N-Benzylacrylamide supplier | CasNO.13304-62-6

Name
N-Benzylacrylamide
EINECS 603-701-5
CAS No. 13304-62-6
Article Data75
CAS DataBase
Density 1.031 g/cm³
Solubility
Melting Point 59-62 °C
Formula C₁₀H₁₁NO
Boiling Point 349.6 °C at 760 mmHg
Molecular Weight 161.203
Flash Point 205.3 °C
Transport Information
Appearance faintly yellow or white crytals
Safety 36
Risk Codes 20/21/22
Molecular Structure
Hazard Symbols
Synonyms Acrylamide,N-benzyl- (6CI,7CI,8CI);N-Benzyl-2-propenamide;
PSA 29.10000
LogP 1.87970

Synthetic route

: 100-44-7
benzyl chloride

: 814-68-6
acryloyl chloride

: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 2h;	99%

: 1826-67-1
vinyl magnesium bromide

: 3173-56-6
benzyl isothiocyanate

: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
With copper(ll) bromide In tetrahydrofuran at 20℃; for 0.00294444h; Inert atmosphere; Flow reactor;	99%

: 814-68-6
acryloyl chloride

: 100-46-9
benzylamine

: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
With potassium carbonate In water; acetone at 0℃; for 1h; Inert atmosphere;	98%
With triethylamine In dichloromethane at 0 - 20℃; for 12h;	97%
With potassium carbonate In water; acetone at 0℃; for 2.5h;	96%

: 100-46-9
benzylamine

A: 2675-94-7
N,N-diethylacrylamide

B: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
	A n/a B 98%
	A n/a B 98%

: 107-13-1
acrylonitrile

: 100-51-6
benzyl alcohol

: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
With sulfuric acid at 50℃; for 3h;	96.4%
With phosphorus pentoxide; silica gel at 90℃; for 3h; Ritter reaction;	90%
With sulfuric acid at 10 - 60℃;	86.8%
HY zeolite exchanged using rare earth chloride mixture at 100℃; for 24h; Addition;	61%
With sulfuric acid

: phenylmethylene diacrylate

: 100-46-9
benzylamine

: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
at 70℃; for 16h;	96%

: 107-13-1
acrylonitrile

: 100-51-6
benzyl alcohol

A: 2495-35-4
benzylacrylate

B: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
Stage #1: acrylonitrile; benzyl alcohol With trimethylsilyl trifluoromethanesulfonate at 20℃; for 65h; Pinner Imino Ether Synthesis; Stage #2: With water	A 4% B 90%

...Expand

: 590-92-1
3-Bromopropionic acid

: 100-46-9
benzylamine

: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
Multistep reaction;	89%

: 625-36-5
2-chloropropionyl chloride

: 100-46-9
benzylamine

A: 107-94-8
chloropropionic acid

B: 13304-62-6
N-benzylacrylamide

C: 501-68-8
Beclamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 100℃; for 0.0833333h; Temperature; Concentration;	A 6% B 5% C 89%

...Expand

: phenyl(pivaloyloxy)methyl acrylate

: 100-46-9
benzylamine

: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
at 70℃; for 16h;	76%

: 501-68-8
Beclamide

: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
With sodium hydride In hexane; N,N-dimethyl-formamide; mineral oil at 20℃; for 24h;	75%
With potassium hydroxide

: 80096-38-4
N-benzyl 3-methylthiopropionamide

: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
With Selectfluor In 1,4-dioxane at 110℃; for 12h; Schlenk technique; Sealed tube;	72%

: 79-10-7
acrylic acid

: 100-46-9
benzylamine

: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
Stage #1: acrylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.25h; Inert atmosphere; Stage #2: benzylamine With triethylamine In dichloromethane at 0 - 20℃; for 8h; Inert atmosphere;	70%
With fluorosulfonyl fluoride; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 5h;	57%
With 2-nitrophenyl thiocyanate; tributylphosphine In tetrahydrofuran
With thionyl chloride Yield given. Multistep reaction;

: 15438-67-2
(3-methoxypropyl)amide

: 100-46-9
benzylamine

: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
With sodium hydroxide	70%

: 107-18-6
allyl alcohol

: 100-46-9
benzylamine

: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
With oxygen; sodium hydroxide In tetrahydrofuran; water at 25℃; for 12h;	60%
With oxygen; sodium hydroxide In tetrahydrofuran; water at 25℃; for 12h; Green chemistry;	60%

: 107-13-1
acrylonitrile

: 100-51-6
benzyl alcohol

A: 103-50-4
dibenzyl ether

B: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
With Nafion-H at 120℃; for 24h; Ritter reaction;	A 31 % Chromat. B 56%

