4,4'-Dimethoxytrityl chloride

Base Information

• Chemical Name: 4,4'-Dimethoxytrityl chloride
• CAS No.: 40615-36-9
• Molecular Formula: C21H19ClO2
• Molecular Weight: 338.834
• Hs Code.: 29093090
• European Community (EC) Number: 255-002-6
• NSC Number: 89782
• DSSTox Substance ID: DTXSID50193618
• Nikkaji Number: J208.384A
• Wikidata: Q72468673
• Mol file: 40615-36-9.mol

Synonyms:4,4'-Dimethoxytrityl chloride;40615-36-9;DMT-Cl;4,4'-Dimethoxytriphenylmethyl chloride;4,4'-(chloro(phenyl)methylene)bis(methoxybenzene);MFCD00008409;C21H19ClO2;1-[chloro-(4-methoxyphenyl)-phenylmethyl]-4-methoxybenzene;Benzene, 1,1'-(chlorophenylmethylene)bis[4-methoxy-;1-[chloro-(4-methoxyphenyl)-phenyl-methyl]-4-methoxy-benzene;1,1'-(Chlorophenylmethylene)bis(4-methoxybenzene);EINECS 255-002-6;1-[chloro(4-methoxyphenyl)phenylmethyl]-4-methoxybenzene;Benzene, 1,1'-(chlorophenylmethylene)bis(4-methoxy-;4,4'-dimethoxytritylchloride;1,1'-(chlorophenylmethylene)bis[4-methoxybenzene];DMTrCl;DMTCl;NSC89782;DMTr-Cl;Chloro-4,4'-dimethoxytriphenylmethane;4,4'-DIMETHOXY-TRIPHENYL CHLOROMETHANE;SCHEMBL26862;4,4'-dimetoxytrityl chloride;4,4'-dimethoxyltritylchloride;4,4'-Dimethoxy-tritylchloride;4,4`-Dimethoxytrityl Chloride;4,4'-dimethyoxytrityl chloride;4, 4'-dimethoxytrityl chloride;4,4'-dimethoxy trityl chloride;4,4/'-Dimethoxytrityl chloride;4,4\'-Dimethoxytrityl chloride;DTXSID50193618;BCP17241;4,4'-Dimethoxy-triphenylchlormethane;NSC 89782;NSC-89782;4,4'-Dimethoxytrityl chloride, 95%;AKOS015904937;AC-7758;CS-W009233;AS-12353;BP-13431;SY001416;Methane, chlorobis(p-methoxyphenyl)phenyl-;AM20040427;D1612;FT-0617071;EN300-317008;M02870;A825197;W-106342;4,4 inverted exclamation mark -Dimethoxytrityl Chloride;F0001-1149;4,4'-Dimethoxytriphenylmethyl chloride, >=97.0% (HPLC);2-[Chloro(diphenyl)methyl]-5,5-dimethoxy-cyclohexa-1,3-diene;4,4'-Dimethoxytrityl Chloride

Chemical Property of 4,4'-Dimethoxytrityl chloride

Chemical Property:

• Appearance/Colour: pink powder
• Vapor Pressure: 0Pa at 20℃
• Melting Point: 123-125 °C
• Refractive Index: 1.5330 (estimate)
• Boiling Point: 463.1 °C at 760 mmHg
• Flash Point: 155.6 °C
• PSA: 18.46000
• Density: 1.159 g/cm³
• LogP: 5.23450
• Storage Temp.: Store at 0°C
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Soluble in chloroform and methanol. Partially soluble in water
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 338.1073575
• Heavy Atom Count: 24
• Complexity: 340

Purity/Quality:

99.0% ^*data from raw suppliers

4,4′-Dimethoxytrityl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-34
• Safety Statements: 22-24/25-37/39-26-36-45-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=C(C=C3)OC)Cl
• Uses: 4,4'-Dimethoxytrityl chloride is a versatile protecting group for primary alcohols, specially useful in oligonucleotide synthesis 4,4'-Dimethoxytrityl chloride is used as a protective reagent for oligonucleotide synthesis. It is used for selective protection and deprotection procedures for thiol and hydroxy groups in nucleoside derivatives. Hydroxyl protecting group for nucleosides and nucleotides.

Technology Process of 4,4'-Dimethoxytrityl chloride

There total 8 articles about 4,4'-Dimethoxytrityl chloride 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: 91.0%

4,4'-dimethoxytrityl alcohol (40615-35-8) → 4,4'-dimethoxytrityl chloride (40615-36-9)

Guidance literature:

With thionyl chloride; In n-heptane; 1.) 0 deg C, 10 min, 2.) RT, 10 min, 3.) reflux, 1 h;

DOI:10.1002/jhet.5570300506

Reference yield: 85.13%

methoxybenzene (100-66-3) + Benzotrichlorid (98-07-7) → 4,4'-dimethoxytrityl chloride (40615-36-9)

Guidance literature:

methoxybenzene; Benzotrichlorid; With aluminum (III) chloride; at 30 ℃; for 10h; Large scale;

With hydrogenchloride; In water; at 30 ℃; for 3h; Large scale;

With oxalyl dichloride; for 6h; Temperature; Concentration; Reflux; Large scale;

Reference yield:

4-Methoxybenzophenone (611-94-9) → 4,4'-dimethoxytrityl chloride (40615-36-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / Grignard reaction

2: 82 percent / SOCl₂ / diethyl ether / Heating

With thionyl chloride; In diethyl ether;

upstream raw materials:

4,4'-dimethoxytrityl alcohol

4,4'-dimethoxytrityl cation

methoxybenzene

Benzotrichlorid

Downstream raw materials:

methyl 5-acetamido-2,6-anhydro-3,5-dideoxy-9-O-bis(4-methoxyphenyl)phenyl-methyl-D-glycero-D-galacto-non-2-en-onate

allyl 6-O-(4,4'-dimethoxytriphenylmethyl)-β-D-galactopyranoside

DMT-dU

1-(2'-deoxy-5'-O-4,4'-dimethoxytrityl-β-D-erythro-ribofuranosyl)-2-thiouracil

Refernces

• 1、 -. "Efficient separation and purification method of 4,4'-dimethoxytrityl chloride and 4,4'-dimethoxytrityl alcohol". Paragraph 0026; 0028-0029; 0031-0042. . Retrieved 2021/03/03.
• 2、 -. "Industrial method for preparing and purifying 4,4'-dimethoxytrityl chloride". Paragraph 0022; 0023; 0024; 0025; 0026; 0027; 0028-0045. . Retrieved 2017/09/02.