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276669

Sigma-Aldrich

1,1-Dimethylguanidine sulfate salt

97%

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About This Item

Linear Formula:
[(CH3)2NC(NH2)=NH]2 · H2SO4
CAS Number:
598-65-2
Molecular Weight:
272.33
Beilstein/REAXYS Number:
3916505
EC Number:
209-946-0
MDL number:
MFCD00013131
UNSPSC Code:
12352100
PubChem Substance ID:
24856711
NACRES:
NA.22

assay

97%

form

powder

mp

300 °C (dec.) (lit.)

functional group

amine

SMILES string

OS(O)(=O)=O.CN(C)C(N)=N.CN(C)C(N)=N

InChI

1S/2C3H9N3.H2O4S/c2*1-6(2)3(4)5;1-5(2,3)4/h2*1-2H3,(H3,4,5);(H2,1,2,3,4)

InChI key

QSCHFHVDZCPIKX-UHFFFAOYSA-N

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Application

1,1-Dimethylguanidine sulfate salt has been employed:
  • as peroxide activator for bleaching cellulosic textiles[1]
  • in the synthesis of N2,N2-dimethyl-4-(1-methyl-1H-indol-3-yl)pyrimidine-2,5-diamine, substrate for the modified Pictet-Spengler reaction[2]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBJ9874
STBH4277
STBG6231
STBF7394V
STBD3185V

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Guanidine derivatives used as peroxide activators for bleaching cellulosic textiles.
Cai JY and Evans DJ.
Coloration Technology, 123(2), 115-118 (2007)
Piyush Kumar Agarwal et al.
Beilstein journal of organic chemistry, 8, 1901-1908 (2012-12-05)
A mild, efficient and versatile method has been developed for the construction of a functionalized natural product, meridianin, and its post conversion to pyrimido-β-carboline by cationic π- cyclization. The strategy involves the introduction of an amino group at the C-5
R Sopio et al.
Zeitschrift fur Lebensmittel-Untersuchung und -Forschung, 201(4), 381-386 (1995-10-01)
Deoxyosones are established key-intermediates in Maillard processes. Due to their dicarbonyl structure, they undergo condensation to form heterocyclic compounds with guanidine derivatives. In biological systems, guanidino functions are present in protein-bound arginine moieties as well as in creatine. The reactivity
J A Hirsch
The Journal of pharmacology and experimental therapeutics, 230(3), 710-717 (1984-09-01)
The effect of guanidine alkyl derivatives on the evoked release of [3H]norepinephrine [( 3H]NE) from spleen strips was examined. Guanidine, methyl guanidine and N,N-dimethyl guanidine all enhanced the field-stimulated release of [3H]NE 2- to 3-fold, whereas N,N'-dimethyl guanidine and propyl
E Benoit
Receptors & channels, 1(3), 181-191 (1993-01-01)
The effects of guanidine and dimethyl guanidine were studied on current- and voltage-clamped nodes of Ranvier, to determine the electrophysiological basis for the guanidine-induced increase in neurotransmitter release. When added to the external solution, guanidine produced positive shifts of K
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