Product Name

  • Name

    Benzylamine

  • EINECS 202-854-1
  • CAS No. 100-46-9
  • Article Data960
  • CAS DataBase
  • Density 0.979 g/cm3
  • Solubility Soluble in water
  • Melting Point -30 °C
  • Formula C7H9N
  • Boiling Point 185 °C at 760 mmHg
  • Molecular Weight 107.155
  • Flash Point 60 °C
  • Transport Information UN 2735 8/PG 2
  • Appearance colourless liquid with an ammoniacal odour
  • Safety 26-36/37/39-45
  • Risk Codes 21/22-34
  • Molecular Structure Molecular Structure of 100-46-9 (Benzylamine)
  • Hazard Symbols CorrosiveC
  • Synonyms phenylmethanamine;1-phenylmethanamine;Monobenzylamine;.omega.-Aminotoluene;benzylazanium;(Phenylmethyl)amine;benzenemethanamine;.alpha.-Aminotoluene;Benzylamine(BA);Benzyl amine;N-Benzylamine;Benzylamine 99%;
  • PSA 26.02000
  • LogP 1.84560

Synthetic route

benzyl azide
622-79-7

benzyl azide

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With Zn(BH4)2(Ph3P)2 In tetrahydrofuran for 0.25h; Reduction; Heating;100%
With sodium tetrahydroborate; tin bis(1,2-benzenedithiolate) In tetrahydrofuran; phosphate buffer at 10℃; for 0.5h; pH=10; Product distribution; Further Variations:; pH-values; Solvents; Reduction;100%
With (Sn(SPh)3)(Et3N) In benzene at 15℃; for 0.0833333h;99%
benzonitrile
100-47-0

benzonitrile

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With lithium borohydride; 9-methoxy-9-BBN In diethyl ether at 25℃; for 5h; Product distribution; rate of reduction;100%
With borane N-ethyl-N-isopropylaniline complex In tetrahydrofuran for 0.1h; Heating;100%
With hydrogen; palladium In methanol at 20℃; for 432h;100%
benzyl carbamic acid allyl ester
104669-74-1

benzyl carbamic acid allyl ester

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With diethylamine; palladium diacetate; trisodium tris(3-sulfophenyl)phosphine In water; acetonitrile for 0.166667h; Ambient temperature;100%
Allylbenzylamine
4383-22-6

Allylbenzylamine

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With Thiosalicylic acid; 1,4-di(diphenylphosphino)-butane; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 60℃; for 0.5h; effect of temperature on deprotection of various primary and secondary allylamines;100%
With Thiosalicylic acid; 1,4-di(diphenylphosphino)-butane; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 60℃; for 0.5h;100%
With polymethylhydrosiloxane; zinc(II) chloride; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 20℃;92%
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); diisobutylaluminium hydride In toluene for 1h; Ambient temperature;66%
N,N-di-2-propenylbenzylamine
4383-26-0

N,N-di-2-propenylbenzylamine

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With Thiosalicylic acid; 1,4-di(diphenylphosphino)-butane; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 60℃; for 0.5h;100%
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); diisobutylaluminium hydride In toluene for 1h; Ambient temperature;79%
N-tert-butoxycarbonylbenzylamine
42116-44-9

N-tert-butoxycarbonylbenzylamine

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With methanol; Acetyl bromide In dichloromethane at 25℃; for 0.333333h;100%
With 3-butyl-l-methyl-1H-imidazol-3-iumtrifloroacetate In 1,4-dioxane; water at 80 - 82℃; for 4h;98%
With nitric acid In dichloromethane at 0℃; for 1h;95%
N-benzyl-2,4-dinitro-benzenesulfonamide

N-benzyl-2,4-dinitro-benzenesulfonamide

A

S-(2,4-Dinitrophenyl)-cystein
3165-76-2

S-(2,4-Dinitrophenyl)-cystein

B

sulfur dioxide
7446-09-5

sulfur dioxide

C

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
In aq. phosphate buffer for 0.5h; pH=7.4;A n/a
B 100%
C n/a
(benzylimino)triphenylphosphorane
52826-45-6

