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40615-36-9

Basic Information
CAS No.: 40615-36-9
Name: 4,4'-Dimethoxytrityl chloride
Article Data: 14
Molecular Structure:
Molecular Structure of 40615-36-9 (4,4'-Dimethoxytrityl chloride)
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: IrritantXi
Risk Codes: 36/37/38
Safety: 22-24/25-37/39-26-36
PSA: 18.46000
LogP: 5.23450
Synthetic route
40615-35-8

4,4'-dimethoxytrityl alcohol

40615-36-9

4,4'-dimethoxytrityl chloride

Conditions
ConditionsYield
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%
100-66-3

methoxybenzene

98-07-7

Benzotrichlorid

40615-36-9

4,4'-dimethoxytrityl chloride

Conditions
ConditionsYield
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%
14039-15-7

4,4'-dimethoxytrityl cation

40615-36-9

4,4'-dimethoxytrityl chloride

Conditions
ConditionsYield
With perchloric acid; water; sodium chloride In methanol at 25℃; Equilibrium constant; other temperatures;
100-66-3

methoxybenzene

2-chloro-decalin

2-chloro-decalin

40615-36-9

4,4'-dimethoxytrityl chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) AlCl3, 2.) aq. H2SO4 / 1.) 2 h
2: AcCl / 1.5 h / Heating
View Scheme
98-07-7

Benzotrichlorid

40615-36-9

4,4'-dimethoxytrityl chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) AlCl3, 2.) aq. H2SO4 / 1.) 2 h
2: AcCl / 1.5 h / Heating
View Scheme
611-94-9

4-Methoxybenzophenone

40615-36-9

4,4'-dimethoxytrityl chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 72 percent / Grignard reaction
2: 82 percent / SOCl2 / diethyl ether / Heating
View Scheme
104-92-7

1-bromo-4-methoxy-benzene

sodium

sodium

40615-36-9

4,4'-dimethoxytrityl chloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 72 percent / Grignard reaction
2: 82 percent / SOCl2 / diethyl ether / Heating
View Scheme
40615-36-9

4,4'-dimethoxytrityl chloride

140858-91-9

1-(2-C-cyano-2-deoxy-β-D-arabinofuranosyl)thymine

140859-04-7

1-<2-C-cyano-2-deoxy-5-O-(dimethoxytrityl)-β-D-arabinofuranosyl>thymine

Conditions
ConditionsYield
With pyridine for 1.5h; Ambient temperature;100%
40615-36-9

4,4'-dimethoxytrityl chloride

56287-17-3, 69123-94-0, 784-71-4

2'-deoxy-2'-fluorouridine

146954-74-7

2'-deoxy-2'-fluoro-5'-O-(4,4'-dimethoxytrityl)uridine

Conditions
ConditionsYield
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%
40615-36-9

4,4'-dimethoxytrityl chloride

176375-53-4

4-[4-(4-Hydroxy-butylcarbamoyloxymethyl)-2-methoxy-5-nitro-phenoxy]-butyric acid methyl ester

176375-44-3

4-(4-{4-[Bis-(4-methoxy-phenyl)-phenyl-methoxy]-butylcarbamoyloxymethyl}-2-methoxy-5-nitro-phenoxy)-butyric acid methyl ester

Conditions
ConditionsYield
With pyridine at 50℃; for 1h;100%
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    Name DMT chloride/DMT-Cl/4,4'-Dimethoxytrityl chloride Synonyms 1,1'-(Chlorophenylmethylene)bis[4-methoxybenzene]; Di-p-anisylphenylmethyl chloride CAS NO. 40615-36-9

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    4,4'-Dimethoxytrityl chloride

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  • Casno:

    40615-36-9

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    40615-36-9

    DMT-CL 4,4'-DiMethoxytriphenylMethyl chloride

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Specification

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.