133892

Sigma-Aldrich

2,4-Difluorotoluene

99%

Linear Formula:
CH3C6H3F2
CAS Number:
Molecular Weight:
128.12
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

assay

99%

refractive index

n20/D 1.449 (lit.)

bp

113-117 °C (lit.)

density

1.12 g/mL at 25 °C (lit.)

SMILES string

Cc1ccc(F)cc1F

InChI

1S/C7H6F2/c1-5-2-3-6(8)4-7(5)9/h2-4H,1H3

InChI key

MPXDAIBTYWGBSL-UHFFFAOYSA-N

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General description

2,4-Difluorotoluene was synthesized as a nucleotide analog and was incorporated into DNA and undergoes replication by DNA polymerase enzymes.

Application

2,4-Difluorotoluene was used in the synthesis of new hydrophobic isosteres of pyrimidines and purine nucleosides.

Packaging

5 g in ampule

Pictograms

Flame

Signal Word

Danger

Hazard Statements

Precautionary Statements

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

F

Risk Statement

11

Safety Statement

16-29-33

RIDADR

UN 1993BF 3 / PGII

WGK Germany

WGK 3

Flash Point(F)

59.0 °F - closed cup

Flash Point(C)

15 °C - closed cup

M Todd Washington et al.
Molecular and cellular biology, 23(14), 5107-5112 (2003-07-02)
Classical high-fidelity DNA polymerases discriminate between the correct and incorrect nucleotides by using geometric constraints imposed by the tight fit of the active site with the incipient base pair. Consequently, Watson-Crick (W-C) hydrogen bonding between the bases is not required...
K R Fox et al.
Nucleic acids research, 28(13), 2535-2540 (2000-06-28)
The Vsr mismatch endonuclease recognises the sequence CTWGG (W = A or T) in which the underlined thymine is paired with guanine and nicks the DNA backbone on the 5'-side of the mispaired thymine. By using base analogues of G...
D Liu et al.
Chemistry & biology, 4(12), 919-926 (1998-03-07)
The nonpolar nucleoside of difluorotoluene (F) was previously found to behave similarly to thymidine in single-site deoxynucleoside triphosphate (dNTP) insertion experiments with the Klenow fragment (KF) of DNA polymerase I. Further study was needed, first to see whether F-A base...
Shuangluo Xia et al.
Journal of the American Chemical Society, 133(26), 10003-10005 (2011-06-15)
Results obtained using 2,4-difluorotoluene nucleobase (dF) as a nonpolar thymine isostere by Kool and colleagues challenged the Watson-Crick dogma that hydrogen bonds between complementary bases are an absolute requirement for accurate DNA replication. Here, we report crystal structure of an...
Wenonah A Vercoutere et al.
Nucleic acids research, 31(4), 1311-1318 (2003-02-13)
Nanoscale alpha-hemolysin pores can be used to analyze individual DNA or RNA molecules. Serial examination of hundreds to thousands of molecules per minute is possible using ionic current impedance as the measured property. In a recent report, we showed that...

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