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Sigma-Aldrich

4,4′-Dimethoxytriphenylmethyl chloride

≥97.0% (HPLC)

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Synonym(s):
4,4′-Dimethoxytrityl chloride, Chloro-4,4′-dimethoxytriphenylmethane, DMT, DMT-Cl
Empirical Formula (Hill Notation):
C21H19ClO2
CAS Number:
40615-36-9
Molecular Weight:
338.83
Beilstein:
2471942
EC Number:
255-002-6
MDL number:
MFCD00008409
PubChem Substance ID:
57649867
NACRES:
NA.22

Quality Level

200

Assay

≥97.0% (HPLC)

mp

123-125 °C

SMILES string

COc1ccc(cc1)C(Cl)(c2ccccc2)c3ccc(OC)cc3

InChI

1S/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

InChI key

JBWYRBLDOOOJEU-UHFFFAOYSA-N

Gene Information

human ... HTR2A(3356) , HTR2B(3357) , HTR2C(3358)
rat ... Htr1a(24473) , Htr2a(29595)

Related Categories

Application

4,4′-Dimethoxytriphenylmethyl chloride (DMTrCl) can be used as a protecting agent:
  • For hydroxyl group of nucleosides/nucleotides as its O-(4,4′-dimethoxytrityl)derivative.
  • For 10 sulfhydryl group of oligonucleotide analogs as its DMTr thioether.

Other Notes

Useful protecting-group reagent; Removal

Signal Word

Danger

Hazard Statements

H314 - H317 - H335 - H411

Hazard Classifications

Aquatic Chronic 2 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

8B - Non-combustible, corrosive hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Selective protection and deprotection procedures for thiol and hydroxyl groups
Huang Z and Benner SA
Synlett, 1993(01), 83-84 (1993)
M.P. Reddy et al.
Tetrahedron Letters, 28, 23-23 (1987)
M.D. Matteucci et al.
Tetrahedron Letters, 81, 3243-3243 (1980)
2′-Deoxyimmunosine: stereoselective synthesis, base pairing and duplex stability of oligonucleotides containing 8-oxo-7-thiaguanine
Seela F and Ming X
Organic & Biomolecular Chemistry, 6(8), 1450-1461 (2008)
A novel entry to 2′-O-aminopropyl modified nucleosides amenable for further modifications
Haas J and Engels JW
Tetrahedron Letters, 48(50), 8891-8894 (2007)
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