D-alpha-Methylbenzyl isothiocyanate

Base Information

• Chemical Name: D-alpha-Methylbenzyl isothiocyanate
• CAS No.: 24277-44-9
• Molecular Formula: C9H9NS
• Molecular Weight: 163.243
• Hs Code.: 29309090
• European Community (EC) Number: 634-794-0
• DSSTox Substance ID: DTXSID401302495
• Nikkaji Number: J63.273B
• ChEMBL ID: CHEMBL2151314
• Mol file: 24277-44-9.mol

Synonyms:24277-44-9;D-alpha-Methylbenzyl isothiocyanate;(R)-(1-Isothiocyanatoethyl)Benzene;[(1R)-1-isothiocyanatoethyl]benzene;CHEMBL2151314;L-alpha-Methylbenzyl isothiocyanate;(R)-1-phenylethyl isothiocyanate;D-A-Methylbenzyl isothiocyanate;(-)-1-Phenylethyl isothiocyanate;D-a-methylbenzylisothiocyanate;SCHEMBL3795180;(r)-methyl benzyl isothiocyanate;QQCJPTVZIZVKEZ-MRVPVSSYSA-N;DTXSID401302495;BDBM50073733;MFCD00135478;AKOS006343695;AT27179;[(R)-alpha-Methylbenzyl] isothiocyanate;PD138983;R(-)- alpha -Methylbenzyl isothiocyanate;EN300-6769401;A817189;Z1201619239;(-)-alpha-Methylbenzyl isothiocyanate, for chiral derivatization, >=99.0%

Chemical Property of D-alpha-Methylbenzyl isothiocyanate

Chemical Property:

• Appearance/Colour: yellow liquid
• Vapor Pressure: 0.0427mmHg at 25°C
• Refractive Index: 1.5810
• Boiling Point: 246.4 °C at 760 mmHg
• Flash Point: 102.3 °C
• PSA: 44.45000
• Density: 1.01 g/cm³
• LogP: 2.85040
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 163.04557046
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

98%Min ^*data from raw suppliers

(-)-α-MethylbenzylIsothiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-42
• Safety Statements: 22-26-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)N=C=S
• Isomeric SMILES: C[C@H](C1=CC=CC=C1)N=C=S

Technology Process of D-alpha-Methylbenzyl isothiocyanate

There total 36 articles about D-alpha-Methylbenzyl 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: 97.0%

carbon disulfide (75-15-0,12122-00-8) + (R)-1-phenyl-ethyl-amine (3886-69-9) → (R)-(1-isothiocyanatoethyl)benzene (24277-44-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In diethyl ether; at 0 ℃; Inert atmosphere;

DOI:10.3762/bjoc.8.168

upstream raw materials:

styrene

sodium thiocyanide

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

1-phenylethyl thiocyanate

Downstream raw materials:

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

1-Cyclohexyl-1-(2-hydroxy-ethyl)-3-(1-phenyl-ethyl)-thiourea

(+/-)-N-(1-phenylethyl)thioacetamide

1,1-Bis-(2-hydroxy-ethyl)-3-(1-phenyl-ethyl)-thiourea

Refernces

• 1、 Janczewski, ?ukasz,Kolesińska, Beata,Kr?giel, Dorota. "Synthesis of isothiocyanates using DMT/NMM/TsO? as a new desulfurization reagent". . . Retrieved 2021/05/29.
• 2、 Janczewski, ?ukasz,Gajda, Anna,Gajda, Tadeusz. "Direct, Microwave-Assisted Synthesis of Isothiocyanates". supporting information. p. 2528 - 2532. Retrieved 2019/04/03.