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3034-34-2

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3034-34-2 Usage

Chemical Properties

Beige powder

Check Digit Verification of cas no

The CAS Registry Mumber 3034-34-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,0,3 and 4 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 3034-34:
(6*3)+(5*0)+(4*3)+(3*4)+(2*3)+(1*4)=52
52 % 10 = 2
So 3034-34-2 is a valid CAS Registry Number.

3034-34-2 Well-known Company Product Price

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  • Alfa Aesar

  • (B25600)  4-Cyanobenzamide, 97%   

  • 3034-34-2

  • 1g

  • 610.0CNY

  • Detail
  • Alfa Aesar

  • (B25600)  4-Cyanobenzamide, 97%   

  • 3034-34-2

  • 5g

  • 2431.0CNY

  • Detail

3034-34-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-CYANOBENZAMIDE

1.2 Other means of identification

Product number -
Other names p-Cyanobenzamide

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:3034-34-2 SDS

3034-34-2Synthetic route

4-cyanobenzaldehyde oxime
52707-54-7, 52707-59-2, 64847-77-4

4-cyanobenzaldehyde oxime

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

Conditions
ConditionsYield
With Cu(II) on nano silica functionalized triazine dendrimer In water at 20℃; for 0.5h; Beckmann Rearrangement; Green chemistry;98%
With Cu(II)-metformin immobilized ongraphene oxide In water at 100℃; for 0.5h; Beckmann Rearrangement; Green chemistry;96%
With [Ru(κ(3)-tpy)(κ(1)-P-PPh2Py)Cl2] In toluene for 12h; Beckmann rearrangement; Reflux;80%
With Cu(II) complex on SiO2-coated Fe3O4 nanoparticles at 80℃; for 1h; Beckmann Rearrangement; Green chemistry;80%
4-cyanobenzaldehyde
105-07-7

4-cyanobenzaldehyde

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

Conditions
ConditionsYield
Stage #1: 4-cyanobenzaldehyde With hydroxylamine hydrochloride; sodium hydrogencarbonate In water
Stage #2: In water at 100℃; for 10h;
98%
With hydroxylamine hydrochloride; sodium carbonate In water at 80℃; for 48h;96%
With hydroxylamine hydrochloride; sodium carbonate In water at 80℃; for 22h; Green chemistry;95%
tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

4-iodobenzamide
3956-07-8

4-iodobenzamide

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

Conditions
ConditionsYield
With copper (II) trifluoroacetate hydrate; palladium diacetate In dimethyl sulfoxide at 130℃; for 10h; Sealed tube; Inert atmosphere;98%
4-Cyanobenzyl alcohol
874-89-5

4-Cyanobenzyl alcohol

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

Conditions
ConditionsYield
With [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; silver trifluoroacetate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In N,N-dimethyl-formamide at 8℃; for 9h; Reagent/catalyst; Solvent;96.2%
With iron(III) chloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; hydroxylamine hydrochloride; iodine; potassium carbonate In 1,2-dichloro-ethane at 90℃; for 32h;83%
terephthalonitrile
623-26-7

terephthalonitrile

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

Conditions
ConditionsYield
Stage #1: terephthalonitrile With Br(1-)*C24H30N4Rh(1+); water In isopropyl alcohol at 25℃; for 0.5h; Inert atmosphere;
Stage #2: With potassium tert-butylate In isopropyl alcohol at 25℃; for 12h; Inert atmosphere;
96%
With water In dimethyl sulfoxide at 100℃; Green chemistry;96%
With sodium tetrahydroborate In ethanol; water at 80℃; for 4h; regioselective reaction;94%
4-cyano-N-phenyl-N-tosylbenzamide

