1-PHENYLETHYL ISOTHIOCYANATE

Base Information

• Chemical Name: 1-PHENYLETHYL ISOTHIOCYANATE
• CAS No.: 32393-32-1
• Molecular Formula: C₉H₉NS
• Molecular Weight: 163.243
• Mol file: 32393-32-1.mol

Synonyms:α-Methylbenzyl isothiocyanate;Benzene, (1-isothiocyanatoethyl)-;1-phenylethanisothiocyanate;

Chemical Property of 1-PHENYLETHYL ISOTHIOCYANATE

Chemical Property:

• Boiling Point: 246.4 °C at 760 mmHg
• Flash Point: 102.3 °C
• PSA: 44.45000
• Density: 1.01 g/cm³
• LogP: 2.85040

Purity/Quality:

98%min ^*data from raw suppliers

1-PHENYLETHYL ISOTHIOCYANATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-20/21/22
• Safety Statements: 45-36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-PHENYLETHYL ISOTHIOCYANATE

There total 30 articles about 1-PHENYLETHYL 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: 99.0%

carbon disulfide (75-15-0,12122-00-8) + rac-methylbenzylamine (618-36-0) → (1-isothiocyanato-ethyl)-benzene (24277-44-9,32393-32-1,24277-43-8,4478-92-6)

Guidance literature:

carbon disulfide; rac-methylbenzylamine; With potassium carbonate; In water; at 20 ℃; for 1h; Inert atmosphere;

With 1,3,5-trichloro-2,4,6-triazine; In dichloromethane; water; at 0 ℃; for 0.5h; Inert atmosphere;

With sodium hydroxide; In dichloromethane; water; pH=11; Inert atmosphere;

DOI:10.3762/bjoc.8.6

Reference yield: 99.0%

C9H11NS2*C6H15N → (1-isothiocyanato-ethyl)-benzene (24277-44-9,32393-32-1,24277-43-8,4478-92-6)

Guidance literature:

With p-toluenesulfonyl chloride; In tetrahydrofuran; at 0 - 22 ℃; for 1h;

DOI:10.1021/jo070246n

Reference yield: 91.0%

carbon disulfide (75-15-0,12122-00-8) + N,N-dimethyl-N'-(1-phenylethyl)acetimidamide (1268136-35-1) → thioisobutyramide (13515-65-6) + (1-isothiocyanato-ethyl)-benzene (24277-44-9,32393-32-1,24277-43-8,4478-92-6)

Guidance literature:

In neat (no solvent); at 20 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.201500973

upstream raw materials:

styrene

sodium thiocyanide

(2-iodo-1-isothiocyanato-ethyl)-benzene

1-phenylethyl thiocyanate

Downstream raw materials:

racem.-N,N'-bis-(1-phenyl-ethyl)-thiourea

N,N-dimethyl-N'-(1-phenyl-ethyl)-thiourea

2-[aza(4-fluoroindanyl)methylene](1,3-thiazolidine-3-yl)(alpha-methylbenzylamino)methane-1-thione

C₁₅H₂₃N₃S

Refernces

• 1、 Fu, Zhicheng,Yuan, Wenhao,Chen, Ning,Yang, Zhanhui,Xu, Jiaxi. "Na2S2O8-mediated efficient synthesis of isothiocyanates from primary amines in water". supporting information. p. 4484 - 4491. Retrieved 2018/10/17.
• 2、 Spencer, Emma S.,Dale, Edward J.,Gommans, Aimée L.,Rutledge, Malcolm T.,Vo, Christine T.,Nakatani, Yoshio,Gamble, Allan B.,Smith, Robin A.J.,Wilbanks, Sigurd M.,Hampton, Mark B.,Tyndall, Joel D.A.. "Multiple binding modes of isothiocyanates that inhibit macrophage migration inhibitory factor". . p. 501 - 510. Retrieved 2015/04/27.