Di(thiophen-2-yl)methanone oxime

Base Information

• Chemical Name: Di(thiophen-2-yl)methanone oxime
• CAS No.: 10558-44-8
• Molecular Formula: C9H7NOS2
• Molecular Weight: 209.293
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50379410
• Mol file: 10558-44-8.mol

Synonyms:10558-44-8;Di(thiophen-2-yl)methanone oxime;N-(dithiophen-2-ylmethylidene)hydroxylamine;BIS(2-THIENYL)KETOXIME;Di(thiophen-2-yl)methanoneoxime;BIS(2-THIENYL) KETOXIME;dithiophen-2-ylmethanone oxime;Di-2-thienylketoxim;Di-2-thienyl ketoxime;Maybridge1_002250;di2-thienylmethanone oxime;N-[bis(thiophen-2-yl)methylidene]hydroxylamine;Methanone,di-2-thienyl-, oxime;SCHEMBL12262029;HMS547O06;DTXSID50379410;BTB 09936;CCG-43880;Methyl4-chloro-4,4-difluoroacetoacetate;AS-76561;CS-0440602;FT-0624579;FT-0636739;N-[Di(thiophen-2-yl)methylidene]hydroxylamine;SR-01000633757-1

Chemical Property of Di(thiophen-2-yl)methanone oxime

Chemical Property:

• Vapor Pressure: 7.58E-06mmHg at 25°C
• Melting Point: 134 °C
• Refractive Index: 1.698
• Boiling Point: 361.1 °C at 760 mmHg
• PKA: 10.49±0.70(Predicted)
• Flash Point: 172.2 °C
• PSA: 89.07000
• Density: 1.38 g/cm³
• LogP: 3.03620
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 208.99690619
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

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

DI(2-THIENYL)METHANONE OXIME 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)C(=NO)C2=CC=CS2

Technology Process of Di(thiophen-2-yl)methanone oxime

There total 5 articles about Di(thiophen-2-yl)methanone oxime 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: 92.0%

di(thiophen-2-yl)methanone (704-38-1) → bis(2-thienyl)methanone oxime (10558-44-8)

Guidance literature:

With sodium hydroxide; hydroxylamine hydrochloride; In ethanol; water; at 20 ℃; Heating / reflux;

Reference yield: 92.0%

di(thiophen-2-yl)methanone (704-38-1) + hydroxylamine hydrochloride (5470-11-1) → bis(2-thienyl)methanone oxime (10558-44-8)

Guidance literature:

di(thiophen-2-yl)methanone; hydroxylamine hydrochloride; In H₂₀; ethanol; at 20 ℃;

With sodium hydroxide; In H₂₀;

Reference yield:

thiophene-2-carbaldehyde (98-03-3) → bis(2-thienyl)methanone oxime (10558-44-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

2.1: pyridinium chlorochromate / dichloromethane / 20 °C

3.1: hydroxylamine hydrochloride; pyridine / ethanol / 10 h / Reflux

With pyridine; n-butyllithium; hydroxylamine hydrochloride; pyridinium chlorochromate; In tetrahydrofuran; ethanol; hexane; dichloromethane;

DOI:10.1021/ja408864c

upstream raw materials:

di(thiophen-2-yl)methanone

hydroxylamine hydrochloride

thiophene-2-carbaldehyde

2-[α-(2-thienyl)-α-hydroxymethyl]thiophene

Downstream raw materials:

bis(2-thienyl)ketone O-pentafluorobenzoyl oxime

di(2-thiophenyl)methylamine

Refernces

• 1、 Wei, Ziyan,Yu, Shouyun,Zhang, Ai Hua,Zhang, Hao. "Access to Cyanoimines Enabled by Dual Photoredox/Copper-Catalyzed Cyanation of O-Acyl Oximes". supporting information. p. 7315 - 7320. Retrieved 2020/10/02.
• 2、 Gerfaud, Thibaud,Neuville, Luc,Zhu, Jieping. "Palladium-catalyzed annulation of acyloximes with arynes (or alkynes): Synthesis of phenanthridines and isoquinolines". supporting information; experimental part. p. 572 - 577. Retrieved 2009/04/14.