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900150

Sigma-Aldrich

Cyanomethyl (3,5-Dimethyl-1H-pyrazole)-carbodithioate

95%

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About This Item

Empirical Formula (Hill Notation):
C8H9N3S2
Molecular Weight:
211.31
MDL number:
MFCD28385794
UNSPSC Code:
12162002
PubChem Substance ID:
329769778
NACRES:
NA.23

Quality Level

100

Assay

95%

form

powder

storage condition

protect from light

mp

104-109 °C

SMILES string

CC1=NN(C(SCC#N)=S)C(C)=C1

InChI

1S/C8H9N3S2/c1-6-5-7(2)11(10-6)8(12)13-4-3-9/h5H,4H2,1-2H3

InChI key

OMTFYPHYESIDFH-UHFFFAOYSA-N

Application

A stable, dithiocarbamate chain transfer agent (CTA), also referred to as a RAFT agent, that can control chain growth in free radical polymerization, producing polymers with well-defined molecular weights, and low polydispersities. Cyanomethyl (3,5-Dimethyl-1H-pyrazole)-carbodithioate can be used to control homo-polymerisation and co-polymerisation of acrylic acid, acrylates, acrylamides, and styrenes (2o MAMs), and LAMs such as vinyl acetate and N-vinylpyrrolidinone. It can be used to make MAM-LAM block copolymers. It is soluble in organic media.

Legal Information

Sold for research purposes only: See sigma-aldrich.com/raftlicense
Patents: WO98/01478, WO99/311444.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Dithiocarbamate RAFT agents with broad applicability ? the 3,5-dimethyl-1H-pyrazole-1-carbodithioates.
Gardiner J, et al.
Polym. Chem., 7, 481-492 (2016)
Beth Marbois et al.
The Journal of biological chemistry, 285(36), 27827-27838 (2010-07-02)
Coenzyme Q (ubiquinone or Q) is a crucial mitochondrial lipid required for respiratory electron transport in eukaryotes. 4-Hydroxybenozoate (4HB) is an aromatic ring precursor that forms the benzoquinone ring of Q and is used extensively to examine Q biosynthesis. However

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