Butyronitrile

Base Information

• Chemical Name: Butyronitrile
• CAS No.: 109-74-0
• Molecular Formula: C4H7 N
• Molecular Weight: 69.1063
• Hs Code.: 2926909090
• European Community (EC) Number: 203-700-6
• ICSC Number: 1465
• NSC Number: 8412
• UN Number: 2411
• UNII: O3V36V0W0M
• DSSTox Substance ID: DTXSID1026823
• Nikkaji Number: J2.437F
• Wikipedia: Butyronitrile
• Wikidata: Q420835
• Metabolomics Workbench ID: 57978
• Mol file: 109-74-0.mol

Synonyms:N-butyronitrile

Chemical Property of Butyronitrile

Chemical Property:

• Appearance/Colour: Clear liquid
• Vapor Pressure: 5.79mmHg at 25°C
• Melting Point: -112 C
• Refractive Index: 1.384
• Boiling Point: 118 C
• Flash Point: 16 C
• PSA: 23.79000
• Density: 0.785g/cm³
• LogP: 1.31008
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 69.057849228
• Heavy Atom Count: 5
• Complexity: 47.9
• Transport DOT Label: Flammable Liquid Poison

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: F:Highly flammable
• Statements: R11:Highly flammable.; R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
• Safety Statements: S45:In case of accident of if you feel unwell, seek medical advice immediately (show the label where possible).

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: CCCC#N
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C , on spraying or dispersing much faster.
• Effects of Short Term Exposure: The vapour is mildly irritating to the eyes, skin and respiratory tract. The substance may cause effects on the cellular respiration (inhibition). This may result in convulsions, cardiac disorders and respiratory failure. Exposure at high levels could cause death. The effects may be delayed. Medical observation is indicated.

Technology Process of Butyronitrile

There total 99 articles about Butyronitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

valeraldoxime (5775-76-8,5780-42-7,628-79-5) + anthranilic acid nitrile (1885-29-6) → propyl cyanide (109-74-0) + anthranilic acid amide (28144-70-9,88-68-6)

Guidance literature:

With linear poly(4-vinylpyridine) supported [Cp*IrCl₂]₂ complex by coordinative immobilization; In tert-Amyl alcohol; at 125 ℃; for 15h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.1c00475

Reference yield: 90.0%

N-butylamine (109-73-9,85404-21-3) → propyl cyanide (109-74-0) + (butylidene)butylamine (4853-56-9)

Guidance literature:

With oxygen; In para-xylene; at 110 ℃; for 1h;

DOI:10.1039/c4cc00024b

Reference yield: 76.0%

butyraldehyde oxime (110-69-0) + dimethylbromosulphonium bromide (50450-21-0) → propyl cyanide (109-74-0) + dimethyl sulfoxide (67-68-5,8070-53-9)

Guidance literature:

In acetonitrile; at 20 ℃; for 4h;

DOI:10.1016/j.tetlet.2009.07.100

upstream raw materials:

1-cyano-propane-1-carboxylic acid

butanamide

butyraldehyde oxime

tributyl-amine

Downstream raw materials:

ethyl 2,2-dimethyl-3-oxohexanoate

1-(2,4,6-trihydroxyphenyl)butan-1-one

1-(2-hydroxy-4,5-dimethoxyphenyl)butan-1-one

2-methylbutanenitrile

Refernces

• 1、 Meschkat, Emmanuel,Barratt, Martin D.,Lepoittevin, Jean-Pierre. "Studies of the chemical selectivity of hapten, reactivity, and skin sensitization potency. 1. Synthesis and studies on the reactivity toward model nucleophiles of the 13c-labeled skin sensitizers hex-1-ene- and hexane-1,3-sultones". . p. 110 - 117. Retrieved 2001.
• 2、 DeMaster, Eugene G.,Shirota, Frances N.,Nagasawa, Herbert T.. "A Beckmann-Type Dehydration of n-Butyraldoxime Catalyzed by Cytochrome P-450". . p. 5074 - 5075. Retrieved 1992.
• 3、 Chess, Edward K.,Lapp, R. L.,Gross, Michael L.. "The Question of Tautomerism of Alkylnitrile and Isonitrile Cations". . p. 475 - 480. Retrieved 1982.
• 4、 Feng, Cheng,Zhang, Yuecheng,Zhang, Yining,Wen, Yanlong,Zhao, Jiquan. "Study on alumina-supported cobalt-nickel oxide catalyst for synthesis of acetonitrile from ethanol". . p. 168 - 177. Retrieved 2011.
• 5、 Orsini, F.. "New Synthetic Applications of (Bromozinco)-acetonitrile (BrZnCH2CN)". . p. 500 - 503. Retrieved 1985.
• 6、 Hardman,Janz. "". . p. 6272. Retrieved 1968.
• 7、 Beller, Matthias,Feng, Lu,Gao, Jie,Jackstell, Ralf,Jagadeesh, Rajenahally V.,Liu, Yuefeng,Ma, Rui. "Ambient Hydrogenation and Deuteration of Alkenes Using a Nanostructured Ni-Core–Shell Catalyst". supporting information. p. 18591 - 18598. Retrieved 2021/06/28.
• 8、 Lu, Fu-Dong,Lu, Liang-Qiu,He, Gui-Feng,Bai, Jun-Chuan,Xiao, Wen-Jing. "Enantioselective Radical Carbocyanation of 1,3-Dienes via Photocatalytic Generation of Allylcopper Complexes". supporting information. p. 4168 - 4173. Retrieved 2021/04/06.