(S)-(-)-alpha-Methylbenzyl isocyanide

Base Information

• Chemical Name: (S)-(-)-alpha-Methylbenzyl isocyanide
• CAS No.: 21872-32-2
• Molecular Formula: C₉H₉N
• Molecular Weight: 131.177
• European Community (EC) Number: 624-323-7
• DSSTox Substance ID: DTXSID80450685
• Nikkaji Number: J57.140G
• Wikidata: Q76416377
• Mol file: 21872-32-2.mol

Synonyms:(S)-(-)-alpha-Methylbenzyl isocyanide;21872-32-2;[(1S)-1-ISOCYANOETHYL]BENZENE;(S)-()-alpha-Methylbenzyl isocyanide;L-(-)-A-Methylbenzylisocyanide;SCHEMBL450918;(s)-alpha-methylbenzyl isocyanide;[(S)-1-Phenylethyl] isocyanide;DTXSID80450685;KCCAPMXVCPVFEH-QMMMGPOBSA-N;GEO-03775;MFCD02683482;AKOS015888872;AKOS040767623;GS-0079;(S)-(-)- alpha -Methylbenzyl isocyanide;EN300-6512465;J-014328

Chemical Property of (S)-(-)-alpha-Methylbenzyl isocyanide

Chemical Property:

• Refractive Index: n20/D 1.506(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 0.00000
• Density: g/cm³
• LogP: 1.89760
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 131.073499291
• Heavy Atom Count: 10
• Complexity: 136

Purity/Quality:

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

(S)-(?)-α-Methylbenzyl isocyanide 96% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 23-26-27-28

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (S)-(-)-alpha-Methylbenzyl isocyanide

There total 20 articles about (S)-(-)-alpha-Methylbenzyl isocyanide 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: 95.0%

(R)-(+)-α-methylbenzyl formamide (6948-01-2,19145-06-3,31502-34-8,42412-77-1) → (R)-(+)-α-methylbenzylisocyanide (17329-20-3,21872-32-2,21872-33-3,42412-74-8)

Guidance literature:

With triethylamine; trichlorophosphate; In dichloromethane; for 0.0666667h; Cooling with ice; Green chemistry;

DOI:10.1039/d0gc02722g

Reference yield: 85.0%

(S)-N-formyl-1-phenylethylamine (19145-06-3) → (S)-1-isocyano-1-phenylethane (17329-20-3,21872-32-2,21872-33-3,42412-74-8)

Guidance literature:

With triethylamine; trichlorophosphate; In dichloromethane; for 0.0666667h; Cooling with ice; Green chemistry;

DOI:10.1039/d0gc02722g

Reference yield: 81.0%

(S)-1-phenyl-ethylamine (2627-86-3) + sodium chlorodifluoroacetate (1895-39-2) → (S)-1-isocyano-1-phenylethane (17329-20-3,21872-32-2,21872-33-3,42412-74-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 12h; stereoselective reaction; Schlenk technique; Inert atmosphere; Sealed tube; Green chemistry;

DOI:10.1021/acs.orglett.0c03472

upstream raw materials:

N-formyl-α-methylbenzylamine

diethyl cyanophosphonate

1-Diphenylphosphinoxy-1-phenylethan

1-Phenylethanol

Downstream raw materials:

[2-(5-bromothiophen-2-yl)-imidazo[1,2-a]pyrazin-3-yl]-(1-phenyl-ethyl)-amine

{(Ph)vinyl-(Me)ketene (CH(Me)Ph)imine}(tricarbonyl)iron⁽⁰⁾

Refernces

• 1、 -. "Method for preparing isonitrile compound". Paragraph 0062-0067. . Retrieved 2021/01/30.
• 2、 Guo, Song,Han, Jianmei,Liu, Shujuan,Lu, Hu,Tao, Peng,Xu, Yanan,Zhang, Xinwen,Zhao, Qiang,Zheng, Xiaokang. "Concentration-dependent circularly polarized luminescence of chiral cyclometalated platinum(II) complexes for electroluminescence". . . Retrieved 2020/03/30.