(Hydroxyimino)(phenyl)acetonitrile

Base Information

• Chemical Name: (Hydroxyimino)(phenyl)acetonitrile
• CAS No.: 825-52-5
• Molecular Formula: C8H6 N2 O
• Molecular Weight: 146.148
• Hs Code.: 2926909090
• European Community (EC) Number: 212-546-9
• DSSTox Substance ID: DTXSID3061182
• Nikkaji Number: J1.587.021D,J31.171E
• Metabolomics Workbench ID: 56027
• Mol file: 825-52-5.mol

Synonyms:(hydroxyimino)(phenyl)acetonitrile;825-52-5;2-hydroxyimino-2-phenylacetonitrile;(Hydroxyimino)phenylacetonitrile;(2E)-2-hydroxyimino-2-phenylacetonitrile;Oximinophenylacetonitrile;Benzeneacetonitrile, .alpha.-(hydroxyimino)-;(E)-N-Hydroxybenzimidoyl cyanide;N-Hydroxybenzimidoyl cyanide;EINECS 212-546-9;alpha-(hydroxyimino)benzeneacetonitrile;(2Z)-(Hydroxyimino)(phenyl)acetonitrile;Benzeneacetonitrile, alpha-(hydroxyimino)-;7541-03-9;(Z)-N-hydroxybenzimidoyl cyanide;N-hydroxybenzenecarboximidoyl cyanide;Phenylcyano ketone oxime;SCHEMBL44323;(E)-benzenecarbonimidoyl cyanide;DTXSID3061182;CHEBI:38842;MJCQFBKIFDVTTR-CSKARUKUSA-N;MJCQFBKIFDVTTR-NTMALXAHSA-N;MFCD00035803;Phenyl[(Z)-hydroxyimino]acetonitrile;AKOS006228685;AS-59624;CS-0455918

Chemical Property of (Hydroxyimino)(phenyl)acetonitrile

Chemical Property:

• Vapor Pressure: 0.000793mmHg at 25°C
• Melting Point: 128-130 °C(lit.)
• Boiling Point: 293.3°C at 760 mmHg
• Flash Point: 131.2°C
• PSA: 56.38000
• Density: 1.11g/cm³
• LogP: 1.38848
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 146.048012819
• Heavy Atom Count: 11
• Complexity: 195

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Hydroxyimino-2-phenylacetonitrile, mixture of syn and anti 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=NO)C#N
• Isomeric SMILES: C1=CC=C(C=C1)/C(=N\O)/C#N
• Uses: 2-Hydroxyimino-2-phenylacetonitrile may be used in the synthesis of 2-t-butoxycarbonyloxyimino-2-phenylacetonitrile and o-chlorobenzyloxycarbonylimino-2-phenylacetonitrile.

Technology Process of (Hydroxyimino)(phenyl)acetonitrile

There total 47 articles about (Hydroxyimino)(phenyl)acetonitrile 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: 100.0%

2-hydroxyimino-2-phenylacetonitrile sodium (36659-88-8) → 2-(hydroxyimino)-2-phenylacetonitrile (825-52-5)

Guidance literature:

With sulfuric acid; In dichloromethane; ethyl acetate; at 20 ℃; for 0.0833333h;

DOI:10.1007/s11172-012-0048-z

Reference yield: 98.0%

phenylacetonitrile (140-29-4) → 2-(hydroxyimino)-2-phenylacetonitrile (825-52-5)

Guidance literature:

phenylacetonitrile; With ethanol; sodium; at 0 ℃; for 0.5h;

With isopentyl nitrite; In ethanol; at 25 ℃; for 20h;

DOI:10.3390/ph14050412

Reference yield: 83.0%

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) + 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile (58632-95-4) → 2-(hydroxyimino)-2-phenylacetonitrile (825-52-5) + N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4)

Guidance literature:

With triethylamine; In 1,4-dioxane; water; for 3h;

DOI:10.15227/orgsyn.063.0171

upstream raw materials:

3-phenylfurazan

anti-phenylglyoxime

2,2-dibromoacetophenone

nitro-phenyl-acetonitrile

Downstream raw materials:

C₁₆H₁₀Cl₂FN₃O₂S

C₁₆H₉Cl₃FN₃O₂S

C₁₆H₁₀Cl₃N₃O₂S

C₁₆H₉Cl₃FN₃O₂S

Refernces

• 1、 Van Der Westhuyzen, Renier,Mabhula, Amanda,Njaria, Paul M.,Müller, Rudolf,Ngumbu Muhunga, Denis,Taylor, Dale,Lawrence, Nina,Njoroge, Mathew,Brunschwig, Christel,Moosa, Atica,Singh, Vinayak,Rao, Srinivasa P.S.,Manjunatha, Ujjini H.,Smith, Paul W.,Warner, Digby F.,Street, Leslie J.,Chibale, Kelly. "Benzoheterocyclic Oxime Carbamates Active against Mycobacterium tuberculosis: Synthesis, Structure-Activity Relationship, Metabolism, and Biology Triaging". . p. 9444 - 9457. Retrieved 2021/07/19.
• 2、 Liu, Kui,Chen, Zhen-Bang,Zhang, Fang-Ling,Qian, Chun,Tao, Shou-Wei,Xu, Qiong-Ming,Zhu, Yong-Ming. "Cu-Mediated Stereoselective [4+2] Annulation between N-Hydroxybenzimidoyl Cyanide and Norbornene". . p. 8457 - 8463. Retrieved 2018/06/25.