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high purity 100-46-9 Benzylamine
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Benzylamine/ LIDE PHARMA- Factory supply / Best price
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100-46-9 Usage

Air & Water Reactions

Water soluble.

Fire Hazard

Special Hazards of Combustion Products: Toxic nitrogen oxides may form in a fire.

General Description

Colorless to light yellow liquid with a strong odor of ammonia. Floats and mixes with water.

Chemical Properties

colourless liquid with an ammoniacal odour

Definition

ChEBI: A primary amine compound having benzyl as the N-substituent. It has been isolated from Moringa oleifera (horseradish tree).

Reactivity Profile

In presence of moisture, Benzylamine may weakly corrode some metals. Liquid will attack some plastics [USCG, 1999]. Neutralize acids to form salts plus water in exothermic reactions. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated in combination with strong reducing agents, such as hydrides.

Synthesis Reference(s)

Synthetic Communications, 25, p. 863, 1995 DOI: 10.1080/00397919508013422Synthesis, p. 48, 1987 DOI: 10.1055/s-1987-27838

Chemical Reactivity

Reactivity with Water: No reaction; Reactivity with Common Materials: In presence of moisture may severely corrode some metals. In liquid state this chemical will attack some plastics; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Flush with water; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Health Hazard

Inhalation of vapor causes irritation of the mucous membranes of the nose and throat, and lung irritation with respiratory distress and cough. Headache, nausea, faintness, and anxiety can occur. Exposure to vapor produces eye irritation with lachrymation, conjunctivitis, and corneal edema resulting in halos around lights. Direct local contact with liquid is known to produce severe and sometimes permanent eye damage and skin burns. Vapors may also produce primary skin irritation and dermatitis.

Purification Methods

Dry it with NaOH or KOH, then distil it under N2, through a column packed with glass helices, taking the middle fraction. Also distil it from zinc dust under reduced pressure. The picrate has m 196o (from EtOH), and the p-toluenesulfonamide has m 116o (from MeOH). [Beilstein 12 IV 2155.]

Preparation

28% Aqueous Ammonia, 810g Benzyl chloride, 84.3g 49% Aqueous NaOH, 52.3g Diethyl Ether, 200g A three-necked flask was equipped with a reflux condenser dropping funnel and an agitator. All of the aqueous ammonium hydroxide solution was poured into the flask, then the benzyl chloride was introduced drop by drop; over a period of two hours with constant stirring of the mixture. The exothermic heat of reaction kept the temperature between 30-34°C during this period. When it is desired to introduce the benzyl chloride at a faster rate, conventional cooling means can be employed to control the temperature. A large excess of ammonia was employed as the molar ratio of reactants was 20:1. An additional two hours was allowed to insure completion of the following reaction: Then the equimolecular quantity of caustic soda solution was added. When quiescent, the mixture split into an aqueous layer and an oily layer. After separating these two layers by use of a separatory funnel, the aqueous phase was made available for further repeated use by merely adding sufficient ammonium hydroxide to bring the total quantity of ammonia up to the original figure. The oily layer was steam distilled until no further oily constituent was visible in the condensed distillate as it dripped down the condenser tube. This distillate was saturated with sodium chloride and successively extracted with an initial 80 and three 40 gram batches of ethyl ether. Upon evaporation of the ether from the extract, 52g of crude benzylamine remain which was distilled at atmospheric pressure. 41g grams of substantially pure benzylamine distilled over in the boiling range 185-192°C, while the residue was found to contain an additional 2.3g of benzylamine and 8.7g of other matter which was believed to consist entirely of dibenzyl amine. Thus the total yield of benzylamine was 43.3g or 60.7% based on the weight of benzyl chloride.

Hazard

Highly toxic, strong irritant to skin and mucous membranes.

Uses

Benzylamine is used as a chemical intermediate for dyes, pharmaceuticals, and polymers.It is also employed as a corrosion inhibitor and as a brightener in electroplating baths. It also finds use in the manufacture of explosives.
InChI:InChI=1/C7H9N/c8-6-7-4-2-1-3-5-7/h1-5H,6,8H2/p+1

100-46-9 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (B0406)  Benzylamine  >99.0%(GC) 100-46-9 25mL 80.00CNY Detail
TCI America (B0406)  Benzylamine  >99.0%(GC) 100-46-9 500mL 190.00CNY Detail
Alfa Aesar (A10997)  Benzylamine, 98+%    100-46-9 250g 224.0CNY Detail
Alfa Aesar (A10997)  Benzylamine, 98+%    100-46-9 500g 331.0CNY Detail
Alfa Aesar (A10997)  Benzylamine, 98+%    100-46-9 1000g 632.0CNY Detail
Alfa Aesar (A10997)  Benzylamine, 98+%    100-46-9 5000g 2735.0CNY Detail
Sigma-Aldrich (13180)  Benzylamine  for GC derivatization, ≥99.0% 100-46-9 13180-10X1ML 957.06CNY Detail
Sigma-Aldrich (13180)  Benzylamine  for GC derivatization, ≥99.0% 100-46-9 13180-100ML 304.20CNY Detail
Sigma-Aldrich (13180)  Benzylamine  for GC derivatization, ≥99.0% 100-46-9 13180-500ML 786.24CNY Detail

100-46-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Benzylamine

1.2 Other means of identification

Product number -
Other names Phenylmethanamine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:100-46-9 SDS

100-46-9Synthetic 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%

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