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241768

Sigma-Aldrich

1,1,3,3-Tetramethylguanidine

99%

Synonym(s):

N,N,N′,N′-Tetramethylguanidine

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About This Item

Linear Formula:
(CH3)2NC(=NH)N(CH3)2
CAS Number:
80-70-6
Molecular Weight:
115.18
Beilstein:
969608
EC Number:
201-302-7
MDL number:
MFCD00008323
UNSPSC Code:
12352116
PubChem Substance ID:
24854327
NACRES:
NA.22

vapor pressure

0.2 mmHg ( 20 °C)

Quality Level

200

Assay

99%

form

liquid

refractive index

n20/D 1.469 (lit.)

bp

52-54 °C/11 mmHg (lit.)

density

0.918 g/mL at 25 °C (lit.)

SMILES string

CN(C)C(=N)N(C)C

InChI

1S/C5H13N3/c1-7(2)5(6)8(3)4/h6H,1-4H3

InChI key

KYVBNYUBXIEUFW-UHFFFAOYSA-N

Gene Information

human ... EPHX2(2053)
mouse ... Ephx2(13850)

Application

Base employed in the preparation of alkyl nitriles from alkyl halides and 3′-alkylthymidines from 3′-nitrothymidines.
Promotes the pentavalent bismuth oxidation of primary and secondary alchohols to aldehydes and ketones.

Signal Word

Danger

Hazard Statements

H226,H290,H302,H314

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 3 - Met. Corr. 1 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

122.0 °F - closed cup

Flash Point(C)

50 °C - closed cup

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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Synthetic Communications, 23, 2323-2323 (1993)
Tetrahedron Letters, 48, 2885-2885 (2007)
Tetrahedron, 49, 10061-10061 (1993)
Jovana Vušurović et al.
ChemistryOpen, 6(6), 739-750 (2017-12-12)
Interactions of ribonucleic acid (RNA) with guanidine and guanidine derivatives are important features in RNA-protein and RNA-drug binding. Here we have investigated noncovalently bound complexes of an 8-nucleotide RNA and six different ligands, all of which have a guanidinium moiety
Sunipa Sarkar et al.
Physical chemistry chemical physics : PCCP, 22(27), 15582-15591 (2020-07-03)
Ionic liquids (ILs) have been extensively used for stabilization and long-term DNA storage. However, molecular level understanding of the role of the hydrogen bond of DNA with ILs in its stabilization is still inadequate. Two ILs, namely, 1,1,3,3-tetramethylguanidinium acetate (TMG)
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