...Expand

: 292638-85-8
acrylic acid methyl ester

: 100-46-9
benzylamine

: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
In tetrahydrofuran at 30℃; for 168h; Candida antarctica lipase (CAL);	53%

: 5751-20-2
2-Methylthiouracil

: 1665-47-0
β-bromopropionic acid N-benzylamide

A: 13304-62-6
N-benzylacrylamide

B: 109389-01-7
4-(N-benzylcarbamoylethoxy)-2-methylthiopyrimidine

C: 3-(N-benzylcarbamoylethyl)-2-methylthiopyrimidin-4(3H)-one

Conditions

Conditions	Yield
With potassium hydroxide In N,N-dimethyl-formamide at 100℃; for 72h;	A 38% B 29% C 23%

...Expand

: 60355-32-0
(S)-thiirancarbocylic acid

: 100-46-9
benzylamine

: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
With dicyclohexyl-carbodiimide In dichloromethane	30%

: 6328-58-1
6-methyl-2-methylsulfanyl-3H-pyrimidin-4-one

: 1665-47-0
β-bromopropionic acid N-benzylamide

A: 13304-62-6
N-benzylacrylamide

B: 109389-03-9
4-(N-benzylcarbamoylethoxy)-6-methyl-2-methylthiopyrimidine

C: 3-(N-benzylcarbamoylethyl)-6-methyl-2-methylthiopyrimidin-4(3H)-one

Conditions

Conditions	Yield
With potassium hydroxide In N,N-dimethyl-formamide at 100℃; for 72h;	A 2.96 g B 2% C 21%

...Expand

: 79-10-7
acrylic acid

: 100-46-9
benzylamine

: 74-86-2
acetylene

: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
With tetracarbonyl nickel; toluene Edukt 4: CO;

...Expand

: C14H15N2P

: 79-10-7
acrylic acid

: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
In toluene Heating; Yield given;

: 109389-01-7
4-(N-benzylcarbamoylethoxy)-2-methylthiopyrimidine

A: 5751-20-2
2-Methylthiouracil

B: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
With sodium hydride; paraffin In tetrahydrofuran

: 109389-03-9
4-(N-benzylcarbamoylethoxy)-6-methyl-2-methylthiopyrimidine

A: 6328-58-1
6-methyl-2-methylsulfanyl-3H-pyrimidin-4-one

B: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
With sodium hydride; paraffin In tetrahydrofuran

: 124-38-9
carbon dioxide

: 1665-47-0
β-bromopropionic acid N-benzylamide

A: 13304-62-6
N-benzylacrylamide

B: 80578-25-2
3-benzyl-3,4,5,6-tetrahydro-2H-1,3-oxazine-2,4-dione

Conditions

Conditions	Yield
With oxygen; tetraethylammonium perchlorate In N,N-dimethyl-formamide Ambient temperature;	A 40 % Chromat. B 43 % Chromat.

...Expand

: 1665-47-0
β-bromopropionic acid N-benzylamide

A: 13304-62-6
N-benzylacrylamide

B: 80578-25-2
3-benzyl-3,4,5,6-tetrahydro-2H-1,3-oxazine-2,4-dione

Conditions

Conditions	Yield
With carbon dioxide; oxygen; tetraethylammonium perchlorate In N,N-dimethyl-formamide Ambient temperature;	A 40 % Chromat. B 43 % Chromat.

: 709041-58-7
N-acryloyloxy-N-benzyl-acrylamide

: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
With potassium carbonate

: 598-72-1
2-Bromopropionic acid

: 100-46-9
benzylamine

: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
Multistep reaction;

: 622-30-0
N-benzyl hydroxylalmine

: 13304-62-6
N-benzylacrylamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 79 percent / Et3N 2: K2CO3 View Scheme

: 13304-62-6
N-benzylacrylamide

: 5240-54-0
N1,N4-dibenzylfumaramide

Conditions

Conditions	Yield
tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane for 4h; Heating;	98%

: 13304-62-6
N-benzylacrylamide

: 101137-70-6
tert-butyl acetyl(benzyl)carbamate

: 1357356-16-1
t-butyl benzyl(5-(benzylamino)-5-oxopentan-2-yl)carbamate

Conditions

Conditions	Yield
Stage #1: tert-butyl acetyl(benzyl)carbamate With diisobutylaluminium hydride In tetrahydrofuran; hexane at -40℃; for 0.5h; Stage #2: With methanol In tetrahydrofuran; hexane for 0.5h; Stage #3: N-benzylacrylamide With samarium diiodide; boron trifluoride diethyl etherate In tetrahydrofuran; hexane; tert-butyl alcohol at -40℃; for 0.166667h; Michael addition;	95%