4-cyano-N-phenyl-N-tosylbenzamide

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

Conditions
ConditionsYield
With ammonium carbonate In dimethyl sulfoxide at 25℃; for 6h;85%
potassiumhexacyanoferrate(II) trihydrate

potassiumhexacyanoferrate(II) trihydrate

p-bromobenzamide
698-67-9

p-bromobenzamide

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); tris(2-morpholinophenyl)phosphine; potassium carbonate In water; tert-butyl alcohol at 85℃; for 10h; Schlenk technique; Inert atmosphere;82%
zinc(II) cyanide
557-21-1

zinc(II) cyanide

p-bromobenzamide
698-67-9

p-bromobenzamide

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

Conditions
ConditionsYield
With dmap; 1,1'-bis-(diphenylphosphino)ferrocene; nickel(II) chloride hexahydrate; zinc In acetonitrile at 80℃; for 6h; Schlenk technique; Inert atmosphere; Sealed tube;82%
para-methylbenzamide
619-55-6

para-methylbenzamide

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

Conditions
ConditionsYield
With hydroxylamine hydrochloride; 2,4,6-triphenylpyrylium tetrafluoroborate; oxygen; ammonium bromide In acetonitrile at 40℃; under 750.075 Torr; for 24h; Molecular sieve; Irradiation;82%
zinc(II) cyanide
557-21-1

zinc(II) cyanide

4-chlorobenzamide
619-56-7

4-chlorobenzamide

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

Conditions
ConditionsYield
With dmap; 1,1'-bis-(diphenylphosphino)ferrocene; nickel(II) chloride hexahydrate; zinc In acetonitrile at 80℃; for 6h; Schlenk technique; Inert atmosphere; Sealed tube;80%
With dmap; 1,1'-bis-(diphenylphosphino)ferrocene; nickel(II) chloride hexahydrate; zinc In acetonitrile at 80℃; for 6h; Inert atmosphere; Sealed tube;80%
4-cyanobenzaldehyde
105-07-7

4-cyanobenzaldehyde

A

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

B

sodium 4-cyanobenzoate
17264-66-3

sodium 4-cyanobenzoate

Conditions
ConditionsYield
Stage #1: 4-cyanobenzaldehyde With ammonia at -33℃; for 1h; Inert atmosphere;
Stage #2: With potassium permanganate at -33℃; for 1h; Inert atmosphere; Reflux;
Stage #3: With sodium sulfite
A 78%
B 20%
4-cyanobenzaldehyde
105-07-7

4-cyanobenzaldehyde

A

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

B

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

Conditions
ConditionsYield
Stage #1: 4-cyanobenzaldehyde With ammonia at -33℃; for 1h; Inert atmosphere;
Stage #2: With potassium permanganate for 1h; Inert atmosphere; Reflux;
A n/a
B 78%
4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

Conditions
ConditionsYield
With ammonium chloride; N-ethyl-N,N-diisopropylamine; 2-(1-oxypyridin-2-yl)-1,1,3,3-tetramethylisothiouronium tetrafluoroborate In N,N-dimethyl-formamide at 20℃; for 0.5h;77%
With tris[2-phenylpyridinato-C2,N]iridium(III); dipotassium hydrogenphosphate; borane-ammonia complex; di-tert-butyl dicarbonate; magnesium chloride In acetonitrile at 20℃; for 36h; Schlenk technique; Irradiation; Green chemistry;58%
Multi-step reaction with 2 steps
1: (COCl)2, DMF / CH2Cl2 / Heating
2: conc. NH4OH / ethyl acetate / 0.17 h
View Scheme
4-cyanobenzoyl chlorIde
6068-72-0

4-cyanobenzoyl chlorIde

methylamine
74-89-5

methylamine

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 1h; Cooling with ice;76%
4-(2,6-dioxopiperidine-1-carbonyl)benzonitrile

