- Highly active recyclable heterogeneous nanonickel ferrite catalyst for cyanation of aryl and heteroaryl halidesMatloubi Moghaddam, Firouz; Tavakoli, Ghazal; Rezvani, Hamid Reza, Applied Organometallic Chemistry, 2014, 28(10), 750-755
Cas no 91054-33-0 (2-Acetylbenzonitrile)
2-Acetylbenzonitrile structure
Product Name:2-Acetylbenzonitrile
CAS No:91054-33-0
MF:C9H7NO
MW:145.157982110977
MDL:MFCD00272571
CID:61470
PubChem ID:2763539
Update Time:2024-10-26
2-Acetylbenzonitrile Chemical and Physical Properties
Names and Identifiers
-
- 2-Acetylbenzonitrile
- 2-Acetyl benzene carbonitrile
- 2-acetylbenzenecarbonitrile
- Benzonitrile, acetyl-
- C9H7NO
- o-cyanoacetophenone
- 2'-cyanoacetophenone
- 2-Acetyl-benzonitrile
- PubChem19789
- 2-ethanoylbenzenecarbonitrile
- KSC481E1D
- UZSGWJQJDLCCFN-UHFFFAOYSA-N
- SBB086403
- VZ23489
- 2-acetylbenzenecarbonitrile, AldrichCPR
- ST2409438
- AB0027519
- 2-Acetylbenzonitrile (ACI)
- Benzonitrile, o-acetyl- (6CI, 7CI)
- 2′-Cyanoacetophenone
- 91054-33-0
- SB39827
- CS-W005120
- DTXSID70919993
- 1T-0269
- EN300-93628
- MFCD00272571
- SY012002
- AKOS005069845
- J-507710
- DB-020345
- Z1201620078
- SCHEMBL180961
- AE-562/43459667
- 2-Acetylbenzene carbonitrile
-
- MDL: MFCD00272571
- Inchi: 1S/C9H7NO/c1-7(11)9-5-3-2-4-8(9)6-10/h2-5H,1H3
- InChI Key: UZSGWJQJDLCCFN-UHFFFAOYSA-N
- SMILES: N#CC1C(C(C)=O)=CC=CC=1
Computed Properties
- Exact Mass: 145.05300
- Monoisotopic Mass: 145.053
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 0
- Hydrogen Bond Acceptor Count: 2
- Heavy Atom Count: 11
- Rotatable Bond Count: 1
- Complexity: 201
- Covalently-Bonded Unit Count: 1
- Defined Atom Stereocenter Count: 0
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- XLogP3: 1.2
- Topological Polar Surface Area: 40.9
Experimental Properties
- Color/Form: No data avaiable
- Density: 1.1555 (rough estimate)
- Melting Point: 46-48 oC
- Boiling Point: 285.1°C at 760 mmHg
- Flash Point: 126.2±22.6 °C
- Refractive Index: 1.4500 (estimate)
- PSA: 40.86000
- LogP: 1.76088
- Vapor Pressure: 0.0±0.6 mmHg at 25°C
2-Acetylbenzonitrile Security Information
- Signal Word:Warning
- Hazard Statement: H302-H315-H319-H335-H412
-
Warning Statement:
P264Thoroughly clean after treatment
P280Wear protective gloves/Wear protective clothing/Wear protective goggles/Wear a protective mask
P305If it enters the eyes
P351Rinse carefully with water for a few minutes
P338Remove the contact lens(If any)And easy to operate,Continue flushing
P337If eye irritation persists
P313Obtain medical advice/care - Hazardous Material transportation number:UN 3439
- Hazard Category Code: R20/21/22;R36/37/38
- Safety Instruction: S26-S36/37/39
-
Hazardous Material Identification:
- Risk Phrases:R20/21/22; R36/37/38
- HazardClass:IRRITANT
- Storage Condition:Inert atmosphere,Room Temperature
2-Acetylbenzonitrile Customs Data
- HS CODE:2926909090
- Customs Data:
China Customs Code:
2926909090Overview:
2926909090 Other nitrile based compounds. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%
Declaration elements:
Product Name, component content, use to
Summary:
HS:2926909090 other nitrile-function compounds VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%
2-Acetylbenzonitrile Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | A188042-1g |
2-Acetylbenzonitrile |