: 13304-62-6
N-benzylacrylamide

: 507-09-5
thioacetic acid

: 1445778-68-6
S-{3-oxo-3-[(phenylmethyl)amino]propyl}ethanethioate

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 12h; Michael Addition; Inert atmosphere; Reflux;	94%

: 13304-62-6
N-benzylacrylamide

: 6232-11-7
methyl 4-(aminomethyl)benzoate hydrochloride

: methyl 4-(((3-(benzylamino)-3-oxopropyl)amino)methyl)benzoate hydrochloride

Conditions

Conditions	Yield
With triethylamine In methanol for 24h; Reflux;	92%

: 13304-62-6
N-benzylacrylamide

: 140-29-4
phenylacetonitrile

: (5E)-1-benzyl-5-benzylidenepyrrolidin-2-one

Conditions

Conditions	Yield
With CoI2(dppe); water; zinc(II) iodide; zinc at 80℃; for 12h; Inert atmosphere; regioselective reaction;	91%

: 7652-46-2
Ac-Cys-OMe

: 13304-62-6
N-benzylacrylamide

: methyl N-acetyl-S-(3-phenylmethylamino-3-oxopropyl)-L-cysteinate

Conditions

Conditions	Yield
In water; tert-butyl alcohol at 37℃; pH=7.4; Inert atmosphere;	91%

: 13304-62-6
N-benzylacrylamide

: 75-05-8
acetonitrile

: 22568-12-3
1-benzyl-5-methylene-pyrrolidin-2-one

Conditions

Conditions	Yield
With CoI2(dppe); water; zinc(II) iodide; zinc at 80℃; for 12h; Inert atmosphere; regioselective reaction;	90%

: 1512-30-7
difluoromethylsulfonyl chloride

: 13304-62-6
N-benzylacrylamide

: N-benzyl-2-chloro-4,4-difluorobutanamide

Conditions

Conditions	Yield
With dipotassium hydrogenphosphate; [Cu(2,9-bis(4-methoxyphenyl)-1,10-phenanthroline)2]Cl In 1,2-dichloro-ethane at 100℃; Sealed tube; Inert atmosphere; Irradiation;	90%

allylcyclohexane: allylcyclohexane

: 13304-62-6
N-benzylacrylamide

: C17H23NO

Conditions

Conditions	Yield
With C47H62N2O3Ru In tetrahydrofuran at 25℃; for 36h; Alkene (Olefin) Metathesis; Inert atmosphere; Sealed tube; diastereoselective reaction;	90%

: 13304-62-6
N-benzylacrylamide

: N-acryloylbenzamide

Conditions

Conditions	Yield
With acetic anhydride; periodic acid; chromium(VI) oxide In acetonitrile at -10℃;	88%

: 13304-62-6
N-benzylacrylamide

: 1-benzyl-5-(N-benzylcarbamoyl)piperidin-2-one

Conditions

Conditions	Yield
With trimethylsilyl iodide; 1,1,1,3,3,3-hexamethyl-disilazane In dichloromethane at 20℃; for 2h; Michael reaction;	86%
With t-butyldimethylsiyl triflate; triethylamine; tert-butyl alcohol In 1,2-dichloro-ethane at 20℃; for 24h; Michael reaction;

: 922359-27-1
1-(6,7-dimethoxy-1-phenyl-3,4-dihydroisoquinolin-2(1H)-yl)pent-4-en-1-one

: 13304-62-6
N-benzylacrylamide

: C30H32N2O4

Conditions

Conditions	Yield
With C47H62N2O3Ru In tetrahydrofuran at 25℃; for 40h; Alkene (Olefin) Metathesis; Inert atmosphere; Sealed tube; diastereoselective reaction;	86%

: 109-74-0
propyl cyanide

: 13304-62-6
N-benzylacrylamide

: 1201921-17-6
(5E)-1-benzyl-5-propylidenepyrrolidin-2-one

Conditions

Conditions	Yield
With CoI2(dppe); water; zinc(II) iodide; zinc at 80℃; for 12h; Inert atmosphere; regioselective reaction;	83%

: 459-22-3
4-fluorophenylacetonitrile

: 13304-62-6
N-benzylacrylamide

: 1201921-11-0
(5E)-1-benzyl-5-(4-fluorobenzylidene)pyrrolidin-2-one

Conditions

Conditions	Yield
With CoI2(dppe); water; zinc(II) iodide; zinc at 80℃; for 12h; Inert atmosphere; regioselective reaction;	83%