4-(2,6-dioxopiperidine-1-carbonyl)benzonitrile

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

Conditions
ConditionsYield
With lithium hydroxide monohydrate In water at 20℃; for 2h;76%
terephthalonitrile
623-26-7

terephthalonitrile

A

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

B

terephthalamide
3010-82-0

terephthalamide

Conditions
ConditionsYield
With water; palladium diacetate; acetic acid; scandium tris(trifluoromethanesulfonate) at 30℃; for 24h;A 65%
B 18%
With chitosan-supported ruthenium catalyst (ChRu) In water at 120℃; for 1h; Microwave irradiation; Sealed tube; Overall yield = 7 %;
With nitrile hydratase from Rhodococcus rhodochrous J1 W72Y mutant In aq. phosphate buffer at 35℃; for 4h; pH=7.4; Reagent/catalyst; Enzymatic reaction; regioselective reaction;
4-Cyanochlorobenzene
623-03-0

4-Cyanochlorobenzene

carbon monoxide
201230-82-2

carbon monoxide

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

Conditions
ConditionsYield
With (1,3-(dicyclohexylphosphino)propane )Pd(ethylene); ammonia; potassium carbonate In dimethyl sulfoxide at 110℃; under 450 Torr; for 24h; Schlenk technique; Inert atmosphere;60%
With ammonia; palladium diacetate; catacxium A In 1,4-dioxane at 130℃; under 3000.3 Torr; for 20h; Autoclave;32 %Chromat.
With 1,1'-bis-(diphenylphosphino)ferrocene; ammonia; palladium diacetate In 1,4-dioxane at 130℃; under 1500.15 Torr; for 20h;30 %Chromat.
terephthalaldehyde oxime
69386-99-8, 18705-39-0

terephthalaldehyde oxime

A

terephthalonitrile
623-26-7

terephthalonitrile

B

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

Conditions
ConditionsYield
With nickel(II) chloride dihydrate In acetonitrile at 80℃; Molecular sieve; Inert atmosphere;A 58%
B 42%
formic acid
64-18-6

formic acid

4-iodobenzonitrile
3058-39-7

4-iodobenzonitrile

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

Conditions
ConditionsYield
With palladium diacetate; ammonium bicarbonate; dicyclohexyl-carbodiimide; triphenylphosphine In acetonitrile at 100℃; Inert atmosphere;55%
4-cyanophenyl methyl ketone
1443-80-7

4-cyanophenyl methyl ketone

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

Conditions
ConditionsYield
With sodium azide; iodine; sodium hydrogencarbonate In water at 100℃; for 2h;53%
4-cyanobenzamide
3034-34-2

4-cyanobenzamide

4-cyanobenzoic Acid
619-65-8

4-cyanobenzoic Acid

Conditions
ConditionsYield
96%
With sodium nitrite In sulfuric acid95%
94%
With acetic anhydride; acetic acid; sodium nitrite In water92%
With sulfuric acid; acetic acid; sodium nitrite In water86%
4-cyanobenzamide
3034-34-2

4-cyanobenzamide

1-(4-cyanophenyl)urea
86065-51-2

1-(4-cyanophenyl)urea

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; ammonium carbamate In 2,2,2-trifluoroethanol at 0 - 20℃; for 23.5h; Reagent/catalyst; Solvent; Hofmann Rearrangement; Inert atmosphere;95%
4-chloro-2-(trichloromethyl)quinazoline
3137-63-1

4-chloro-2-(trichloromethyl)quinazoline

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

4-cyano-N-(2-trichloromethylquinazolin-4-yl)benzamide

4-cyano-N-(2-trichloromethylquinazolin-4-yl)benzamide

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; Inert atmosphere;95%
4-cyanobenzamide
3034-34-2

4-cyanobenzamide

4-(aminomethyl)benzamide
369-53-9

4-(aminomethyl)benzamide

Conditions
ConditionsYield
With ammonia; hydrogen In toluene at 120℃; under 22502.3 Torr; for 16h; Autoclave;91%
With formic acid; palladium 10% on activated carbon; triethylamine In tetrahydrofuran at 40℃; for 3h;98 %Chromat.
4-cyanobenzamide
3034-34-2

4-cyanobenzamide

diphenyl acetylene
501-65-5

diphenyl acetylene

C36H22N2O
1253388-71-4

C36H22N2O

Conditions
ConditionsYield
With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver carbonate In acetonitrile at 115℃; for 10h; Inert atmosphere;90%
4-cyanobenzamide
3034-34-2