(benzylimino)triphenylphosphorane

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With phenylsilane In toluene at 111℃; for 12h;100%
benzaldehyde
100-52-7

benzaldehyde

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With ammonia; hydrogen In methanol at 90℃; under 15001.5 Torr; for 4h; Solvent; Temperature; Pressure; Autoclave;99.7%
With Candida boidinii formate dehydrogenase; Geobacillus stearothermophilus ε‐deaminating L‐lysine dehydrogenase variant 1; nicotinamide adenine dinucleotide In aq. buffer at 30℃; for 24h; pH=8.5; Reagent/catalyst; Enzymatic reaction;99%
With ammonium hydroxide; hydrogen In ethanol at 130℃; under 7500.75 Torr; for 12h; Autoclave;96.9%
N-benzyl-p-toluenesulfonamide
1576-37-0

N-benzyl-p-toluenesulfonamide

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
Stage #1: N-benzyl-p-toluenesulfonamide With n-butyllithium In tetrahydrofuran at 0℃;
Stage #2: With naphthalene; lithium In tetrahydrofuran at -78 - 20℃;
99%
Stage #1: N-benzyl-p-toluenesulfonamide With n-butyllithium In tetrahydrofuran at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: With naphthalene; lithium In tetrahydrofuran at -78 - 25℃;
Stage #3: With water In tetrahydrofuran
99%
With naphthalene; water; lithium 1.) THF, -78 deg C, 2 h; Yield given. Multistep reaction;
4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine
383865-57-4

4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine

A

1-Benzyl-3-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-urea

1-Benzyl-3-(4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-urea

B

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
A 99%
B n/a
N-benzylformamide
6343-54-0

N-benzylformamide

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With sodium ethanolate In methanol at 80℃; for 2h;99%
With sodiumsulfide nonahydrate In water at 100℃; for 12h;86%
Multi-step reaction with 2 steps
1: 3 h / Reflux
2: triphenylphosphine; triethylamine / dichloromethane; tetrachloromethane / 4 h / Reflux; Inert atmosphere
View Scheme
1-nitro-1-phenylmethane
622-42-4

1-nitro-1-phenylmethane

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen; ammonium formate In methanol under 2068.65 Torr; Flow reactor;98%
With palladium on activated charcoal; tetrabutylammomium bromide; water; sodium hydroxide; silicon at 100℃; for 6h; Reagent/catalyst;94%
With hydrazine hydrate In dichloromethane at 20℃; for 1h;71%
benzylammonium O-ethylstyrylphosphonate
122954-29-4

benzylammonium O-ethylstyrylphosphonate

A

styrylphosphonic acid ethylester
5849-49-0

styrylphosphonic acid ethylester

B

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With sodium hydroxide at 20℃; for 0.5h;A 98%
B 83%
1-phenyl-N-tritylethanamine
3378-73-2

1-phenyl-N-tritylethanamine

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With ammonium cerium (IV) nitrate; water; acetic acid In dichloromethane at 20℃; for 7.5h; Inert atmosphere;98%
With water; ytterbium(III) triflate In tetrahydrofuran at 20℃; Product distribution; Further Variations:; Catalysts; Reagents; Hydrolysis;93%
2-(benzylamino-methylene)-malonic acid diethyl ester
54535-21-6

2-(benzylamino-methylene)-malonic acid diethyl ester

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With ethylenediamine In ethanol at 20℃; for 0.75h;98%
N-benzyl-3,3-dimethoxypropylsulfonamide

N-benzyl-3,3-dimethoxypropylsulfonamide

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
Stage #1: N-benzyl-3,3-dimethoxypropylsulfonamide With p-toluenesulfonic acid monohydrate In water; acetone at 0 - 20℃; for 6h;
Stage #2: With sodium hydroxide In methanol; water; acetone at 0 - 20℃; for 1.08333h;
98%
Benzaldoxime
932-90-1

