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| CAS No.: | 40615-36-9 |
|---|---|
| Name: | 4,4'-Dimethoxytrityl chloride |
| Molecular Structure: | |
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| Formula: | C21H19ClO2 |
| Molecular Weight: | 338.834 |
| Synonyms: | 1,1'-(Chlorophenylmethylene)bis[4-methoxybenzene];4,4'-Dimethoxytriphenylmethyl chloride;Bis(4-methoxyphenyl)phenylmethyl chloride;Chlorobis(4-methoxyphenyl)phenylmethane;NSC 89782;4,4-Dimethoxytriphenylchloro methane; |
| EINECS: | 255-002-6 |
| Density: | 1.159 g/cm3 |
| Melting Point: | 123-125 °C |
| Boiling Point: | 463.1 °C at 760 mmHg |
| Flash Point: | 155.6 °C |
| Solubility: | Soluble in chloroform and methanol. Partially soluble in water |
| Appearance: | pink powder |
| Hazard Symbols: |
 Xi
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| Risk Codes: | 36/37/38 |
| Safety: | 22-24/25-37/39-26-36 |
| PSA: | 18.46000 |
| LogP: | 5.23450 |
4,4'-dimethoxytrityl alcohol
4,4'-dimethoxytrityl chloride
| Conditions | Yield |
|---|---|
| With thionyl chloride In n-heptane 1.) 0 deg C, 10 min, 2.) RT, 10 min, 3.) reflux, 1 h; | 91% |
| With acetyl chloride In toluene for 2h; Inert atmosphere; Reflux; | 89.7% |
| With thionyl chloride In diethyl ether Heating; | 82% |
| Conditions | Yield |
|---|---|
| Stage #1: methoxybenzene; Benzotrichlorid With aluminum (III) chloride at 30℃; for 10h; Large scale; Stage #2: With hydrogenchloride In water at 30℃; for 3h; Large scale; Stage #3: With oxalyl dichloride for 6h; Temperature; Concentration; Reflux; Large scale; | 85.13% |
4,4'-dimethoxytrityl cation
4,4'-dimethoxytrityl chloride
| Conditions | Yield |
|---|---|
| With perchloric acid; water; sodium chloride In methanol at 25℃; Equilibrium constant; other temperatures; |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 1.) AlCl3, 2.) aq. H2SO4 / 1.) 2 h 2: AcCl / 1.5 h / Heating View Scheme |
Benzotrichlorid
4,4'-dimethoxytrityl chloride
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 1.) AlCl3, 2.) aq. H2SO4 / 1.) 2 h 2: AcCl / 1.5 h / Heating View Scheme |
4-Methoxybenzophenone
4,4'-dimethoxytrityl chloride
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 72 percent / Grignard reaction 2: 82 percent / SOCl2 / diethyl ether / Heating View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 72 percent / Grignard reaction 2: 82 percent / SOCl2 / diethyl ether / Heating View Scheme |
4,4'-dimethoxytrityl chloride
1-(2-C-cyano-2-deoxy-β-D-arabinofuranosyl)thymine
1-<2-C-cyano-2-deoxy-5-O-(dimethoxytrityl)-β-D-arabinofuranosyl>thymine
| Conditions | Yield |
|---|---|
| With pyridine for 1.5h; Ambient temperature; | 100% |
4,4'-dimethoxytrityl chloride
2'-deoxy-2'-fluorouridine
2'-deoxy-2'-fluoro-5'-O-(4,4'-dimethoxytrityl)uridine
| Conditions | Yield |
|---|---|
| With pyridine at 20℃; for 3h; Inert atmosphere; | 100% |
| With pyridine at 20℃; for 3h; Inert atmosphere; | 100% |
| With dmap at 20℃; for 16h; | 100% |
4,4'-dimethoxytrityl chloride
4-[4-(4-Hydroxy-butylcarbamoyloxymethyl)-2-methoxy-5-nitro-phenoxy]-butyric acid methyl ester
4-(4-{4-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-butylcarbamoyloxymethyl}-2-methoxy-5-nitro-phenoxy)-butyric acid methyl ester
| Conditions | Yield |
|---|---|
| With pyridine at 50℃; for 1h; | 100% |
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The IUPAC name of DMT-Cl is 2-chloro-4-methoxy-1-[(4-methoxyphenyl)-phenylmethyl]benzene . With the CAS registry number 40615-36-9, it is also named as 1,1'-(Chlorophenylmethylene)bis(4-methoxybenzene) ; Benzene, 1,1'-(chlorophenylmethylene)bis(4-methoxy- ; Methane, chlorobis(p-methoxyphenyl)phenyl- ; 4,4'-Dimethoxytriphenylmethyl chloride .
The DMT-Cl is pink powder which is sensitive to moisture. It should be stored at 0°C. This product is used as 5'-hydroxyl protecting group of nucleoside. It is irritating to eyes, respiratory system and skin. People should not breathe dust and avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.
The DMT-Cl also can be used in many organic synthesis. For example: 1. It reacts with 4-N-nicotinoyl-2'-deoxycytidine to get 5'-O-(4,4'-dimethoxytrityl)-4-N-nicotinoyl-2'-deoxycytidine ; 2. It can react with xylouridine-3'-(O-methyl)-(O-aminophenazine-6-hexyl)-phosphate to obtain phosphoric acid 2-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yloxy)-4-hydroxy-tetrahydro-furan-3-yl ester methyl ester 6-(phenazin-2-yl-phenoxyacetyl-amino .
The other characteristics of this product can be summarized as: (1)ACD/LogP: 5.40 ; (2)# of Rule of 5 Violations: 1 ; (3)ACD/LogD (pH 5.5): 5.4 ; (4)ACD/LogD (pH 7.4): 5.4 ; (5)ACD/BCF (pH 5.5): 7464.45 ; (6)ACD/BCF (pH 7.4): 7464.45 ; (7)ACD/KOC (pH 5.5): 20600.74 ; (8)ACD/KOC (pH 7.4): 20600.74 ; (9)#H bond acceptors: 2 ; (10)#H bond donors: 0 ; (11)#Freely Rotating Bonds: 5 ; (12)Index of Refraction: 1.583 ; (13)Molar Refractivity: 97.74 cm3 ; (14)Molar Volume: 292.1 cm3 ; (15)Polarizability: 38.74×10-24 cm3 ; (16)Surface Tension: 40.3 dyne/cm ; (17)Enthalpy of Vaporization: 69.65 kJ/mol ; (18)Vapour Pressure: 2.58E-08 mmHg at 25°C ; (19)Rotatable Bond Count: 5 ; (20)Exact Mass: 338.107358 ; (21)MonoIsotopic Mass: 338.107358 ; (22)Topological Polar Surface Area: 18.5 ; (23)Heavy Atom Count: 24.
People can use the following data to convert to the molecule structure. SMILES: ClC(c1ccc(OC)cc1)(c2ccccc2)c3ccc(OC)cc3; InChI: InChI=1/C21H19ClO2/c1-23-19-12-8-17(9-13-19)21(22,16-6-4-3-5-7-16)18-10-14-20(24-2)15-11-18/h3-15H,1-2H3. The DMT-Cl has many suppliers, such as Suzhou Highfine Biotech Co., Ltd. and Ruiyuan Group Limited.
