N-(2-Hydroxyethyl)acrylamide supplier

Name
N-(2-Hydroxyethyl)acrylamide, HEAA
EINECS
CAS No. 7646-67-5
Article Data22
CAS DataBase
Density 1.05 g/cm³
Solubility Soluble in water
Melting Point
Formula C₅H₉NO₂
Boiling Point 328.476 °C at 760 mmHg
Molecular Weight 115.132
Flash Point 152.457 °C
Transport Information
Appearance
Safety 26
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms 2-Propenamide, N-(2-hydroxyethyl)-;
PSA 49.33000
LogP -0.32820

Synthetic route

: C7H15NO3

: 7646-67-5
N-hydroxyethylacrylamide

Conditions

Conditions	Yield
With 4-methoxy-phenol; potassium hydroxide In glycerol at 200℃; Pyrolysis;	95%

: β-hydroxyethylamino-N-hydroxyethylpropionic acid amide

: 7646-67-5
N-hydroxyethylacrylamide

Conditions

Conditions	Yield
With 4,4'-butylidenebis(6-tert-butyl-m-cresol); copper(II) bis(trifluoromethanesulfonate) at 140℃; for 8h; Inert atmosphere;	94%
With sulfuric acid; 4-methoxy-phenol at 180 - 220℃; under 450.045 Torr; for 6h;

: 141-43-5
ethanolamine

: 814-68-6
acryloyl chloride

: 7646-67-5
N-hydroxyethylacrylamide

Conditions

Conditions	Yield
In chloroform at 0℃; for 2h;	87%
With potassium hydroxide In methanol at 0℃;	73%
In chloroform 1.) 0 deg C, 28 min; 2.) 25 deg C, 1 h;	70%

: N-morpholinopropionylethanolamine

: 108-24-7
acetic anhydride

A: 1696-20-4
4-acetylmorpholine

B: 7646-67-5
N-hydroxyethylacrylamide

Conditions

Conditions	Yield
Stage #1: N-morpholinopropionylethanolamine; 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 67% B 81.7%

...Expand

: N-hydroxyethyl norborn-5-ene-2-carboxamide

A: 7646-67-5
N-hydroxyethylacrylamide

B: 542-92-7
cyclopenta-1,3-diene

Conditions

Conditions	Yield
at 260 - 440℃; under 30.003 - 39.979 Torr; for 41h; Product distribution / selectivity; Gaseous-phase pyrolysis; Continuous reaction;	A 80.7% B n/a

: 2051-76-5
acrylic acid anhydride

: 141-43-5
ethanolamine

: 7646-67-5
N-hydroxyethylacrylamide

Conditions

Conditions	Yield
Stage #1: ethanolamine With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 10H-phenothiazine In acetonitrile Electric arc; Stage #2: acrylic acid anhydride In acetone at 25 - 50℃; for 2h; Solvent;	76%

: ((2-aminoethyl)acrylate)methyl isobutyl ketimine

: 7646-67-5
N-hydroxyethylacrylamide

Conditions

Conditions	Yield
With water; 4-methoxy-phenol In methanol at 20℃; for 3h;	13.4%

: 141-43-5
ethanolamine

: 79-10-7
acrylic acid

: 7646-67-5
N-hydroxyethylacrylamide

Conditions

Conditions	Yield
With 1,2-dichloro-ethane; tetracarbonyl nickel; acetylene Reagens 4:Kohlenmonoxid;

: 477572-64-8
N-{2-[(2-acryloylamino-ethoxy)-(4-methoxy-phenyl)-methoxy]-ethyl}-acrylamide

A: 7646-67-5
N-hydroxyethylacrylamide

B: 123-11-5
4-methoxy-benzaldehyde

Conditions

Conditions	Yield
With water In tetrahydrofuran pH=5.0; Kinetics; Further Variations:; pH-values;

: 141-43-5
ethanolamine

: 814-68-6
acryloyl chloride

A: 2-methacrylethylacrylamide

B: 7646-67-5
N-hydroxyethylacrylamide

Conditions

Conditions	Yield
In chloroform

...Expand

: N-acryloyl-2,2-dimethyl-1,3-oxazolidine

: 7646-67-5
N-hydroxyethylacrylamide

Conditions

Conditions	Yield
With hydrogen chloride In water-d2

: C13H28N2O2

: 7646-67-5
N-hydroxyethylacrylamide

Conditions

Conditions	Yield
With sulfuric acid	497 g
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical at 150℃; under 52.5053 Torr; for 48h; Inert atmosphere; Ionic liquid;

