Skip to Content
Merck
All Photos(1)

Key Documents

38827

Sigma-Aldrich

4,4′-Dimethoxytriphenylmethyl chloride

≥97.0% (HPLC)

Synonym(s):

4,4′-Dimethoxytrityl chloride, Chloro-4,4′-dimethoxytriphenylmethane, DMT, DMT-Cl

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C21H19ClO2
CAS Number:
Molecular Weight:
338.83
Beilstein:
2471942
EC Number:
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥97.0% (HPLC)

mp

123-125 °C

functional group

chloro
phenyl

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

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

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

M.P. Reddy et al.
Tetrahedron Letters, 28, 23-23 (1987)
V. Amarnath et al.
Chemical Reviews, 77, 183-183 (1977)
Selective protection and deprotection procedures for thiol and hydroxyl groups
Huang Z and Benner SA
Synlett, 1993(01), 83-84 (1993)
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)
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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service