2-Butenenitrile, 3-amino-

Base Information

• Chemical Name: 2-Butenenitrile, 3-amino-
• CAS No.: 1118-61-2
• Molecular Formula: C4H6N2
• Molecular Weight: 82.105
• Hs Code.: 29269090
• European Community (EC) Number: 214-266-2
• DSSTox Substance ID: DTXSID3061508
• Mol file: 1118-61-2.mol

Synonyms:2-Butenenitrile, 3-amino-;3-Aminocrotononitrile;1118-61-2;3-aminobut-2-enenitrile;3-Amino-but-2-enenitrile;3-amino-2-butene nitrile;DTXSID3061508;AKOS028108312;FT-0615039

Chemical Property of 2-Butenenitrile, 3-amino-

Chemical Property:

• Appearance/Colour: Yellowish flakes
• Vapor Pressure: 0.00484mmHg at 25°C
• Melting Point: 79-81 °C
• Refractive Index: 1.474
• Boiling Point: 276.3 °C at 760 mmHg
• PKA: 3.88±0.70(Predicted)
• Flash Point: 120.9 °C
• PSA: 49.81000
• Density: 0.965 g/cm³
• LogP: 1.07278
• Storage Temp.: 2-8°C
• Solubility.: 95% ethanol: soluble25mg/mL, clear, colorless to yellow
• Water Solubility.: Very soluble in water, soluble in ethanol.
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 82.053098200
• Heavy Atom Count: 6
• Complexity: 104

Purity/Quality:

99% ^*data from raw suppliers

3-amino-2-Butenenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,T
• Statements: 22-20/21/22-43-24/25
• Safety Statements: 22-24/25-29-36/37-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Nitriles
• Canonical SMILES: CC(=CC#N)N
• Uses: 3-Aminocrotononitrile is used as intermediate for the syntheses of heterocycles (e.g. pyridines and pyrimidines) and for the production of polyurethane). It is used in the pharmaceutical (e.g. production of sulfsomizole) and dyestuff industries. Product Data Sheet 3-Aminocrotononitrile reacts with ferrocenyl-1,2-enones to form ferrocenyl pyridines. It undergoes diazotization coupling reaction with p-substituted anilines to give 2-arylhydrazone-3-ketimino-butyronitriles.3-Aminocrotononitrile, (E)+(Z), is used in reaction with aryldiazonium salts gave, instead of the expected triazene, 2-arylhydrazono-3-ketobutyronitrile by electrophilic attack at the ?-carbon and hydrolysis of the resulting imine. It is also used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff. 3-Aminocrotononitrile was used as bisnucleophilic reagent which on cyclocondensation with hexafluoroacetone(ethoxycarbonylimine) forms bis(trifluoromethyl)pyrimidinones.

Technology Process of 2-Butenenitrile, 3-amino-

There total 13 articles about 2-Butenenitrile, 3-amino- 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:

C22H36N2NiO2P2 → 3-Aminocrotononitrile (1118-61-2) + diisopropylphosphine Oxide (53753-58-5) + recorcinol (108-46-3)

Guidance literature:

With water; In tetrahydrofuran-d8; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1021/acs.organomet.9b00645

Reference yield:

acetonitrile (75-05-8,26809-02-9) → 3-Aminocrotononitrile (1118-61-2)

Guidance literature:

With diethyl ether; sodium; stable form;

Reference yield:

acetonitrile (75-05-8,26809-02-9) + propiononitrile (107-12-0) → 3-Aminocrotononitrile (1118-61-2)

Guidance literature:

With potassium tert-butylate; In toluene; at 40 ℃; for 0.166667h;

DOI:10.1039/c5ra26931h

upstream raw materials:

5-methylisoxazole

diethyl ether

lithium diethylamide

acetonitrile

Downstream raw materials:

4-(4-chlorophenyl)-2-methyl-6-phenylpyridine-3-carbonitrile

4-(4-acetoxy-3-methoxy-2-nitro-phenyl)-5-cyano-2,6-dimethyl-1,4-dihydro-pyridine-3-carboxylic acid ethyl ester

5-cyano-4-(4-hydroxy-3-methoxy-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3-carboxylic acid ethyl ester

5-cyano-4-(3,4-dimethoxy-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3-carboxylic acid ethyl ester

Refernces

• 1、 Shiryaev,Belen′kaya,Shiryaev,Rybakov,Klimochkin, Yu. N.. "Reactions of methyl esters of adamantane acids with acetonitrile". . p. 2966 - 2969. Retrieved 2015.
• 2、 de Bie,D.A.,van der Plas,H.C.. "-". . p. 3905 - 3908. Retrieved 1968.
• 3、 Hasche, Patrick,Spannenberg, Anke,Beweries, Torsten. "Study of the Reactivity of the [(PE1CE2P)Ni(II)] (E1, E2 = O, S) Pincer System with Acetonitrile and Base: Formation of Cyanomethyl and Amidocrotononitrile Complexes versus Ligand Decomposition by P-S Bond Activation". . p. 4508 - 4515. Retrieved 2019/11/14.