: N-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethyl)acrylamide

A: 694-54-2
tetrahydro-2H-2-pyranol

B: 4221-03-8
5-hydroxypentanal

C: 7646-67-5
N-hydroxyethylacrylamide

Conditions

Conditions	Yield
With water; 4-methoxy-phenol In aq. phosphate buffer at 37℃; pH=5; Kinetics;

...Expand

: N-hydroxyethyl norborn-5-ene-2-carboxamide

: 7646-67-5
N-hydroxyethylacrylamide

Conditions

Conditions	Yield
With 4-methoxy-phenol at 400 - 440℃; under 30.003 - 60.006 Torr; Pyrolysis;

: C19H19NO2

: 7646-67-5
N-hydroxyethylacrylamide

Conditions

Conditions	Yield
With iron(III) chloride; 10H-phenothiazine at 150℃;	8.56 g

: 7646-67-5
N-hydroxyethylacrylamide

: 473449-32-0
Trichloroacetimidate 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-α/β-D-galactopyranosyl)-α/β-D-glucopyranoside

: 1318074-08-6
2-(N-acryloylamino)ethyl (2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

Conditions

Conditions	Yield
Stage #1: N-hydroxyethylacrylamide; Trichloroacetimidate 2,3,6-tri-O-benzoyl-4-O-(2,3,4,6-tetra-O-benzoyl-α/β-D-galactopyranosyl)-α/β-D-glucopyranoside In dichloromethane at 20℃; for 0.5h; Molecular sieve; Inert atmosphere; Stage #2: With boron trifluoride diethyl etherate In dichloromethane at 0℃; for 1.53333h; Inert atmosphere;	98%

: 67-56-1
methanol

: 7646-67-5
N-hydroxyethylacrylamide

: 201230-82-2
carbon monoxide

: dimethyl 2-((2-hydroxyethyl)carbamoyl)succinate

Conditions

Conditions	Yield
With palladium(II) trifluoroacetate; N,N'-bis(2,6-dimethylphenyl)butane-2,3-diimine; toluene-4-sulfonic acid; p-benzoquinone In tetrahydrofuran at 20℃; under 3000.3 Torr; for 67h; Autoclave;	98%

...Expand

: 7646-67-5
N-hydroxyethylacrylamide

: 814-68-6
acryloyl chloride

: 41233-99-2
2-(acrylamido)ethyl acrylate

Conditions

Conditions	Yield
With triethylamine In chloroform at 0 - 20℃; Inert atmosphere;	95%
With triethylamine In dichloromethane at -10 - 20℃; for 2h; Inert atmosphere;	66%
With triethylamine In chloroform for 17h; Ambient temperature;	50%

: 7646-67-5
N-hydroxyethylacrylamide

: 461642-78-4
2-dodecylsulfanylthiocarbonylsulfanyl-2-methyl-propionic acid

: C142H257N25O52S3

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In dimethyl sulfoxide at 60℃; for 24h;	94%

: 110-87-2
3,4-dihydro-2H-pyran

: 7646-67-5
N-hydroxyethylacrylamide

: N-(2-((tetrahydro-2H-pyran-2-yl)oxy)ethyl)acrylamide

Conditions

Conditions	Yield
With camphor-10-sulfonic acid In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;	85%
With camphor-10-sulfonic acid In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;	85%

: 7646-67-5
N-hydroxyethylacrylamide

: 62839-65-0
12-(methacrylolamino)dodecanoic acid

12-methacrylamidododecanoic acid/N-hydroxyethylacrylamide copolymer: 12-methacrylamidododecanoic acid/N-hydroxyethylacrylamide copolymer

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile) In methanol at 60℃; for 21h;	84.5%

: 7646-67-5
N-hydroxyethylacrylamide

: 1-(benzyloxy)-6-bromo-N-(2,4-difluorobenzyl)-4-((2,4-dimethoxybenzyl)amino)-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamide

: (E)-1-(benzyloxy)-N-(2,4-difluorobenzyl)-4-((2,4-dimethoxybenzyl)amino)-6-(3-((2-hydroxyethyl)amino)-3-oxoprop-1-en-1-yl)-2-oxo-1,2-dihydro-1,8-naphthyridine-3-carboxamide

