(R)-(+)-1-Phenylethyl isocyanate

Base Information

• Chemical Name: (R)-(+)-1-Phenylethyl isocyanate
• CAS No.: 33375-06-3
• Molecular Formula: C9H9NO
• Molecular Weight: 147.177
• Hs Code.: 29291090
• European Community (EC) Number: 251-485-2
• Nikkaji Number: J63.267H
• Mol file: 33375-06-3.mol

Synonyms:33375-06-3;(R)-(+)-1-Phenylethyl isocyanate;(R)-(+)-alpha-Methylbenzyl isocyanate;[(1R)-1-Isocyanatoethyl]Benzene;Benzene, [(1R)-1-isocyanatoethyl]-;r-(+)-a-methylbenzyl isocyanate;(r)-(+)-1-phenylethylisocyanate;(1-Isocyanatoethyl)benzene #;(r)-(1-isocyanatoethyl)benzene;MFCD00063015;(r)-phenylethylisocyanate;(R)-methyl benzyl isocyanate;(1r)-1-phenylethylisocyanate;(R)-1-phenylethyl isocyanate;SCHEMBL211770;(r)-alpha-methylbenzylisocyanate;(r)-alpha-methylbenzyl isocyanate;(+)-.alpha.-Phenethyl isocyanate;((R)-1-isocyanato-ethyl)-benzene;BCP08224;(R)-(+)-a-methylbenzyl isocyanate;(S)-(?)-1-Phenylethyl isocyanate;GEO-01781;(r)-(+)-alpha-methylbenzylisocyanate;AKOS015840172;FS-4617;Benzene, (1-isocyanatoethyl)-, (R)-;(c)zR(c){-(+)-1-Phenylethyl isocyanate;(R)-(+)- alpha -Methylbenzyl isocyanate;(R)-(+)-.alpha. Methylbenzyl isocyanate;I0334;(R)-(+)-alpha-Methylbenzyl isocyanate, 99%;Isocyanic Acid (R)-(+)-1-Phenylethyl Ester;D87824;EN300-136539;Isocyanic acid R-(+)-.alpha.-methylbenzyl ester;Isocyanic Acid (R)-(+)-alpha-Methylbenzyl Ester;Isocyanic Acid- (R)-(+)- cent-Methylbenzyl Ester;J-019167;(R)-(+)-alpha-Methylbenzyl isocyanate, for chiral derivatization, >=99.0%

Chemical Property of (R)-(+)-1-Phenylethyl isocyanate

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.268mmHg at 25°C
• Refractive Index: n20/D 1.513(lit.)
• Boiling Point: 204.1 °C at 760 mmHg
• Flash Point: 65.6 °C
• PSA: 29.43000
• Density: 0.982 g/cm³
• LogP: 2.08340
• Storage Temp.: 2-8°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Decomposition
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 147.068413911
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

98% ^*data from raw suppliers

(R)-(+)-α-Methylbenzyl isocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, T+, T
• Hazard Codes: Xn,T+,T
• Statements: 36/37/38-42-26-23/24/25-23
• Safety Statements: 23-26-36-45-24/25-38-36/37/39-7/9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)N=C=O
• Isomeric SMILES: C[C@H](C1=CC=CC=C1)N=C=O
• Uses: (R)-1-phenylethyl isocyanate is used in the derivatisation of alcohols, thiocarbamates and hydroxy fatty acids. (R)-1-phenylethyl isocyanate moderately inhibited both BP-DNA adducts.

Technology Process of (R)-(+)-1-Phenylethyl isocyanate

There total 31 articles about (R)-(+)-1-Phenylethyl isocyanate 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: 100.0%

bis(trichloromethyl) carbonate (32315-10-9) + rac-methylbenzylamine (618-36-0) → 1-phenylethylisocyanate (14649-03-7,33375-06-3,65451-96-9,1837-73-6)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/j.bmc.2013.03.075

Reference yield: 98.0%

1-Phenylethanol (98-85-1,13323-81-4) + tetrabutylammonium isocyanate (39139-87-2) → 1-phenylethylisocyanate (14649-03-7,33375-06-3,65451-96-9,1837-73-6)

Guidance literature:

With triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; at 20 ℃; for 0.25h;

DOI:10.1055/s-2005-869906

Reference yield: 93.0%

di-tert-butyl tricarbonate (24424-95-1) + (R)-1-phenyl-ethyl-amine (3886-69-9) → (1R)-1-phenylethyl isocyanate (33375-06-3)

Guidance literature:

In dichloromethane; for 0.0833333h; Ambient temperature;

DOI:10.1016/S0040-4039(98)02515-5

upstream raw materials:

α-Phenethylcarbamidsaeureethylester

silver cyanate

(1-bromoethyl)benzne

styrene

Downstream raw materials:

2,2-dimethyl-aziridine-1-carboxylic acid-((R)-1-phenyl-ethylamide)

(1-phenyl-ethyl)-carbamic acid-(2-diethylamino-ethyl ester)

6β-[3-((Ξ)-1-phenyl-ethyl)-ureido]-penicillanic acid

Piperazine-1,4-dicarboxylic acid bis-[(1-phenyl-ethyl)-amide]

Refernces

• 1、 Krska, Shane W.,Lin, Shishi,Nkulu, Leah E.,Stahl, Shannon S.,Suh, Sung-Eun. "Benzylic C-H isocyanation/amine coupling sequence enabling high-throughput synthesis of pharmaceutically relevant ureas". . p. 10380 - 10387. Retrieved 2021/08/12.
• 2、 Huang, Xiongyi,Zhuang, Thompson,Kates, Patrick A.,Gao, Hongxin,Chen, Xinyi,Groves, John T.. "Alkyl Isocyanates via Manganese-Catalyzed C-H Activation for the Preparation of Substituted Ureas". supporting information. p. 15407 - 15413. Retrieved 2017/11/06.