91054-33-0 | 95% | 1g |
¥200.90 | 2023-09-04 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | A188042-10g |
2-Acetylbenzonitrile |
91054-33-0 | 95% | 10g |
¥1129.90 | 2023-09-04 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | A188042-250mg |
2-Acetylbenzonitrile |
91054-33-0 | 95% | 250mg |
¥86.90 | 2023-09-04 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | A188042-25g |
2-Acetylbenzonitrile |
91054-33-0 | 95% | 25g |
¥2258.90 | 2023-09-04 | |
| SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd. | A188042-5g |
2-Acetylbenzonitrile |
91054-33-0 | 95% | 5g |
¥612.90 | 2023-09-04 | |
| Fluorochem | 044456-250mg |
2-Acetylbenzonitrile |
91054-33-0 | 95% | 250mg |
£13.00 | 2022-03-01 | |
| Fluorochem | 044456-1g |
2-Acetylbenzonitrile |
91054-33-0 | 95% | 1g |
£36.00 | 2022-03-01 | |
| Fluorochem | 044456-5g |
2-Acetylbenzonitrile |
91054-33-0 | 95% | 5g |
£100.00 | 2022-03-01 | |
| Fluorochem | 044456-10g |
2-Acetylbenzonitrile |
91054-33-0 | 95% | 10g |
£191.00 | 2022-03-01 | |
| Chemenu | CM255720-5g |
2-Acetylbenzonitrile |
91054-33-0 | 95+% | 5g |
$128 | 2021-06-16 |
2-Acetylbenzonitrile Production Method
Production Method 1
Reaction Conditions
1.1 Reagents: Potassium carbonate , Oxygen Catalysts: Nickel ferrite Solvents: Dimethylformamide ; 70 h, 100 °C
Reference
Production Method 2
Reaction Conditions
1.1 Reagents: Sodium bicarbonate Catalysts: Tricyclohexylphosphine , Manganese , Nickel bromide Solvents: Toluene ; 22 h, 150 °C
Reference
- Nickel-catalyzed cyanation reaction of aryl/alkenyl halides with alkyl isocyanidesZhang, Yanling; Zhang, Zhiguo; Hu, Yuanyuan; Liu, Yunkui; Jin, Hongwei; et al, Organic & Biomolecular Chemistry, 2022, 20(41), 8049-8053
Production Method 3
Reaction Conditions
1.1 Reagents: Potassium carbonate , Diethyl azodicarboxylate Catalysts: Bis[2-[[bis(phenylmethyl)amino-κN]methyl]phenyl-κC]di-μ-bromodipalladium Solvents: Dimethylformamide ; 1 min, 130 °C; 20 min, 130 °C; 130 °C → rt
Reference
- Microwave-enhanced synthesis of aryl nitriles using dimeric orthopalladated complex of tribenzylamine and K4[Fe(CN)6]Hajipour, Abdol Reza; Rafiee, Fatemeh; Ruoho, Arnold E., Tetrahedron Letters, 2012, 53(5), 526-529
Production Method 4
Reaction Conditions
1.1 Reagents: Acetic acid , Hydrochloric acid Solvents: Water ; rt; 5 min, reflux; reflux → 0 °C
1.2 Reagents: Sodium nitrite Solvents: Water ; 0 °C; 0 °C → rt; 2 h, rt
1.3 Reagents: Cuprous cyanide Solvents: Toluene , Water ; rt; 1 h, 65 °C; 2 h, rt
1.2 Reagents: Sodium nitrite Solvents: Water ; 0 °C; 0 °C → rt; 2 h, rt
1.3 Reagents: Cuprous cyanide Solvents: Toluene , Water ; rt; 1 h, 65 °C; 2 h, rt
Reference
- Highly Stereoselective Chemoenzymatic Synthesis of the 3H-Isobenzofuran Skeleton. Access to Enantiopure 3-MethylphthalidesMangas-Sanchez, Juan; Busto, Eduardo; Gotor-Fernandez, Vicente; Gotor, Vicente, Organic Letters, 2012, 14(6), 1444-1447
Production Method 5
Reaction Conditions
1.1 Reagents: Potassium carbonate Catalysts: Palladium(1+), [2-[(amino-κN)methyl]phenyl-κC][1-(4-methoxyphenyl)-2-(triphenylp… Solvents: Dimethylformamide ; 30 min, 130 °C; 130 °C → rt
Reference
- An efficient palladium catalytic system for microwave assisted cyanation of aryl halidesHajipour, Abdol R.; Karami, Kazem; Tavakoli, Ghazal; Pirisedigh, Azade, Journal of Organometallic Chemistry, 2011, 696(4), 819-824
