone 
• 141375-74-8 1-(2-Carbamoyl-ethyl)-4-morpholin-4-yl-pyridinium 
• 141375-76-0 4-Amino-3-bromo-1-(2-carbamoyl-ethyl)-pyridinium 

Downstream Products

• 22492-17-7 3-(1H-benzo[d]imidazol-1-yl)propanamide 
• 51757-85-8 bicyclo[2.2.1]hept-5-ene-2-carboxamide 
• 95-17-0 bicyclo[2.2.1]hept-5-ene-2-carboxamide 
• 20101-88-6 3-(N,N-dimethylamino)propylamide 
• 110-26-9 N,N'-Methylenebisacrylamide 
• 924-42-5 N-Methylolacrylamid 
• 19178-55-3 2-oxo-3(2H)-benzoxazolepropionamide 
• 58089-42-2 3-(N,N',N'-Trimethyl-hydrazino)-propionamide 
• 16328-30-6 N-(2,2,2-trichloro-1-hydroxy-ethyl)-acrylamide 
• 58089-44-4 3-(N'-Methyl-N'-phenyl-hydrazino)-propionamide 
• 120685-98-5 1',5',7',8'-tetrahydro-1'-(phenylmethyl)spiro<1,3-dioxolane-2,6'(2'H)-quinolin>-2'-one 
• 73625-85-1 6-(benzoyloxy)-3,4,5,6,7,8-hexahydro-1-(phenylmethyl)-2(1H)-quinolinone 
• 1119-29-5 4-methyl-pentanamide 
• 20069-71-0 (2E)-3-(4-nitrophenyl)acrylamide 

Relevant articles and documents

Reactivity of secondary N-alkyl acrylamides in Morita–Baylis–Hillman reactions

The Morita–Baylis–Hillman (MBH) reaction of secondary N-alkyl acrylamides, discarded up to now from investigations of the scope of activated alkenes, was studied. Optimization of the reaction conditions revealed that a balance must be found between activation of the MBH coupling reaction and that of the undesired competitive aldehyde Cannizzaro reaction. Using 3-Hydroxyquinuclidine (3-HQD) in a 1:1 water-2-MeTHF mixture provides the appropriate conditions that were applicable to a wide range of diversely substituted secondary N-alkyl acrylamides and aromatic aldehydes, giving rise to novel amide-containing MBH adducts under mild and clean conditions.

INTEGRATED METHODS AND SYSTEMS FOR PRODUCING AMIDE AND NITRILE COMPOUNDS

Provided herein are integrated methods and systems for the production of acrylamide and acrylonitrile compounds and other compounds from at least beta-lactones and/or beta-hydroxy amides.

Simultaneous generation of acrylamide, β-carboline heterocyclic amines and advanced glycation ends products in an aqueous Maillard reaction model system

The simultaneous formation of acrylamide; β-carboline heterocyclic amines (HAs): harmane and norharmane; and advanced glycation end products (AGEs) (Nε-(carboxymethyl)lysine (CML) and Nε-(carboxyethyl)lysine (CEL)) was analyzed based on an aqueous model system. The model systems included lysine–glucose (Lys/Glu), asparagine–glucose (Asn/Glu), tryptophan–glucose (Trp/Glu), and a mixture of these amino acids (Mix/Glu). Only AGEs were generated when heated at 100 °C, Asn and Trp competed with Lys for glucose and methylglyoxal (MGO), and glyoxal (GO) decreased AGE content. The k value of CML, CEL, and acrylamide decreased when heated at 130 °C, whereas that of harmane increased in the Mix/Glu, owing to the competition between Lys and Asn for glucose, GO, and MGO. Harmane preferably formed via the Pictet–Spengler condensation between Trp and acetaldehyde, which further reduced acrylamide formation via the acrolein pathway.