4-cyanobenzamide

terephthalonitrile
623-26-7

terephthalonitrile

Conditions
ConditionsYield
With iron(II) chloride tetrahydrate; N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide In tetrahydrofuran at 70℃; for 2h;90%
With diethyl chlorophosphate at 120℃; for 0.25h; Neat (no solvent);86%
Stage #1: 4-cyanobenzamide With N-methylbenzamide; phenylsilane; C28H18ClMnN2O2; potassium tert-butylate In tetrahydrofuran at 50℃; Inert atmosphere; Glovebox; Sealed tube;
Stage #2: With sodium hydroxide In tetrahydrofuran for 2h; Inert atmosphere; Glovebox; Sealed tube;
Stage #3: Glovebox; Inert atmosphere;
82%
at 315℃; for 1h; Temperature;72%
With N-methyl-N-trimethylsilyl-2,2,2-trifluoroacetamide; zinc trifluoromethanesulfonate In tetrahydrofuran at 70℃; for 24h; chemoselective reaction;
4-cyanobenzamide
3034-34-2

4-cyanobenzamide

4-Amidinobenzamide
54050-86-1

4-Amidinobenzamide

Conditions
ConditionsYield
With sodium amide In dimethyl sulfoxide Reagent/catalyst; Solvent; Sealed tube;85%
With hydrogenchloride; ethanol; benzene Behandeln des Reaktionsprodukts mit aethanol. Ammoniak;
ethylthioacetic acid methyl ester
2432-51-1

ethylthioacetic acid methyl ester

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

N-butyryl-4-cyanobenzamide
1181384-68-8

N-butyryl-4-cyanobenzamide

Conditions
ConditionsYield
Stage #1: 4-cyanobenzamide With N-Bromosuccinimide; iron(II) chloride In acetonitrile at 20℃; for 0.0166667h;
Stage #2: ethylthioacetic acid methyl ester In acetonitrile at 45℃; for 20h;
85%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

N,N-Boc2-4-cyanobenzamide

N,N-Boc2-4-cyanobenzamide

Conditions
ConditionsYield
With dmap In dichloromethane at 0 - 20℃; Inert atmosphere;85%
With dmap In acetonitrile at 20℃; for 15h; Inert atmosphere; Sealed tube;85%
With dmap In dichloromethane at 0 - 23℃; Inert atmosphere;84.5%
4-cyanobenzamide
3034-34-2

4-cyanobenzamide

N-(4-cyanobenzoyl)-N'-(4-cyanophenyl)urea

N-(4-cyanobenzoyl)-N'-(4-cyanophenyl)urea

Conditions
ConditionsYield
With tetra-N-butylammonium tribromide; 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane for 1h; Ambient temperature;83%
1-iodocyclohexane
626-62-0

1-iodocyclohexane

4-cyanobenzamide
3034-34-2

4-cyanobenzamide

4-cyano-N-cyclohexylbenzamide

4-cyano-N-cyclohexylbenzamide

Conditions
ConditionsYield
Stage #1: Cyclohexyl iodide; 4-cyanobenzamide With copper(l) iodide; lithium tert-butoxide In N,N-dimethyl-formamide; acetonitrile at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: In N,N-dimethyl-formamide; acetonitrile at 20℃; for 24h; Inert atmosphere; Irradiation;
83%
4-cyanobenzamide
3034-34-2

4-cyanobenzamide

terephthalamide
3010-82-0

terephthalamide

Conditions
ConditionsYield
With water; sodium hydroxide In ethanol at 90℃; for 17h;82%
With potassium tert-butylate In tert-butyl alcohol at 20℃; for 12h; Solvent; Inert atmosphere;78%
4-cyanobenzamide
3034-34-2

