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Sigma-Aldrich

DCA Deblock (0.36M dichloroacetic acid in toluene)

Synonym(s):

DCA Deblock, DEBLOCK (0.36M dichloroacetic acid in toluene)

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About This Item

Empirical Formula (Hill Notation):
C2H2Cl2O2
CAS Number:
79-43-6
Molecular Weight:
128.94
MDL number:
MFCD00004223
UNSPSC Code:
12352106
PubChem Substance ID:
329762686

form

liquid

Quality Level

100

concentration

≤100 ppm in H2O

bp

110-111 °C

density

0.884 g/mL at 25 °C

SMILES string

OC(=O)C(Cl)Cl

InChI

1S/C2H2Cl2O2/c3-1(4)2(5)6/h1H,(H,5,6)

InChI key

JXTHNDFMNIQAHM-UHFFFAOYSA-N

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General description

Deblock solution, containing dichloroacetic acid (DCA) in dichloromethane or Toluene, removes the dimethoxytrityl (DMT) protecting the group from the 5′ hydroxyl moiety of nucleotides already incorporated into the growing nucleic acid, prior to the addition of the next phosphoramidite. Removal of the DMT allows the unprotected 5′ hydroxyl moiety to react with a new phosphoramidite in a subsequent extension reaction.

Application

DCA Deblock (0.36M dichloroacetic acid in toluene) is suitable for the removal of 4,4Adimethoxytrityl (DMTr) protecting groups for the synthesis of antisense oligonucleotides in high yield and purity.

Signal Word

Danger

Hazard Classifications

Aquatic Chronic 3 - Asp. Tox. 1 - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Lact. - Repr. 1B - Skin Irrit. 2 - STOT RE 2 Inhalation - STOT SE 3

Target Organs

Central nervous system

WGK

WGK 3

Flash Point(F)

41.0 °F

Flash Point(C)

5 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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A H Krotz et al.
Bioorganic & medicinal chemistry, 7(3), 435-439 (1999-04-29)
It is demonstrated that a solution of dichloroacetic acid in toluene removes dimethoxytrityl groups from the 5'-terminus of an antisense phosphorothioate oligodeoxyribonucleotide (ISIS 5132/CGP69846A) during synthesis on solid support cleanly and efficiently. It is therefore suggested to replace health hazardous
Synthesis of an antisense oligonucleotide targeted against C-raf kinase: efficient oligonucleotide synthesis without chlorinated solvents
A H Krotz and D L Cole V T Ravikumar
Bioorganic & Medicinal Chemistry, 7(3), 435-439 (1999)
Mehdi D Esrafili
Journal of molecular modeling, 18(12), 5005-5016 (2012-06-28)
A theoretical study was performed to examine hydrogen and halogen bonds properties in gas phase and crystalline dichloroacetic acid (DCAA). The specific pattern of O-H∙∙∙O, C-H∙∙∙O, HCl, Cl∙∙∙O and Cl∙∙∙Cl interactions in DCAA dimers is described within the quantum theory
Yi-Hsueh Chuang et al.
Water research, 47(3), 1308-1316 (2013-01-05)
The direct incorporation of chloramines and dissolved organic nitrogen (DON) may provide the nitrogen for nitrogenous disinfection byproducts (N-DBPs). This study explores the contributions of natural DON and chloramine incorporation to the formation of N-DBPs during chloramination. This study also
Haihua Xiao et al.
Chemical communications (Cambridge, England), 48(87), 10730-10732 (2012-09-27)
A multifunctional hybrid platinum(IV) prodrug, which consists of both the mitochondria-targeting drug DCA and the DNA-crosslinking drug cisplatin, was synthesized and tethered to a carrier polymer to further self-assemble into micelles for intracellular delivery.
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