Benzaldoxime

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With sodium hydrogensulfate monohydrate; molybdenum(V) chloride; sodium cyanoborohydride In N,N-dimethyl-formamide for 1.5h; Reflux;96%
With sodium tetrahydroborate at 20℃; for 0.0333333h; neat (no solvent, solid phase);94%
With iron oxide; zirconium(IV) chloride; sodium cyanoborohydride In neat (no solvent) at 75 - 80℃; for 0.25h; Reagent/catalyst; Temperature;93%
benzyl alcohol
100-51-6

benzyl alcohol

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With sodium azide; triphenylphosphine In dichloromethane; N,N-dimethyl-formamide at 90℃; for 4h; Substitution; Mitsunobu reaction; Staudinger reaction;96%
With ammonia In toluene at 110℃; under 5250.53 Torr; for 20h;91%
With (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); ammonia; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In tert-Amyl alcohol at 140℃; for 20h; Inert atmosphere; Cooling;87%
4-allyloxy-benzonitrile
33148-47-9

4-allyloxy-benzonitrile

A

4-cyanophenyl propyl ether
60758-84-1

4-cyanophenyl propyl ether

B

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal; ethylenediamine In tetrahydrofuran at 20℃; for 24h; atmospheric pressure;A 96%
B n/a
benzyl bromide
100-39-0

benzyl bromide

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With 5-methyl-1,3,4-thiadiazol-2-amine; triethylamine In ethanol; water at 25℃; for 1h;96%
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran / Inert atmosphere
1.2: 8 h / Inert atmosphere
1.3: 2 h / 60 °C / Inert atmosphere
2.1: titanium(III) chloride; water / tetrahydrofuran / pH 10 / Reflux; Alkaline aq. solution; Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 80 °C
2: hydrogenchloride / water / 3 h / 100 °C
View Scheme
Multi-step reaction with 2 steps
1.1: potassium carbonate / 1 h / Milling
1.2: 1 h / Milling
2.1: ethylenediamine / neat (no solvent) / Milling
View Scheme
methyl N-benzylcarbamate
5817-70-9

methyl N-benzylcarbamate

A

methanol
67-56-1

methanol

B

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With C25H19BrMnN2O2P; potassium tert-butylate; hydrogen In toluene at 130℃; under 15001.5 Torr; for 48h;A 98 %Spectr.
B 96%
N-benzyl-2,2,2-trifluoroacetamide
7387-69-1

N-benzyl-2,2,2-trifluoroacetamide

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With potassium hydroxide at 20℃; for 0.25h;95%
2-hydroxy-N-(benzyl)benzylamine
5001-26-3

2-hydroxy-N-(benzyl)benzylamine

A

C21H18O3

C21H18O3

B

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
at 220℃; under 10 Torr; for 0.0833333h; Product distribution; pyrolysis without solvent, isolated as sulfate;A n/a
B 95%
1-naphthylmethyl N-benzyl carbamate

1-naphthylmethyl N-benzyl carbamate

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With ammonium formate; 1,2-bis-(diphenylphosphino)ethane; bis(dibenzylideneacetone)-palladium(0) In dimethyl sulfoxide at 80℃; for 12h; deprotection;95%
ethyl N-benzylcarbamate
2621-78-5

ethyl N-benzylcarbamate

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With ammonium bromide; 3-azapentane-1,5-diamine at 110℃; for 5h; Temperature; Microwave irradiation;95%
N-benzylphthalimide
2142-01-0