4-cyanobenzamide

Hexafluoroacetone
684-16-2

Hexafluoroacetone

4-cyano-N-(1,1,1,3,3,3-hexafluoropropan-2-ylidene)benzamide

4-cyano-N-(1,1,1,3,3,3-hexafluoropropan-2-ylidene)benzamide

Conditions
ConditionsYield
Stage #1: 4-cyanobenzamide; Hexafluoroacetone With pyridine In benzene at 20℃; for 0.5h;
Stage #2: With thionyl chloride In benzene at 20℃; for 2h;
82%

3034-34-2Relevant articles and documents

Highly Efficient Oxidative Cyanation of Aldehydes to Nitriles over Se,S,N-tri-Doped Hierarchically Porous Carbon Nanosheets

Hua, Manli,Song, Jinliang,Huang, Xin,Liu, Huizhen,Fan, Honglei,Wang, Weitao,He, Zhenhong,Liu, Zhaotie,Han, Buxing

supporting information, p. 21479 - 21485 (2021/08/23)

Oxidative cyanation of aldehydes provides a promising strategy for the cyanide-free synthesis of organic nitriles. Design of robust and cost-effective catalysts is the key for this route. Herein, we designed a series of Se,S,N-tri-doped carbon nanosheets with a hierarchical porous structure (denoted as Se,S,N-CNs-x, x represents the pyrolysis temperature). It was found that the obtained Se,S,N-CNs-1000 was very selective and efficient for oxidative cyanation of various aldehydes including those containing other oxidizable groups into the corresponding nitriles using ammonia as the nitrogen resource below 100 °C. Detailed investigations revealed that the excellent performance of Se,S,N-CNs-1000 originated mainly from the graphitic-N species with lower electron density and synergistic effect between the Se, S, N, and C in the catalyst. Besides, the hierarchically porous structure could also promote the reaction. Notably, the unique feature of this metal-free catalyst is that it tolerated other oxidizable groups, and showed no activity on further reaction of the products, thereby resulting in high selectivity. As far as we know, this is the first work for the synthesis of nitriles via oxidative cyanation of aldehydes over heterogeneous metal-free catalysts.

Unlocking Amides through Selective C–N Bond Cleavage: Allyl Bromide-Mediated Divergent Synthesis of Nitrogen-Containing Functional Groups

Govindan, Karthick,Chen, Nian-Qi,Chuang, Yu-Wei,Lin, Wei-Yu

supporting information, p. 9419 - 9424 (2021/11/30)

We report a new set of reactions based on the unlocking of amides through simple treatment with allyl bromide, creating a common platform for accessing a diverse range of nitrogen-containing functional groups such as primary amides, sulfonamides, primary amines, N-acyl compounds (esters, thioesters, amides), and N-sulfonyl esters. The method has potential industrial applicability, as demonstrated through gram-scale syntheses in batch and in a continuous flow system.

Nano-construction of CuO nanorods decorated with g-C3N4 nanosheets (CuO/g-C3N4-NS) as a superb colloidal nanocatalyst for liquid phase C[sbnd]H conversion of aldehydes to amides

Mohammadi, Robabeh,Gholipour, Behnam,Alamgholiloo, Hassan,Rostamnia, Sadegh,Mohtasham, Hamed,Zonouzi, Afsaneh,Ramakrishna, Seeram,Shokouhimehr, Mohammadreza

, (2021/04/27)

Herein, we describe an intelligent strategy to fabricate nanosheets of graphitic carbon nitride (g-C3N4) decorated with nanorods copper oxide (CuO NRs). Then, the catalytic activity of CuONRs/g-C3N4-NS was developed for the synthesis of primary amides in water. The morphology of CuO and its synergetics effect with nanosheets g-C3N4 a major role in the yield of products. Furthermore, hydroxylamine hydrochloride (NH2OH·HCl) due to availability and affordability was used as a suitable substitute for ammonia source. The findings demonstrate that this layer nanostructure is a superb catalyst for converting various derivatives of aldehyde to their corresponding amides. The current protocol can be useful criterion in the synthesis and stabilization of metal oxides and provides new insight in organic transformation.

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