: 13304-62-6
N-benzylacrylamide

: 7113-02-2
2-phenyl-1,3-thiazole-4-carboxylic acid methyl ester

: methyl 5-(3-benzylamino-3-oxoprop-1-en-1-yl)-2-phenylthiazole-4-carboxylate

Conditions

Conditions	Yield
With silver(I) acetate; palladium diacetate In dimethyl sulfoxide; N,N-dimethyl-formamide at 115℃; for 48h; Heck reaction;	83%

: 13304-62-6
N-benzylacrylamide

: 73220-42-5
3-iodo-7-methoxy-chromen-4-one

: 1412410-79-7
(E)-N-benzyl-3-(7-methoxy-4-oxo-4H-chromen-3-yl)acrylamide

Conditions

Conditions	Yield
With palladium diacetate; triethylamine In N,N-dimethyl-formamide at 100℃; for 0.116667h; Heck Reaction; Microwave irradiation;	82%
With palladium diacetate; triethylamine In N,N-dimethyl-formamide at 80℃; for 0.0833333h; Heck Reaction; Microwave irradiation; Green chemistry;

: 132-75-2
naphthalen-1-ylacetonitrile

: 13304-62-6
N-benzylacrylamide

: 1201921-12-1
(5E)-1-benzyl-5-(1-naphthylmethylene)pyrrolidin-2-one

Conditions

Conditions	Yield
With CoI2(dppe); water; zinc(II) iodide; zinc at 80℃; for 12h; Inert atmosphere; regioselective reaction;	81%

: 13304-62-6
N-benzylacrylamide

: 205122-64-1
(S)-N-benzyl 2,3-dihydroxypropionamide

Conditions

Conditions	Yield
With methanesulfonamide; AD-mix-β In water; tert-butyl alcohol at 0℃; for 48h; Sharpless Dihydroxylation;	80%

: 13304-62-6
N-benzylacrylamide

: 5720-05-8
4-methylphenylboronic acid

: C17H18FNO

Conditions

Conditions	Yield
With 1,10-Phenanthroline; 4-tert-Butylcatechol; palladium diacetate; N-fluorobis(benzenesulfon)imide In dichloromethane; water at 20 - 25℃; for 20h; Inert atmosphere;	80%

: 821-09-0
n-Pent-4-enyl alcohol

: 13304-62-6
N-benzylacrylamide

: (Z)-N-benzyl-6-hydroxyhex-2-enamide

: 7766-50-9
1-undecen-11-ylbromide

: 13304-62-6
N-benzylacrylamide

: C19H28BrNO

Conditions

Conditions	Yield
With C47H62N2O3Ru In tetrahydrofuran at 25℃; for 24h; Alkene (Olefin) Metathesis; Inert atmosphere; Sealed tube; diastereoselective reaction;	80%

N-Benzylacrylamide Chemical Properties

Molecular Structure of N-Benzylacrylamide (CAS NO.13304-62-6):

IUPAC Name: N-benzylprop-2-enamide
Empirical Formula: C₁₀H₁₁NO
Molecular Weight: 161.2004
H bond acceptors: 2
H bond donors: 1
Freely Rotating Bonds: 3
Polar Surface Area: 20.31Å²
Index of Refraction: 1.531
Molar Refractivity: 48.41 cm³
Molar Volume: 156.2 cm³
Surface Tension: 36.9 dyne/cm
Density: 1.031 g/cm³
Flash Point: 205.3 °C
Enthalpy of Vaporization: 59.41 kJ/mol
Boiling Point: 349.6 °C at 760 mmHg
Vapour Pressure: 4.67E-05 mmHg at 25°C
Melting point: 59-62°C
BRN: 2690053
InChI
InChI=1/C10H11NO/c1-2-10(12)11-8-9-6-4-3-5-7-9/h2-7H,1,8H2,(H,11,12)
Smiles
C(NCc1ccccc1)(C=C)=O
Product Categories: monomer

N-Benzylacrylamide Safety Profile

Risk Statements: 20/21/22
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 36
S36:Wear suitable protective clothing.

N-Benzylacrylamide Specification

N-Benzylacrylamide , with CAS number of 13304-62-6, can be called 2-propenamide, N-(phenylmethyl)- .

Product Name

N-Benzylacrylamide

Synthetic route

N-Benzylacrylamide Chemical Properties

N-Benzylacrylamide Safety Profile

N-Benzylacrylamide Specification

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