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Home > Encyclopedia > 4,4′-Dimethoxytrityl chloride

4,4′-Dimethoxytrityl chloride

4,4′-Dimethoxytrityl chloride structure

4,4′-Dimethoxytrityl chloride 

structure
  • CAS No:

    40615-36-9

  • Formula:

    C21H19ClO2

  • Chemical Name:

    4,4′-Dimethoxytrityl chloride

  • Synonyms:

    Benzene,1,1′-(chlorophenylmethylene)bis[4-methoxy-;1,1′-(Chlorophenylmethylene)bis[4-methoxybenzene];4,4′-Dimethoxytrityl chloride;4,4′-Dimethoxytriphenylmethyl chloride;Chlorobis(4-methoxyphenyl)phenylmethane;Bis(4-methoxyphenyl)phenylmethyl chloride;NSC 89782;1-[(Chloro)(4-methoxyphenyl)(phenyl)methyl]-4-methoxybenzene;DMTrCl;1-[Chloro(4-methoxyphenyl)benzyl]-4-methoxybenzene;2489240-00-6

  • Categories:

    Biochemical Engineering  >  Condensing Agent

Description

4,4'-Dimethoxytrityl chloride is pink powder

4,4′-Dimethoxytrityl chloride Basic Attributes

338.83

338.83

2471942

255-002-6

89782

DTXSID50193618

29093090

Characteristics

18.5

5.4

Pink Powder

1.2±0.1 g/cm3

123-125 °C

463.1°C at 760 mmHg

155.6±23.9 °C

1.584

soluble in chloroform and methanol. Partially soluble in water

Store at 0°C

Safety Information

I; II; III

3261

3

36/37/38-34

22-24/25-37/39-26-36-45-36/37/39

Xi

P260, P261, P264, P271, P272, P273, P280, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P391, P403+P233, P405, P501

H314

|Warning|H315 (90.91%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 11 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

4,4′-Dimethoxytrityl chloride Use and Manufacturing

Methods of Manufacturing

a.In a 500 L reactor, 75 kg of trichlorotoluene (M = 195.48, n = 383.67 mol)And 103.72 kg of anisole (M = 108.14, n = 959.17 mol)53.35 kg of catalyst aluminum chloride (M = 133.34, n = 400.1 mol) were added, The reaction temperature was controlled at 30 , Stirring reaction 10h, The mixed reaction liquid I was obtained.b.At 30 ° C, 475kg 5percent diluted hydrochloric acid was added to the reaction mixture I was loaded with 1000L reactor, Hydrolysis reaction 3h, Add dichloromethane 200kg, Stir stand still stratification, The organic phase was separated dichloromethane, Then extracted with dichloromethane 200kg * 2 times the aqueous phase, The combined organic phases were extracted with dichloromethane, Dry with anhydrous sodium sulfate for 2h.c.The methylene chloride was concentrated, The solvent methylene chloride was recovered.Oxalyl chloride 70.74 kg (M = 126.93, n = 557.32 mol)In the reflux state reaction 6h, Dropping petroleum ether 130kg, Crystallization after cooling down to 30 , After solid-liquid separation to get crude DMT-Cl.The crude HPLC purity was 98.91percent.d.Crude DMT-Cl added 4.5 times the mass of dichloromethane, 20 times the mass of petroleum ether for recrystallization, After the solid-liquid separation obtained DMT-Cl wet product, DMT-Cl wet product dried to obtain the finished DMT-Cl 110.66kg, Finished DMT-Cl purity of 99.95percentFinished DMT-Cl yield 85.13percent.The mixed solvent was recovered, Quantitative use of gas chromatography GC and then apply.

Uses

a versatile protecting group for primary alcohols, specially useful in oligonucleotide synthesis

Computed Properties

Molecular Weight:338.8
XLogP3:5.4
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:5
Exact Mass:338.1073575
Monoisotopic Mass:338.1073575
Topological Polar Surface Area:18.5
Heavy Atom Count:24
Complexity:340
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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