Conditions

Conditions	Yield
With palladium diacetate; triethylamine In N,N-dimethyl-formamide at 100℃; for 5h; Heck Reaction;	84%

: 74124-79-1
di(succinimido) carbonate

: 7646-67-5
N-hydroxyethylacrylamide

: 1394033-15-8
2-(succinimidyl carbonate)ethyl acrylamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide; acetonitrile for 16h;	80%
In N,N-dimethyl-formamide; acetonitrile for 16h;	80%

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

: 7646-67-5
N-hydroxyethylacrylamide

: C8H8Cl2N4O2

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0 - 20℃; for 16h;	80%

: 3917-15-5
allyl vinyl ether

: 7646-67-5
N-hydroxyethylacrylamide

: N-(2-(1-(allyloxy)ethoxy)ethyl)acrylamide

Conditions

Conditions	Yield
Stage #1: N-hydroxyethylacrylamide With pyridinium p-toluenesulfonate In dichloromethane at 0℃; for 0.5h; Stage #2: allyl vinyl ether In dichloromethane at 0 - 20℃;	75%
With pyridinium p-toluenesulfonate In dichloromethane at 0 - 20℃;

: 7646-67-5
N-hydroxyethylacrylamide

: 920-46-7
Methacryloyl chloride

: 2-(acryloylamino)-2-ethyl methacrylate

Conditions

Conditions	Yield
With pyridine; 4-methoxy-phenol In tetrahydrofuran at 5 - 20℃; for 13h;	74%
With 4-methoxy-phenol; triethylamine In tetrahydrofuran at -10 - 20℃; for 26h;	73.3%
With 4-methoxy-phenol; triethylamine In tetrahydrofuran at -10 - 20℃; for 26h;	73.3%

: 953795-87-4
3,4,6-tri-O-benzoyl-β-D-mannopyranose-1,2-(prop-2-ynyl orthobenzoate)

: 7646-67-5
N-hydroxyethylacrylamide

A: 1202868-30-1
2-propynyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside

B: 1318073-99-2
2-(acrylamido)ethyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside

Conditions

Conditions	Yield
With trimethylsilyl trifluoromethanesulfonate	A 70% B 10%

...Expand

: 7646-67-5
N-hydroxyethylacrylamide

: 2492-87-7
4-nitrophenyl-β-D-glucoside

A: 2280-44-6
D-Glucose

B: 100-02-7
4-nitro-phenol

C: 156884-56-9
N-acryloyl-2-aminoethyl β-D-glucopyranoside

Conditions

Conditions	Yield
With β-glucosidase In water at 50℃; for 1h; Ionic liquid; Enzymatic reaction;	A n/a B n/a C 68%

...Expand

: 75-77-4
chloro-trimethyl-silane

: 7646-67-5
N-hydroxyethylacrylamide

: C8H17NO2Si

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 13h; Inert atmosphere;	68%

: 1191-99-7
2,3-dihydro-2H-furan

: 7646-67-5
N-hydroxyethylacrylamide

: N-(2-((tetrahydro-2H-furan-2-yl)oxy)ethyl)acrylamide

Conditions

Conditions	Yield
With camphor-10-sulfonic acid In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere;	68%

: 736969-78-1
2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1-4)-1,2,3,6-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate

: 7646-67-5
N-hydroxyethylacrylamide

: 2-(N-acryloylamino)ethyl (2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzoyl-β-D-glucopyranoside

Conditions

Conditions	Yield
Stage #1: 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranosyl-(1-4)-1,2,3,6-tetra-O-benzoyl-D-glucopyranosyl trichloroacetimidate; N-hydroxyethylacrylamide In dichloromethane at 20℃; for 0.5h; Molecular sieve; Inert atmosphere; Stage #2: With boron trifluoride diethyl etherate In dichloromethane at 0℃; for 1.53333h; Inert atmosphere;	65%

: 7646-67-5
N-hydroxyethylacrylamide

: 96-97-9
5-nitrosalicylic acid

: 2-acrylamidoethyl 2-hydroxy-5-nitrobenzoate

Conditions

Conditions	Yield
Stage #1: N-hydroxyethylacrylamide; 5-nitrosalicylic acid With dmap In tetrahydrofuran for 1.5h; Inert atmosphere; Stage #2: With diisopropyl-carbodiimide In tetrahydrofuran at 0 - 20℃; for 19h; Inert atmosphere;	63%

