2-Naphthoylmethyl thiocyanate

Base Information

• Chemical Name: 2-Naphthoylmethyl thiocyanate
• CAS No.: 19339-62-9
• Molecular Formula: C13H9NOS
• Molecular Weight: 227.287
• Hs Code.: 2930909090
• European Community (EC) Number: 654-828-8
• NSC Number: 100758
• UNII: 32RLP893D3
• DSSTox Substance ID: DTXSID40172937
• Nikkaji Number: J48.851H
• Wikidata: Q83043012
• Mol file: 19339-62-9.mol

Synonyms:2-Naphthoylmethyl thiocyanate;19339-62-9;1-(Naphthalen-2-yl)-2-thiocyanatoethanone;2-(2-Naphthyl)-2-oxoethyl thiocyanate;Thiocyanic acid, 2-naphthoylmethyl ester;(2-naphthalen-2-yl-2-oxoethyl) thiocyanate;Thiocyanic acid, 2-(2-naphthalenyl)-2-oxoethyl ester;32RLP893D3;Thiocyanic acid, 2-(2-naphthalenenyl)2-oxoethyl ester;2-Naphth-2-yl-2-oxoethyl thiocyanate;NSC-100758;NSC 100758;BRN 2645976;1-(naphthalen-2-yl)-2-thiocyanatoethan-1-one;3-08-00-01141 (Beilstein Handbook Reference);UNII-32RLP893D3;SCHEMBL3414677;DTXSID40172937;Thiocyanic acid, 2-(2-naphthalenenyl)2-oxoethyl ester (9CI);MFCD00021644;NSC100758;AKOS005073132;KA-0709;2-(THIOCYANATOACETYL)NAPHTHALENE;CS-0333728;FT-0637828;A880269;2-(cyanosulfanyl)-1-(naphthalen-2-yl)ethan-1-one;J-503586;Thiocyanic acid,2-(2-naphthalenyl)-2-oxoethyl ester;4-[BIS(2-HYDROXYPROPYL)AMINO]BENZOICACID,ETHYLESTER

Chemical Property of 2-Naphthoylmethyl thiocyanate

Chemical Property:

• Melting Point: 107-109 °C
• Boiling Point: 434.3 °C at 760 mmHg
• Flash Point: 216.4 °C
• PSA: 66.16000
• Density: 1.27 g/cm³
• LogP: 3.23678
• Storage Temp.: 2-8°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 227.04048508
• Heavy Atom Count: 16
• Complexity: 306

Purity/Quality:

98%min ^*data from raw suppliers

2-(2-Naphthyl)-2-oxoethylThiocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)C(=O)CSC#N

Technology Process of 2-Naphthoylmethyl thiocyanate

There total 10 articles about 2-Naphthoylmethyl thiocyanate 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%

potassium thioacyanate (333-20-0) + 2-Bromo-2'-acetonaphthone (613-54-7) → 1-(naphthalen-2-yl)-2-thiocyanatoethan-1-one (19339-62-9)

Guidance literature:

In ethanol; at 85 ℃; for 2h;

DOI:10.1021/acs.jmedchem.7b01520

Reference yield: 98.0%

ammonium thiocyanate (1147550-11-5) + 2-Bromo-2'-acetonaphthone (613-54-7) → 1-(naphthalen-2-yl)-2-thiocyanatoethan-1-one (19339-62-9)

Guidance literature:

ammonium thiocyanate; With montmorillonite K₁₀ clay; In acetone; at 20 ℃; for 0.666667h;

2-Bromo-2'-acetonaphthone; at 20 ℃; for 0.00833333h; Neat (no solvent); Grinding;

DOI:10.1016/j.tetlet.2012.01.113

Reference yield: 92.0%

ammonium thiocyanate (1147550-11-5) + methyl 2-naphthyl ketone (93-08-3) → 1-(naphthalen-2-yl)-2-thiocyanatoethan-1-one (19339-62-9)

Guidance literature:

With Amberlyst-15; In acetonitrile; at 20 ℃; for 5h;

DOI:10.2174/157017810791514878

upstream raw materials:

sodium thiocyanide

potassium thioacyanate

ammonium thiocyanate

methyl 2-naphthyl ketone

Downstream raw materials:

2-bromo-4-(naphthalen-2-yl)thiazole

Refernces

• 1、 Lenin, Racha,Raju, Rallabandi M.. "A simple and efficient thiocyanation of indoles, anilines and keto compounds catalyzed by a polystyrene resin amberlyst-15". . p. 392 - 395. Retrieved 2010.
• 2、 Nan, Guangming,Yue, Huilan. "Visible-Light-Promoted Difunctionalization of Olefins Leading to α-Thiocyanato Ketones". supporting information. p. 1340 - 1345. Retrieved 2018/05/03.
• 3、 Xie, Jingjing,Si, Xiaojia,Gu, Shoulai,Wang, Mingliang,Shen, Jian,Li, Haoyan,Li, Dan,Fang, Yanjia,Liu, Cong,Zhu, Jidong. "Allosteric Inhibitors of SHP2 with Therapeutic Potential for Cancer Treatment". . p. 10205 - 10219. Retrieved 2018/01/10.