Production Method 6
Reaction Conditions
1.1 Reagents: Cesium carbonate Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Toluene ; 24 h, 100 °C
Reference
- Synthesis and organocatalytic asymmetric nitro-aldol initiated cascade reactions of 2-acylbenzonitriles leading to 3,3-disubstituted isoindolinonesRomano, Fabio; Di Mola, Antonia; Palombi, Laura; Tiffner, Maximilian; Waser, Mario; et al, Catalysts, 2019, 9(4), 327/1-327/11
Production Method 7
Reaction Conditions
1.1 Reagents: Copper , Sulfuric acid , Copper sulfate Solvents: Water ; 2 h, reflux
1.2 Reagents: Sodium nitrite Solvents: Water ; 80 - 90 °C
1.2 Reagents: Sodium nitrite Solvents: Water ; 80 - 90 °C
Reference
- Candida tenuis xylose reductase catalyzed reduction of acetophenones: the effect of ring-substituents on catalytic efficiencyVogl, Michael; Kratzer, Regina; Nidetzky, Bernd; Brecker, Lothar, Organic & Biomolecular Chemistry, 2011, 9(16), 5863-5870
Production Method 8
Reaction Conditions
Reference
- Direct formation of organocopper compounds by oxidative addition of zerovalent copper to organic halidesEbert, Greg; Rieke, Reuben D., Journal of Organic Chemistry, 1984, 49(26), 5280-2
Production Method 9
Reaction Conditions
1.1 Reagents: Triethylamine Catalysts: Triphenylphosphine , Palladium diacetate Solvents: Dimethyl sulfoxide , Dimethylformamide ; rt; 2 h, 100 °C
Reference
- Microwave-assisted one-step synthesis of acetophenones via palladium-catalyzed regioselective arylation of vinyloxytrimethylsilaneQian, Wangke; Zhang, Lei; Sun, Haifeng; Jiang, Hualiang; Liu, Hong, Advanced Synthesis & Catalysis, 2012, 354(17), 3231-3236
Production Method 10
Reaction Conditions
1.1 Reagents: N-Bromosuccinimide Catalysts: Azobisisobutyronitrile Solvents: Acetonitrile , Water ; 3.5 h, 80 °C
Reference
- Synthesis of 2-Acetylbenzonitriles and Their Reactivity in Tandem Reactions with Carbon and Hetero Nucleophiles: Easy Access to 3,3-Disubstituted IsoindolinonesDi Mola, Antonia; Di Martino, Miriam; Capaccio, Vito; Pierri, Giovanni; Palombi, Laura; et al, European Journal of Organic Chemistry, 2018, 2018(14), 1699-1708
Production Method 11
Reaction Conditions
1.1 Reagents: Potassium hydroxide Catalysts: Samarium Solvents: Dimethyl sulfoxide ; 12 h, 110 °C
Reference
- A ligand and Palladium-free Avenue for Cyanation of Aryl Halides: The Art of Samarium Powder in C-C Coupling ReactionMoghaddam, Firouz Matloubi ; Pourkaveh, Raheleh; Gholamtajari, Milad; Karimi, Ashkan, ChemistrySelect, 2019, 4(33), 9618-9621
Production Method 12
Reaction Conditions
1.1 Reagents: 4-(Dimethylamino)pyridine Catalysts: Zinc , Nickel dichloride , 1,1-Bis(diphenylphosphino)ferrocene Solvents: Acetonitrile ; 6 h, 80 °C; 80 °C → rt
Reference
- General and Mild Nickel-Catalyzed Cyanation of Aryl/Heteroaryl Chlorides with Zn(CN)2: Key Roles of DMAPZhang, Xingjie; Xia, Aiyou; Chen, Haoyi; Liu, Yuanhong, Organic Letters, 2017, 19(8), 2118-2121
Production Method 13
Reaction Conditions
1.1 Catalysts: Tetrabutylammonium iodide Solvents: Dimethylformamide , tert-Butanol , Water ; 24 h, 110 °C
Reference
- A Serendipitous One-Pot Cyanation/Hydrolysis/Enamide Formation: Direct Access to 3-Methyleneisoindolin-1-onesBanik, Trisha; Kaliappan, Krishna P., Chemistry - A European Journal, 2021, 27(2), 628-633