: 7646-67-5
N-hydroxyethylacrylamide

: 10378-06-0, 20757-53-3, 35954-65-5, 123483-77-2, 134308-33-1
2-methyl-(3,4,6-tri-O-acetyl-1,2-dideoxy-α-D-glucopyranoso)[1,2-d]-2-oxazoline

: 2-acrylamidoethyl 3,4,6-tri-O-acetyl-2-acetamide-2-deoxy-β-D-glucopyranoside

Conditions

Conditions	Yield
With [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid In 1,2-dichloro-ethane at 90℃; for 2h;	61.4%

: 1487-15-6
2-Methyl-4,5-dihydrofuran

: 7646-67-5
N-hydroxyethylacrylamide

: N-(2-((2-methyltetrahydrofuran-2-yl)oxy)ethyl)acrylamide

Conditions

Conditions	Yield
With camphor-10-sulfonic acid In dichloromethane at 0 - 20℃; for 3.5h; Molecular sieve;	58%

: 15074-61-0
pyridine-3,5-dicarbonyl dichloride

: 7646-67-5
N-hydroxyethylacrylamide

: C17H19N3O6

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 2h; Schlenk technique; Inert atmosphere;	55%

: 7646-67-5
N-hydroxyethylacrylamide

: 4163-65-9
per-O-acetyl-α-D-mannopyranose

: 1254975-44-4
2'-acrylamidoethyl-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃; for 48h;	52%

: 3739-94-4
2,6-Pyridinedicarbonyl dichloride

: 7646-67-5
N-hydroxyethylacrylamide

: bis(2-acrylamidoethyl) pyridine-2,6-dicarboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 2h; Schlenk technique; Inert atmosphere;	49%

: 7646-67-5
N-hydroxyethylacrylamide

: 121238-27-5
2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate

: 1254975-44-4
2'-acrylamidoethyl-2,3,4,6-tetra-O-acetyl-α-D-mannopyranoside

Conditions

Conditions	Yield
Stage #1: 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl trichloroimidate With boron trifluoride diethyl etherate In dichloromethane at 0℃; for 0.75h; Inert atmosphere; Stage #2: N-hydroxyethylacrylamide In dichloromethane Inert atmosphere;	48%

: 7646-67-5
N-hydroxyethylacrylamide

: 77-76-9
2,2-dimethoxy-propane

: N-acryloyl-2,2-dimethyl-1,3-oxazolidine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In tetrahydrofuran at 20℃; for 24h;	46%

N-(2-Hydroxyethyl)acrylamide Specification

The N-(2-Hydroxyethyl)acrylamide, with the CAS registry number 7646-67-5, is also known as 2-Propenamide, N-(2-hydroxyethyl)-. This chemical's molecular formula is C₅H₉NO₂ and molecular weight is 115.13. What's more, its systematic name is the same with its product name.

Physical properties about this chemical are: (1)ACD/LogP: -1.372; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.37; (4)ACD/LogD (pH 7.4): -1.37; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 4.27; (8)ACD/KOC (pH 7.4): 4.27; (9)#H bond acceptors: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 49.33 Å²; (13)Index of Refraction: 1.461; (14)Molar Refractivity: 30.098 cm³; (15)Molar Volume: 109.605 cm³; (16)Polarizability: 11.932×10^-24cm³; (17)Surface Tension: 36.735 dyne/cm; (18)Density: 1.05 g/cm³; (19)Flash Point: 152.457 °C; (20)Enthalpy of Vaporization: 66.155 kJ/mol; (21)Boiling Point: 328.476 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

When you are dealing with this chemical, you should be very careful. This chemical may cause damage to health and it is harmful if swallowed. This chemical is irritating to eyes, respiratory system and skin. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(\C=C)NCCO
(2) InChI: InChI=1S/C5H9NO2/c1-2-5(8)6-3-4-7/h2,7H,1,3-4H2,(H,6,8)
(3) InChIKey: UUORTJUPDJJXST-UHFFFAOYSA-N

Product Name

N-(2-Hydroxyethyl)acrylamide, HEAA

Synthetic route

N-(2-Hydroxyethyl)acrylamide Specification

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