2-Hydroxyimino-2-(4-methoxyphenyl)acetonitrile

Base Information

• Chemical Name: 2-Hydroxyimino-2-(4-methoxyphenyl)acetonitrile
• CAS No.: 76104-14-8
• Molecular Formula: C₉H₈N₂O₂
• Molecular Weight: 176.175
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID40402842
• Mol file: 76104-14-8.mol

Synonyms:76104-14-8;2-hydroxyimino-2-(4-methoxyphenyl)acetonitrile;(E/Z)-2-(Hydroxyimino)-2-(4-methoxyphenyl)acetonitrile;2-(Hydroxyimino)-2-(4-methoxyphenyl)acetonitrile;DTXSID40402842;OBBCKURUVDIXIC-UHFFFAOYSA-N;MFCD07776928;alpha-hydroxyimino-4-methoxybenzylcyanide;alpha-hydroxyimino-4-methoxy-benzylcyanide;alpha-hydroxyimino-4-methoxybenzyl cyanide;SY250077;(E)-N-hydroxy-4-methoxybenzimidoyl cyanide

Chemical Property of 2-Hydroxyimino-2-(4-methoxyphenyl)acetonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.545
• Boiling Point: 332.539 °C at 760 mmHg
• Flash Point: 154.914 °C
• PSA: 65.61000
• Density: 1.149 g/cm³
• LogP: 1.39708
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 233

Purity/Quality:

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

2-Hydroxyimino-2-(4-methoxyphenyl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=NO)C#N

Technology Process of 2-Hydroxyimino-2-(4-methoxyphenyl)acetonitrile

There total 5 articles about 2-Hydroxyimino-2-(4-methoxyphenyl)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: 80.6%

→ α-hydroxyimino-4-methoxybenzyl cyanide (76104-14-8)

Guidance literature:

Reference yield: 69.0%

4-Methoxystyrene (637-69-4,24936-44-5) → (Z)-N-hydroxy-4-methoxybenzimidoyl cyanide (76104-14-8)

Guidance literature:

With tert.-butylnitrite; N-hydroxyphthalimide; Eosin Y; ammonium acetate; In acetonitrile; at 20 ℃; for 24h; Irradiation;

DOI:10.1021/acs.orglett.0c01235

Reference yield:

sodium cyanide (143-33-9,25596-52-5) + N-hydroxy-4-methoxy-benzenecarboximidoyl chloride (38435-51-7) → [(E)-Hydroxyimino]-(4-methoxy-phenyl)-acetonitrile (76104-14-8)

Guidance literature:

With triethylamine; In water; 1,2-dichloro-ethane; isopropyl alcohol; at -5 - 20 ℃; for 4h;

DOI:10.1080/00397919908085906

upstream raw materials:

sodium cyanide

N-hydroxy-4-methoxy-benzenecarboximidoyl chloride

p-methoxyl benzaldoxime

p-methoxybenzylnitrile

Refernces

• 1、 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.
• 2、 Ma, Jun-An,Ma, Zhi-Hua,Ma, Hong-Min,Huang, Run-Qiu,Shao, Rui-Lian. "A convenient synthesis of α-hydroxyiminoacetonitriles from aldoximes". . p. 1563 - 1567. Retrieved 2007/10/03.