4-Cyanobutanoic acid

Base Information

• Chemical Name: 4-Cyanobutanoic acid
• CAS No.: 39201-33-7
• Molecular Formula: C5H7NO2
• Molecular Weight: 113.116
• Hs Code.: 2926909090
• European Community (EC) Number: 845-192-4
• DSSTox Substance ID: DTXSID40192453
• Nikkaji Number: J89.275K
• Wikidata: Q72457987
• Mol file: 39201-33-7.mol

Synonyms:4-CYANOBUTANOIC ACID;39201-33-7;4-cyanobutyric acid;Butanoic acid, 4-cyano-;4-CYANOBUTANOICACID;MFCD00218781;SCHEMBL23848;4-cyanobutanoic acid, AldrichCPR;DTXSID40192453;YXBVMSQDRLXPQV-UHFFFAOYSA-N;AMY16028;BCP31647;RB3314;AKOS006273626;GS-4037;SY008532;FT-0660790;4-Cyanobutanoic acid;EN300-115085;A873694;Z1198152304

Chemical Property of 4-Cyanobutanoic acid

Chemical Property:

• Vapor Pressure: 6.63E-05mmHg at 25°C
• Melting Point: 35 °C
• Refractive Index: 1.451
• Boiling Point: 320.4 °C at 760 mmHg
• PKA: 2.42(at 25℃)
• Flash Point: 147.6 °C
• PSA: 61.09000
• Density: 1.141 g/cm³
• LogP: 0.76488
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 113.047678466
• Heavy Atom Count: 8
• Complexity: 122

Purity/Quality:

98%min ^*data from raw suppliers

4-CyanobutanoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CC#N)CC(=O)O
• Uses: 4-Cyanobutanoic Acid is used in chemoenzymic production of lactams from aliphatic α,ω-dinitriles.

Technology Process of 4-Cyanobutanoic acid

There total 2 articles about 4-Cyanobutanoic acid 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: 70.0%

Glutaronitrile (544-13-8) → 1,5-pentanedioic acid (110-94-1) + 4-cyanobutyric acid (39201-33-7)

Guidance literature:

With water; nitrile hydratase SP₃₆₁; at 30 ℃; for 40h; in potassium phosphate buffer (pH = 7);

DOI:10.1016/S0040-4039(00)97285-X

Reference yield: 45.0%

1-Cyanobutanol (5699-72-9) → 4-cyanobutyric acid (39201-33-7) + butyric acid (107-92-6)

Guidance literature:

With sodium persulfate; silver nitrate; In water; at 60 ℃; for 3h;

DOI:10.1007/BF00952205

Reference yield: 91.0%

4-cyanobutyric acid (39201-33-7) + 8-((3R,4S)-4-ethylpyrrolidin-3-yl)-3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazine (1428243-28-0) → 5-((3S,4R)-3-ethyl-4-(3-tosyl-3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)pyrrolidin-1-yl)-5-oxopentanenitrile (1428243-29-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; at 20 ℃; for 18h;

upstream raw materials:

1-Cyanobutanol

Glutaronitrile

Downstream raw materials:

methyl 4-cyanobutanoate

piperidine-2,6-dione

1,5-pentanedioic acid

4-Benzoyl-4-cyanobuttersaeure

Refernces

• 1、 Cohen, Mark A.,Sawden, Janette,Turner, Nicholas J.. "SELECTIVE HYDROLYSIS OF NITRILES UNDER MILD CONDITIONS BY AN ENZYME". . p. 7223 - 7226. Retrieved 2007/10/02.
• 2、 Ogibin, Yu.N.,Makhova, I.V.,Gorozhankin, S.K.,Nikishin, G.I.. "OXIDATIVE REARRANGEMENT OF ALKANAL CYANOHYDRINS INITIATED BY PEROXYDISULFATE IONS". . p. 2099 - 2104. Retrieved 2007/10/02.