5-Indanyl Isothiocyanate

Base Information

• Chemical Name: 5-Indanyl Isothiocyanate
• CAS No.: 149865-84-9
• Molecular Formula: C10H9 N S
• Molecular Weight: 175.25
• European Community (EC) Number: 671-085-5
• DSSTox Substance ID: DTXSID80374756
• Nikkaji Number: J1.470.336E
• Mol file: 149865-84-9.mol

Synonyms:5-Indanyl Isothiocyanate;149865-84-9;5-isothiocyanato-2,3-dihydro-1H-indene;5-Indanylisothiocyanate;1H-Indene,2,3-dihydro-5-isothiocyanato-(9CI);Indan-5-yl isothiocyanate;5-indanyl-isothiocyanate;indan-5-yl-isothiocyanate;SCHEMBL2265788;DTXSID80374756;DRZNKOAIZHUADV-UHFFFAOYSA-N;5-indanyl isothiocyanate, AldrichCPR;MFCD00060338;AKOS000211945;FT-0676091;EN300-53651;J-008638

Chemical Property of 5-Indanyl Isothiocyanate

Chemical Property:

• Vapor Pressure: 0.00141mmHg at 25°C
• Refractive Index: 1.638
• Boiling Point: 99°C/1mm
• Flash Point: 144.1°C
• PSA: 44.45000
• Density: 1.15
• LogP: 2.90960
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 175.04557046
• Heavy Atom Count: 12
• Complexity: 208

Purity/Quality:

98%min ^*data from raw suppliers

5-IndanylIsothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C1)C=C(C=C2)N=C=S

Technology Process of 5-Indanyl Isothiocyanate

There total 3 articles about 5-Indanyl Isothiocyanate 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: 68.0%

(indan-5-ylamino)phenoxymethane-1-thione (302576-95-0) → indan-5-yl isothiocyanate (149865-84-9)

Guidance literature:

With trichlorosilane; triethylamine; In benzene; at 20 ℃; for 1h;

DOI:10.1021/jo000139s

Reference yield:

indan-5-amine (24425-40-9) → indan-5-yl isothiocyanate (149865-84-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / tetrahydrofuran / 0.5 h / 20 °C

2: 68 percent / Et₃N; HSiCl₃ / benzene / 1 h / 20 °C

With trichlorosilane; triethylamine; In tetrahydrofuran; benzene; 1: Condensation / 2: Elimination;

DOI:10.1021/jo000139s

Reference yield:

C10H11NS2*C6H12N2 → indan-5-yl isothiocyanate (149865-84-9)

Guidance literature:

With bis(trichloromethyl) carbonate; In chloroform; at 20 ℃; for 10h;

DOI:10.1021/jm400938g

upstream raw materials:

(indan-5-ylamino)phenoxymethane-1-thione

indan-5-amine

Downstream raw materials:

C₂₄H₃₁N₃O₃S

N-(2,3-dihydro-1H-inden-5-yl)-2,4-dihydroxy-5-isopropylbenzothioamide

Refernces

• 1、 Zhu, Junsheng,Han, Le,Diao, Yanyan,Ren, Xiaoli,Xu, Minghao,Xu, Liuxin,Li, Shiliang,Li, Qiang,Dong, Dong,Huang, Jin,Liu, Xiaofeng,Zhao, Zhenjiang,Wang, Rui,Zhu, Lili,Xu, Yufang,Qian, Xuhong,Li, Honglin. "Design, synthesis, X-ray crystallographic analysis, and biological evaluation of thiazole derivatives as potent and selective inhibitors of human dihydroorotate dehydrogenase". . p. 1123 - 1139. Retrieved 2015/03/04.
• 2、 Zhang, Xuechun,Lee, Young K.,Kelley, James A.,Burke Jr., Terrence R.. "Preparation of aryl isothiocyanates via protected phenylthiocarbamates and application to the synthesis of caffeic acid (4-isothiocyanato)phenyl ester". . p. 6237 - 6240. Retrieved 2007/10/03.