Production Method 14
Reaction Conditions
1.1 Solvents: Dimethylformamide ; 12 h, 150 °C
Reference
- An Unprecedented, Lewis Acid-Mediated, Metal-Free Iodoannulation Strategy to Aromatic IodidesBanik, Trisha; Betkekar, Vipul V.; Kaliappan, Krishna P., Chemistry - An Asian Journal, 2018, 13(23), 3676-3680
Production Method 15
Reaction Conditions
1.1 Solvents: 1,2-Dimethoxyethane
Reference
- Preparation of aryl, alkynyl, and vinyl organocopper compounds by the oxidative addition of zerovalent copper to carbon-halogen bondsEbert, Greg W.; Rieke, Reuben D., Journal of Organic Chemistry, 1988, 53(19), 4482-8
Production Method 16
Reaction Conditions
1.1 Catalysts: Cobalt dibromide Solvents: Acetonitrile ; rt
Reference
- A convenient method for the preparation of aromatic ketones from acyl chlorides and arylzinc bromides using a cobalt catalysisFillon, Hyacinthe; Gosmini, Corinne; Perichon, Jacques, Tetrahedron, 2003, 59(41), 8199-8202
Production Method 17
Reaction Conditions
1.1 Reagents: Potassium carbonate Catalysts: Bis[2-[2-(amino-κN)ethyl]-3-methoxyphenyl-κC]di-μ-bromodipalladium Solvents: Dimethylformamide ; 20 min, 130 °C
Reference
- Microwave-enhanced cyanation of aryl halides with a dimeric ortho-palladated complex catalystHajipour, Abdol-Reza; Abrisham, Fatemeh; Tavakoli, Ghazal, Transition Metal Chemistry (Dordrecht, 2011, 36(7), 725-730
Production Method 18
Reaction Conditions
Reference
- Product class 4: organometallic complexes of copperHeaney, H.; Christie, S., Science of Synthesis, 2004, 3, 305-662
2-Acetylbenzonitrile Raw materials
- 1-(2-chlorophenyl)ethanone
- 2-cyanophenylzinc bromide
- (2-cyanophenyl)boronic acid
- Tert-BUTYL ISOCYANIDE
- Potassium hexacyanoferrate
- 2'-Aminoacetophenone
- 2'-Iodoacetophenone
- 2-Ethylbenzonitrile
- 2'-Bromoacetophenone
- 2-Iodobenzonitrile
- Trimethyl(vinyloxy)silane
2-Acetylbenzonitrile Preparation Products
2-Acetylbenzonitrile Related Literature
-
Qiyuan Wu,Shangmin Xiong,Peichuan Shen,Shen Zhao,Alexander Orlov Catal. Sci. Technol., 2015,5, 2059-2064
-
Ross Harder,David C. Dunand,Ian McNulty Nanoscale, 2017,9, 5686-5693
-
Albertus D. Handoko,Khoong Hong Khoo,Teck Leong Tan,Hongmei Jin,Zhi Wei Seh J. Mater. Chem. A, 2018,6, 21885-21890
-
Amandine Altmayer-Henzien,Valérie Declerck,David J. Aitken,Ewen Lescop,Denis Merlet,Jonathan Farjon Org. Biomol. Chem., 2013,11, 7611-7615
-
Andreas Nenning,Manuel Holzmann,Jürgen Fleig,Alexander K. Opitz Mater. Adv., 2021,2, 5422-5431
91054-33-0 (2-Acetylbenzonitrile) Related Products
- 684215-40-5(Benzonitrile, 3-acetyl-4-methyl- (9CI))
- 37774-78-0(Benzonitrile,2-benzoyl-)
- 912468-84-9(Benzonitrile, acetyl-)
- 93340-14-8(Benzonitrile,2-ethyl-3-formyl-)
- 40180-77-6(Benzonitrile, 5-acetyl-2-methyl- (9CI))
- 37649-98-2(2-Anthracenecarbonitrile, 9,10-dihydro-9,10-dioxo-)
- 64113-87-7(Benzonitrile,2-acetyl-5-methyl-)
- 6955-26-6( )
- 913485-57-1(4-(2-Methylphenyl)carbonylbenzonitrile)
- 496848-58-9(4-acetyl-3-methylbenzonitrile)
Recommended suppliers
Nanjing jingzhu bio-technology Co., Ltd.
Gold Member
CN Supplier
Bulk
Shanghai Joy Biotech Ltd
Gold Member
CN Supplier
Bulk
Enjia Trading Co., Ltd
Gold Member
CN Supplier
Bulk
Jinan Hanyu Chemical Co.,Ltd.
Gold Member
CN Supplier
Bulk
NewCan Biotech Limited
Gold Member
CN Supplier
Reagent