3-Isocyanatothiophene

Base Information

• Chemical Name: 3-Isocyanatothiophene
• CAS No.: 76536-95-3
• Molecular Formula: C5H3 N O S
• Molecular Weight: 125.151
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID40380030
• Nikkaji Number: J465.653I
• Mol file: 76536-95-3.mol

Synonyms:3-Thienyl Isocyanate;3-isocyanatothiophene;76536-95-3;3-Thienylisocyanate;3-isocyanato-thiophene;Thien-3-yl isocyanate;Thiophene, 3-isocyanato-;SCHEMBL424170;DTXSID40380030;3-Isocyanatothiophene, AldrichCPR;PVIZQOWWCLBJES-UHFFFAOYSA-N;MFCD02681899;AKOS000167121;PS-10316;FT-0616398;A25718;EN300-213655;A838740;J-513111;F8883-2308

Chemical Property of 3-Isocyanatothiophene

Chemical Property:

• Vapor Pressure: 2.27mmHg at 25°C
• Boiling Point: 36 ºC (1 mmHg)
• Flash Point: 51.5°C
• PSA: 57.67000
• Density: 1.24g/cm³
• LogP: 1.71540
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 124.99353489
• Heavy Atom Count: 8
• Complexity: 120

Purity/Quality:

97% ^*data from raw suppliers

3-ThienylIsocyanate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39-3

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC=C1N=C=O

Technology Process of 3-Isocyanatothiophene

There total 2 articles about 3-Isocyanatothiophene 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:

3-Thiophene carboxylic acid (88-13-1) → 3-isocyanatothiophene (76536-95-3)

Guidance literature:

With diphenylphosphoranyl azide; triethylamine; In toluene; at 80 ℃; for 2h;

DOI:10.1021/jm030428j

Reference yield:

3-thiophene carboxylic acid chloride (41507-35-1) + trimethylsilylazide (4648-54-8) → 3-isocyanatothiophene (76536-95-3)

Guidance literature:

Yield given. Multistep reaction; 1) CCl₄, 110 h, rt, sealed tube, 2) CCl₄, 1 h, 90 deg C, sealed tube;

Reference yield: 97.0%

2-amino-4,5-difluoroaniline (76179-40-3) + 3-isocyanatothiophene (76536-95-3) → 1,1’-(4,5-difluoro-1,2-phenylene)bis(3-(3-thienyl)urea)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/chem.201904255

upstream raw materials:

3-thiophene carboxylic acid chloride

trimethylsilylazide

3-Thiophene carboxylic acid

Downstream raw materials:

N-[4-(4,4,5,5-tetramethyl-[1,3,2]-dioxaborolan-2-yl)phenyl]-N'-thiophen-3-ylurea

1-{4-[7-morpholin-4-yl-3-(2,2,2-trifluoroethyl)-3H-[1,2,3]triazolo[4,5-d]pyrimidin-5-yl]phenyl}-3-(3-thienyl)urea

[4-(2,3,4,5-tetrahydro-1,3-dimethyl-2,4-dioxo-1H-pyrrolo[3,2-d]pyrimidin-6-yl)phenyl]methyl thiophen-3-ylcarbamate

[4-(2,3,4,5-tetrahydro-2,4-dioxo-1,3-dipropyl-1H-pyrrolo[3,2-d]pyrimidin-6-yl)phenyl]methyl thiophen-3-ylcarbamate