4-Methoxybenzyl 2,2,2-Trichloroacetimidate

Base Information

• Chemical Name: 4-Methoxybenzyl 2,2,2-Trichloroacetimidate
• CAS No.: 89238-99-3
• Molecular Formula: C10H10 Cl3 N O2
• Molecular Weight: 282.554
• Hs Code.: 29252900
• European Community (EC) Number: 677-564-5
• DSSTox Substance ID: DTXSID40454780
• Nikkaji Number: J1.602.769C
• Wikidata: Q82276507
• Mol file: 89238-99-3.mol

Synonyms:89238-99-3;4-Methoxybenzyl 2,2,2-Trichloroacetimidate;4-Methoxybenzyl-2,2,2-trichloroacetimidate;(4-Methoxyphenyl)methyl 2,2,2-trichloroethanimidate;MFCD00134547;2,2,2-Trichloroacetimidic Acid 4-Methoxybenzyl Ester;4-Methoxybenzyl2,2,2-Trichloroacetimidate;PMBOC(=NH)CCl3;4-METHOXYBENZYL-2,2,2-TRICHLOROACETIMID&;SCHEMBL329086;AMY3067;DTXSID40454780;TYHGKLBJBHACOI-UHFFFAOYSA-N;4-methoxybenzyl trichloroacetimidate;Ethanimidic acid, 2,2,2-trichloro-, (4-methoxyphenyl)methyl ester;AKOS015848369;AS-32999;SY052949;M2016;4-methoxybenzyl 2,2,2-trichloroethanimidoate;Trichloroacetimidic acid 4-methoxybenzyl ester;o-(4-methoxybenzyl) 2,2,2-trichloroacetimidate;A855373;2,2,2-trichloro-acetimidic acid 4-methoxybenzyl ester;2,2,2-Trichloro-acetimidic acid 4-methoxy-benzyl ester;(4-methoxyphenyl)methyl 2,2,2-trichloroethanecarboximidate

Chemical Property of 4-Methoxybenzyl 2,2,2-Trichloroacetimidate

Chemical Property:

• Vapor Pressure: 0.000103mmHg at 25°C
• Refractive Index: n20/D 1.5488
• Boiling Point: 137 °C / 0.7mmHg
• PKA: 1.96±0.70(Predicted)
• Flash Point: 110 °C
• PSA: 42.31000
• Density: 1.361 g/mL at 25 °C
• LogP: 3.65900
• Storage Temp.: Refrigerator
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 280.977712
• Heavy Atom Count: 16
• Complexity: 235

Purity/Quality:

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

4-Methoxybenzyl 2,2,2-Trichloroacetimidate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,N
• Statements: 20/21/22-36/37/38-51/53
• Safety Statements: 26-61-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)COC(=N)C(Cl)(Cl)Cl

Technology Process of 4-Methoxybenzyl 2,2,2-Trichloroacetimidate

There total 2 articles about 4-Methoxybenzyl 2,2,2-Trichloroacetimidate 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%

trichloroacetonitrile (545-06-2) + 4-Methoxybenzyl alcohol (105-13-5) → O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In hexane; at 0 ℃; for 0.25h; Solvent;

DOI:10.1055/s-0037-1611551

Reference yield:

→ O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3)

Guidance literature:

Reference yield: 100.0%

methyl (R)-3-hydroxy-2-methylpropionate (72657-23-9,42998-03-8) + O-(4-methoxybenzyl)-trichloroacetimidate (89238-99-3) → (R)-methyl 3-((4-methoxybenzyl)oxy)-2-methylpropanoate (212051-35-9)

Guidance literature:

With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃;

DOI:10.1039/c3sc50304f

upstream raw materials:

trichloroacetonitrile

4-Methoxybenzyl alcohol

Downstream raw materials:

4-(4-Methoxy-benzyloxy-methyl)-tetrahydrofuran-2-one

methyl (2S)-[(4-methoxybenzyl)oxy]-2-methylpropanoate

(R)-3-(4-Methoxy-benzyloxy)-butyric acid ethyl ester

4-methoxybenzyl phenethyl ether

Refernces

• 1、 Kato, Takuya,Sato, Tomohiko,Kashiwagi, Yuki,Hosokawa, Seijiro. "Synthetic studies on aculeximycin: Synthesis of C24-C40 segment by kobayashi aldolization and epoxide rearrangements". . p. 2274 - 2277. Retrieved 2015.
• 2、 Ambrosi, Andrea,Bringley, Dustin A.,Calimsiz, Selcuk,Curl, Jonah,Garber, Jeffrey A. O.,Huynh, Huy,Kwong, Bernard,Lapina, Olga,Leung, Edmund,Lin, Lennie,Martins, Andrew,McGinitie, Teague,Mohan, Sankar,Phull, Jaspal,Roberts, Ben,Rosario, Mary,Sarma, Keshab,Shen, Jinyu,Shi, Bing,Standley, Eric A.,Wang, Li,Wang, Xueqing,Yu, Guojun. "Synthesis of Rovafovir Etalafenamide (Part III): Evolution of the Synthetic Process to the Phosphonamidate Fragment". supporting information. p. 1247 - 1262. Retrieved 2021/05/29.
• 3、 Anketell, Matthew J.,Paterson, Ian,Sharrock, Theodore M.. "Total synthesis of the actinoallolides and a designed photoaffinity probe for target identification". supporting information. p. 8109 - 8118. Retrieved 2020/11/03.