N-benzylphthalimide

A

phthalyl alcohol
612-14-6

phthalyl alcohol

B

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With [RuCl2(2-(diphenylphosphino)-N-((6-((diphenylphosphino)methyl)pyridin-2-yl)methyl)ethan-1-amine)]; potassium tert-butylate; hydrogen In tetrahydrofuran at 100℃; under 37503.8 Torr; for 20h; Catalytic behavior; Autoclave; chemoselective reaction;A 95%
B 87%
With C25H19BrMnN2O2P; potassium tert-butylate; hydrogen In tetrahydrofuran at 130℃; under 22502.3 Torr; for 48h; Mechanism; Inert atmosphere; Glovebox; Autoclave; Green chemistry;A 94%
B 92%
With [Ru(PtBuNNHtBu)H(CO)Cl]; potassium tert-butylate; hydrogen In tetrahydrofuran at 110℃; under 15001.5 Torr; for 24h; Autoclave;
With C25H19BrMnN2O2P; potassium tert-butylate; hydrogen In 1,4-dioxane at 130℃; under 22502.3 Torr; for 48h; Catalytic behavior; Solvent; Reagent/catalyst; Pressure; Inert atmosphere; Glovebox; Autoclave; Green chemistry;A 92 %Spectr.
B 97 %Spectr.
benzyl chloride
100-44-7

benzyl chloride

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; ammonium hydroxide In PEG1000-DIL; methyl cyclohexane at 60℃; for 3h;94%
With 5-methyl-1,3,4-thiadiazol-2-amine; triethylamine In ethanol; water at 25℃; for 1h; Reagent/catalyst;94%
With hydrogenchloride; potassium hydride; 1,1,3,3-tetramethyldisilazane In tetrahydrofuran at 0 - 25℃; multistep selective monoamination reaction of various alkyl halides;88%
N-benzyl-2,2,6,6-tetramethyl-2,6-disilapiperidine
119592-74-4

N-benzyl-2,2,6,6-tetramethyl-2,6-disilapiperidine

benzylamine
100-46-9

benzylamine

Conditions
ConditionsYield
In hydrogenchloride for 8h; Heating;94%
4-methyleneoxetan-2-one
674-82-8

4-methyleneoxetan-2-one

benzylamine
100-46-9

benzylamine

N-benzyl-3-oxobutanamide
882-36-0

N-benzyl-3-oxobutanamide

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃;100%
In dichloromethane at 0 - 20℃;100%
In dichloromethane at 0 - 20℃;100%
4-butanolide
96-48-0

4-butanolide

benzylamine
100-46-9

benzylamine

N-benzyl-4-hydroxybutanamide
19340-88-6

N-benzyl-4-hydroxybutanamide

Conditions
ConditionsYield
With bis(trifluoromethane)sulfonimide lithium In chloroform at 85℃; for 40h;100%
Stage #1: benzylamine With diisobutylaluminium hydride In tetrahydrofuran; toluene
Stage #2: 4-butanolide In tetrahydrofuran at 20℃; for 0.5h;
98%
In benzene for 12h; Reflux;98%
furfural
98-01-1

furfural

benzylamine
100-46-9

benzylamine

N-benzyl-1-(furan-2-yl)methanimine
4393-11-7

N-benzyl-1-(furan-2-yl)methanimine

Conditions
ConditionsYield
With copper(II) bis(trifluoromethanesulfonate) In water at 20℃; for 0.0166667h;100%
In water at 20℃; for 2h;93%
In dichloromethane Inert atmosphere; Molecular sieve;81%
cyclohexane-1,2-epoxide
286-20-4

cyclohexane-1,2-epoxide

benzylamine
100-46-9

benzylamine

rac-(1R,2R)-2-(benzylamino)cyclohexanol
40571-86-6, 40571-87-7, 51925-39-4, 131164-07-3, 141553-09-5

rac-(1R,2R)-2-(benzylamino)cyclohexanol

Conditions
ConditionsYield
bismuth(lll) trifluoromethanesulfonate at 160℃; for 0.25h; microwave irradiation;100%
at 150℃; Neat (no solvent);99%
With zinc(II) perchlorate hexahydrate at 80℃; for 1h;97%
pivaloyl chloride
3282-30-2

pivaloyl chloride

benzylamine
100-46-9

benzylamine

N-benzyl-2,2-dimethylpropanamide
26209-45-0

N-benzyl-2,2-dimethylpropanamide

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 25℃; for 1h;100%
With triethylamine In dichloromethane at 0 - 20℃; for 4h; Inert atmosphere;100%
With 1-methyl-1H-imidazole In dichloromethane at 0℃; Inert atmosphere;99%
cyclohexanone
108-94-1

