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D2388

Sigma-Aldrich

Dimethyl 3,3′-dithiopropionimidate dihydrochloride

powder

Synonym(s):

DTBP, Dimethyl 3,3′-dithio-bis(propionimidate) dihydrochloride, Wang/Richards’ reagent

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About This Item

Empirical Formula (Hill Notation):
C8H16N2O2S2 · 2HCl
CAS Number:
38285-78-8
Molecular Weight:
309.28
MDL number:
MFCD00043245
UNSPSC Code:
12352116
PubChem Substance ID:
57654084
NACRES:
NA.22

form

powder

reaction suitability

reagent type: cross-linking reagent

solubility

H2O: 50 mg/mL

storage temp.

2-8°C

SMILES string

Cl.Cl.COC(=N)CCSSCCC(=N)OC

InChI

1S/C8H16N2O2S2.2ClH/c1-11-7(9)3-5-13-14-6-4-8(10)12-2;;/h9-10H,3-6H2,1-2H3;2*1H

InChI key

CQBCVFHLZAVNPF-UHFFFAOYSA-N

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Application

Reactant for:
  • Synthesis of glutathione-sensitive cross-linked polyethylenimine gene vector
  • Preparation of cyclodextrin-containing polymers designed for gene delivery
  • Crosslinking of chick oviduct progesterone-receptor subunits

Caution

The reagant is readily hydrolyzed at neutral pH. Avoid use of reducing agents during coupling reactions.

Other Notes

Note that the amidine linkage preserves original primary amine positive charge. The disulfide linkage is cleavable by mild reduction. Incorporates an eight atom linker.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315

Hazard Classifications

Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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