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Merck
CN

D73103

2,6-Dichloropurine

97%

Synonym(s):

2,6-Dichloro-1H-purine, 2,6-Dichloro-7H-purine, 2,6-Dichloro-9H-purin, 2,6-Dichloro-9H-purine

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About This Item

Empirical Formula (Hill Notation):
C5H2Cl2N4
CAS Number:
5451-40-1
Molecular Weight:
189.00
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24894122
EC Number:
226-681-6
Beilstein/REAXYS Number:
9354
MDL number:
MFCD00077725

Key Documents

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Product Name

2,6-Dichloropurine, 97%

InChI key

RMFWVOLULURGJI-UHFFFAOYSA-N

InChI

1S/C5H2Cl2N4/c6-3-2-4(9-1-8-2)11-5(7)10-3/h1H,(H,8,9,10,11)

SMILES string

Clc1nc(Cl)c2nc[nH]c2n1

assay

97%

form

powder

mp

185-195 °C (dec.) (lit.)

Quality Level

100

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Application

Suzuki-Miyaura cross-coupling between halopurines and arylboronic acids in water-acetonitrile.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCJ9349
MKCH2994
MKCG7083
116K3690
MKBQ6190V

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Synthesis, 3515-3515 (2006)
M Eugenia García-Rubiño et al.
Acta crystallographica. Section C, Crystal structure communications, 67(Pt 12), o484-o486 (2011-12-06)
Two polymorphs of 2,6-dichloropurine, C(5)H(2)Cl(2)N(4), have been crystallized and identified as the 9H- and 7H-tautomers. Despite differences in the space group and number of symmetry-independent molecules, they exhibit similar hydrogen-bonding motifs. Both crystal structures are stabilized by intermolecular N-H···N interactions
Occupational contact sensitization to 2,6-dichloropurine.
R J Rycroft
Contact dermatitis, 7(3), 162-163 (1981-05-01)
T Maruyama et al.
Nucleosides, nucleotides & nucleic acids, 19(7), 1193-1203 (2000-09-22)
A general procedure to obtain tetra-substituted uric acid by stepwise N-alkylation is described. 2,6-Dichloropurine (1) was condensed with 1-propanol by Mitsunobu reaction to give 9-propyl congener (2). Treatment of 2 with ammonia gave adenine derivative (4a), which was converted to
Occupational contact sensitization to 2,6-dichloropurine.
R J Rycroft
Contact dermatitis, 7(6), 349-350 (1981-11-01)
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