cyclohexanone

benzylamine
100-46-9

benzylamine

N-benzylcyclohexylamine
4383-25-9

N-benzylcyclohexylamine

Conditions
ConditionsYield
With formic acid; Cp*IrCl(N-(phenyl(pyridin-2-yl)methyl)methanesulfonamide)complex In ethyl acetate at 40℃; for 18h; Reagent/catalyst; Inert atmosphere;100%
Stage #1: cyclohexanone; benzylamine With formic acid; chlorido(8-quinolinolato-k2N,O)(η5-pentamethylcyclopentadienyl)iridium(III) In ethyl acetate at 0 - 40℃; Inert atmosphere; Schlenk tube; Cooling with ice;
Stage #2: With sodium hydrogencarbonate In water; ethyl acetate Product distribution / selectivity;
98%
With 4 A molecular sieve; borane pyridine complex In methanol for 16h;96%
4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

benzylamine
100-46-9

benzylamine

N-benzyl-p-tolylmethanimine
24431-15-0

N-benzyl-p-tolylmethanimine

Conditions
ConditionsYield
In chloroform at 20℃; for 1h;100%
for 6h; Kinetics; Molecular sieve; Reflux;100%
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere;65%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

benzylamine
100-46-9

benzylamine

N-(4-chlorobenzylidene)benzylamine
130517-96-3, 13540-93-7

N-(4-chlorobenzylidene)benzylamine

Conditions
ConditionsYield
for 6h; Molecular sieve; Reflux;100%
In ethanol at 20℃;94%
In dichloromethane at 20℃; for 16h; Molecular sieve;92%
terephthalaldehyde,
623-27-8

terephthalaldehyde,

benzylamine
100-46-9

benzylamine

1,4-bis(benzyliminomethyl)benzene
20941-14-4

1,4-bis(benzyliminomethyl)benzene

Conditions
ConditionsYield
In methanol at 20℃;100%
In methanol at 20℃;80%
Benzyl isothiocyanate
622-78-6

Benzyl isothiocyanate

benzylamine
100-46-9

benzylamine

dibenzyl thiourea
1424-14-2

dibenzyl thiourea

Conditions
ConditionsYield
In hexane at 20℃; for 2h;100%
In dichloromethane at 20℃;98%
In chloroform for 0.5h; Heating;88%
benzaldehyde
100-52-7

benzaldehyde

benzylamine
100-46-9

benzylamine

N-benzylidene benzylamine
780-25-6

N-benzylidene benzylamine

Conditions
ConditionsYield
In toluene at 120℃; for 24h;100%
With magnesium sulfate In dichloromethane for 3h; Reflux;100%
With aluminum oxide at 20℃; for 2.5h;99%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

benzylamine
100-46-9

benzylamine

N-(4-methoxylbenzylidene)benzylamine
622-72-0

N-(4-methoxylbenzylidene)benzylamine

Conditions
ConditionsYield
In chloroform at 20℃; for 1h;100%
With sodium sulfate In dichloromethane at 20℃;99%
In chloroform at 20℃; for 1h;96.8%
benzoyl chloride
98-88-4

benzoyl chloride

benzylamine
100-46-9

benzylamine

N-benzylbenzamide
1485-70-7

N-benzylbenzamide

Conditions
ConditionsYield
In tetrahydrofuran at 20℃;100%
With sodium hydroxide In 1,2-dimethoxyethane; water at 25℃; for 0.5h; pH 10.45;99%
Stage #1: benzoyl chloride; benzylamine With triethylamine In dichloromethane at 20℃; for 0.333333h;
Stage #2: With poly{trans-bicyclo[2.2.1]hept-5-ene-2,3-di(chlorocarbonyl)} In dichloromethane at 20℃; for 0.5h;
99%
phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

