5-Phenylisothiazole

Base Information

• Chemical Name: 5-Phenylisothiazole
• CAS No.: 1075-21-4
• Molecular Formula: C9H7NS
• Molecular Weight: 161.227
• Hs Code.: 2934999090
• NSC Number: 102320
• DSSTox Substance ID: DTXSID40295493
• Nikkaji Number: J1.369.458C
• Wikidata: Q82035441
• Mol file: 1075-21-4.mol

Synonyms:5-PHENYLISOTHIAZOLE;5-phenyl-1,2-thiazole;1075-21-4;Isothiazole, 5-phenyl-;NSC102320;SCHEMBL6422894;DTXSID40295493;AKOS006284158;NSC-102320;InChI=1/C9H7NS/c1-2-4-8(5-3-1)9-6-7-10-11-9/h1-7

Chemical Property of 5-Phenylisothiazole

Chemical Property:

• Boiling Point: 201.9 °C at 760 mmHg
• Flash Point: 71.9 °C
• PSA: 41.13000
• Density: 1.173 g/cm³
• LogP: 2.81010
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 161.02992040
• Heavy Atom Count: 11
• Complexity: 121

Purity/Quality:

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

5-PHENYLISOTHIAZOLE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=NS2

Technology Process of 5-Phenylisothiazole

There total 14 articles about 5-Phenylisothiazole 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: 76.0%

2-tert-Butyl-5-phenyl-isothiazol-2-ium; chloride → 5-phenylisothiazole (1075-21-4) + tertiary butyl chloride (507-20-0) + isobutene (115-11-7,15220-85-6)

Guidance literature:

In chloroform-d1; at 120 ℃; for 0.5h;

Reference yield: 62.0%

β-N,N-dimethylaminovinyl phenyl thioketone (24301-15-3) → 5-phenylisothiazole (1075-21-4)

Guidance literature:

With pyridine; hydroxylamine-O-sulfonic acid; In methanol; ethanol; for 0.5h; Ambient temperature;

DOI:10.1021/jo01312a011

Reference yield: 58.0%

(Z)-3-chloro-3-phenyl-2-propenal (33603-87-1) → 5-phenylisothiazole (1075-21-4)

Guidance literature:

With ammonium thiocyanate; In acetone; at 80 ℃; Inert atmosphere;

upstream raw materials:

β-chlorocinnamaldehyde

3-phenyl-3-thiocyanatoacrylaldehyde

2-phenylthiazole

β-N,N-dimethylaminovinyl phenyl thioketone

Downstream raw materials:

5-phenylthiazole

4-phenyl-thiazole

3-phenylisothiazole

4-bromo-5-phenylisothiazole

Refernces

• 1、 Pavlik, James W.,Tongcharoensirikul, Pakamas,Bird, Nigel P.,Day, A. Colin,Barltrop, John A.. "Phototransposition chemistry of phenylisothiazoles and phenylthiazoles. 1. Interconversions in benzene solution". . p. 2292 - 2300. Retrieved 2007/10/02.
• 2、 Komatsu, Mitsuo,Harada, Nobuyuki,Kashiwagi, Hiroshi,Ohshiro, Yoshiki,Agawa, Toshio. "ADDITION REACTION OF SULFUR DICHLORIDE TO FUNCTIONALIZED IMINES DIRECTED TOWARD HETEROCYCLIC SYNTHESIS". . p. 119 - 134. Retrieved 2007/10/02.