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Merck
CN

244244

1-(p-Toluenesulfonyl)imidazole

99%

Synonym(s):

1-Tosylimidazole

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About This Item

Empirical Formula (Hill Notation):
C10H10N2O2S
CAS Number:
2232-08-8
Molecular Weight:
222.26
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
24854659
EC Number:
218-771-9
Beilstein/REAXYS Number:
612451
MDL number:
MFCD00005285
Assay:
99%
Form:
solid

Key Documents

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InChI key

YJYMYJRAQYREBT-UHFFFAOYSA-N

InChI

1S/C10H10N2O2S/c1-9-2-4-10(5-3-9)15(13,14)12-7-6-11-8-12/h2-8H,1H3

SMILES string

Cc1ccc(cc1)S(=O)(=O)n2ccnc2

assay

99%

form

solid

mp

76-78 °C (lit.)

solubility

chloroform: soluble 25 mg/mL, clear, colorless to faintly yellow

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Application

1-(p-Toluenesulfonyl)imidazole was used in the synthesis of cationic water soluble cyclodextrin, mono-6A-(1-butyl-3-imidazolium)-6A-deoxy-β-cyclodextrin chloride (BIMCD), useful in chiral separation of amino acids and anionic pharmaceuticals by capillary electrophoresis.

General description

1-(p-Toluenesulfonyl)imidazole converts alcohols to azides in one step.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBJ1639V
MKBB4754
03920LE
12412LG
10128DU

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Jae Min Choi et al.
Carbohydrate polymers, 163, 118-128 (2017-03-08)
Ciprofloxacin is a broad-spectrum fluoroquinolone antibiotic used to treat bacterial infections; however, its limited aqueous solubility inhibits its broader clinical uses. This study investigated the complexation effect of mono-6-deoxy-6-aminoethylamino-β-cyclodextrin on the aqueous solubility and bioavailability of ciprofloxacin. During complexation, the
Weihua Tang et al.
Nature protocols, 2(12), 3195-3200 (2007-12-15)
We describe a protocol for the synthesis of mono-6(A)-(1-butyl-3-imidazolium)-6(A)-deoxy-beta-cyclodextrin chloride (BIMCD), a cationic, water-soluble cyclodextrin used in the chiral separation of amino acids and anionic pharmaceuticals by capillary electrophoresis. Starting from commercially available chemicals, BIMCD is synthesized in five steps.
Tetrahedron Letters, 48, 3445-3445 (2007)

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