benzylamine
100-46-9

benzylamine

1-benzyl-3-phenylthiourea
726-25-0

1-benzyl-3-phenylthiourea

Conditions
ConditionsYield
In acetonitrile at 20℃; for 3h;100%
In acetonitrile at 25℃; for 0.166667h; Milling;99%
With C64H52CaN6 In neat (no solvent) at 60℃; for 12h; Schlenk technique; Glovebox; Inert atmosphere;98%
benzylamine
100-46-9

benzylamine

N-benzylformamide
6343-54-0

N-benzylformamide

Conditions
ConditionsYield
With Iron(III) nitrate nonahydrate In toluene for 2h; Concentration; Reflux;100%
With H-β-zeolite In neat (no solvent) at 80℃; for 24h; Green chemistry;99%
at 20 - 120℃; for 15h;99%
isobutyraldehyde
78-84-2

isobutyraldehyde

benzylamine
100-46-9

benzylamine

isobutylidenebenzylamine
22483-21-2

isobutylidenebenzylamine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere;100%
With aluminum oxide at 20℃; for 7h;90%
In water Condensation;65.12%
acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

benzylamine
100-46-9

benzylamine

3-benzylamino-propionic acid methyl ester
23574-01-8

3-benzylamino-propionic acid methyl ester

Conditions
ConditionsYield
at -40℃; for 12h;100%
With [HP(HNCH2CH2)3N]NO3 In acetonitrile at 20℃; for 48h; Michael addition;98%
copper In methanol at 20℃; for 0.3h; Aza-Michael Addition;98%
acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

benzylamine
100-46-9

benzylamine

bis(2-methoxycarbonylethyl)benzylamine
793-19-1

bis(2-methoxycarbonylethyl)benzylamine

Conditions
ConditionsYield
In methanol at 20℃; for 8h; Reflux;100%
In methanol Reflux;99%
In methanol at 34℃; for 72h; Inert atmosphere;99%
chloroacetyl chloride
79-04-9

chloroacetyl chloride

benzylamine
100-46-9

benzylamine

N-benzyl-2-chloroacetamide
2564-06-9

N-benzyl-2-chloroacetamide

Conditions
ConditionsYield
In dichloromethane100%
With triethylamine In dichloromethane at 0 - 20℃; for 4h; Inert atmosphere;98%
With potassium carbonate In dichloromethane Heating;97%
2-Bromoacetyl bromide
598-21-0

2-Bromoacetyl bromide

benzylamine
100-46-9

benzylamine

N-benzyl-2-bromoacetamide
2945-03-1

N-benzyl-2-bromoacetamide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 2h;100%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 16h;99%
In dichloromethane at 0 - 20℃; for 0.5h; Inert atmosphere;98%
benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

benzylamine
100-46-9

benzylamine

N-benzylbenzenesulfonamide
837-18-3

N-benzylbenzenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane 1) 0 deg C, 1 h, 2) room temperature;100%
With sodium hydroxide In water at 25℃; for 2h; pH 9.6;99.9%
With Fe3O4-supported (diisopropylamino)acetamide In dichloromethane at 25℃;98%
p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

benzylamine
100-46-9

benzylamine

N-benzyl-p-toluenesulfonamide
1576-37-0

N-benzyl-p-toluenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 4℃;100%
With pyridine; dmap In dichloromethane at 0 - 20℃; for 16h;99%
With triethylamine at 20℃; for 1h; Inert atmosphere;99%
benzyl isothiocyanate
3173-56-6

benzyl isothiocyanate

benzylamine
100-46-9

benzylamine

1,3-dibenzylurea
1466-67-7

1,3-dibenzylurea

Conditions
ConditionsYield
In tetrahydrofuran at 10 - 35℃; for 16h;100%
In dichloromethane at 5℃; for 0.5h;99%
Multistep reaction;96%
carbon disulfide
75-15-0

carbon disulfide

benzylamine
100-46-9

benzylamine

dibenzyl thiourea
1424-14-2

dibenzyl thiourea

Conditions
ConditionsYield
at 100℃; for 12h; Ionic liquid; Green chemistry;100%
aluminum oxide; zinc(II) oxide at 100℃; for 2h; Condensation;98%
In water at 20℃; for 1.33333h; Solvent; Time; Green chemistry;97%
Benzophenone imine
1013-88-3

Benzophenone imine

benzylamine
100-46-9

benzylamine

benzhydrylidene-benzyl-amine
7699-79-8

benzhydrylidene-benzyl-amine

Conditions
ConditionsYield
In chloroform at 20℃; for 288h;100%
In dichloromethane for 13h; Inert atmosphere; Reflux;98.3%
In dichloromethane for 13h; Reflux; Inert atmosphere;95.3%
formic acid
64-18-6

formic acid

benzylamine
100-46-9

benzylamine

N-benzylformamide
6343-54-0

N-benzylformamide

Conditions
ConditionsYield
With sodium hydrogencarbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; ethyl cyanoglyoxylate-2-oxime In water; N,N-dimethyl-formamide at 20℃; for 3h; Reagent/catalyst; Solvent;100%
With 4-methyl-morpholine; dmap; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine In dichloromethane at 35℃; for 0.1h; microwave irradiation;99%
With sulfated tungstate at 70℃; for 0.166667h; Neat (no solvent);99%
diethyl meso-2,5-dibromoadipate
54221-37-3

diethyl meso-2,5-dibromoadipate

benzylamine
100-46-9

benzylamine

diethyl meso-1-benzyl-2,5-pyrrolidinedicarboxylate
17740-40-8

diethyl meso-1-benzyl-2,5-pyrrolidinedicarboxylate

Conditions
ConditionsYield
In toluene for 4h; Reflux;100%
2-methylenesuccinic acid
97-65-4

2-methylenesuccinic acid

benzylamine
100-46-9

benzylamine

1-benzyl-5-oxopyrrolidine-3-carboxylic acid
5733-86-8

1-benzyl-5-oxopyrrolidine-3-carboxylic acid

Conditions
ConditionsYield
at 130℃; Inert atmosphere;100%
86%
at 130℃; for 2.5h; Inert atmosphere;82.9%

Benzylamine Chemical Properties

Molecular Structure of Benzylamine (CAS NO.100-46-9):

IUPAC Name: phenylmethanamine
Molecular formula: C7H9N
Molecular Weight:107.15
H bond acceptors: 1
H bond donors: 2
Freely Rotating Bonds: 2
Polar Surface Area: 3.24 Å2
Index of Refraction: 1.547
Molar Refractivity: 34.7 cm3
Molar Volume: 109.4 cm3
Surface Tension: 38.8 dyne/cm
Density: 0.979 g/cm3
Flash Point: 60 °C
Enthalpy of Vaporization: 42.12 kJ/mol
Boiling Point: 185 °C at 760 mmHg
Vapour Pressure: 0.713 mmHg at 25°C
EINECS: 202-854-1
Melting point: -30 °C
Product Categories: Pharmaceutical Intermediates; Organics
InChI
InChI=1/C7H9N/c8-6-7-4-2-1-3-5-7/h1-5H,6,8H2
Smiles
c1(ccccc1)CN

Benzylamine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LD50 oral 700mg/kg (700mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 39(4), Pg. 86, 1974.
mouse LD50 intraperitoneal 600mg/kg (600mg/kg)   United States Patent Document. Vol. #3816470,

Benzylamine Safety Profile

The Hazard Codes:  C
The Risk Statements information:
34:  Causes burns
21/22:  Harmful in contact with skin and if swallowed 
The Safety Statements information:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice  
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
36/37/39:  Wear suitable protective clothing, gloves and eye/face protection  
RIDADR: UN 2735 8/PG 2

Benzylamine Specification

  Benzylamine , with CAS number of 100-46-9, can be called .alpha.-Aminotoluene ; (Aminomethyl)benzene ; (Phenylmethyl)amine ; Benzenemethanamine ; Moringine ; alpha-Aminotoluene . Benzylamine (CAS NO.100-46-9) consists of a benzyl group, attached to an amine functional group. This colorless liquid is a common precursor in organic synthesis.

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