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Merck
CN

117722

1-Adamantanecarbonyl chloride

95%

Synonym(s):

1-Adamantanecarboxylic acid chloride, 1-Chlorocarbonyladamantane

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About This Item

Empirical Formula (Hill Notation):
C11H15ClO
CAS Number:
Molecular Weight:
198.69
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
218-252-7
Beilstein/REAXYS Number:
389960
MDL number:
Assay:
95%
Form:
solid
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Quality Segment

assay

95%

form

solid

bp

135-136 °C/10 mmHg (lit.)

mp

49-51 °C (lit.)

functional group

acyl chloride

SMILES string

ClC(=O)C12C[C@H]3C[C@H](C[C@H](C3)C1)C2

InChI

1S/C11H15ClO/c12-10(13)11-4-7-1-8(5-11)3-9(2-7)6-11/h7-9H,1-6H2/t7-,8+,9-,11-

InChI key

MIBQYWIOHFTKHD-KJZNFTALSA-N

General description

1-Adamantanecarbonyl chloride on reaction with triethylammonium isopropylphosphite forms mixed anhydride, an efficient capping reagent for the hydrogen-phosphonate DNA synthesis. It is a good substrate for Friedel–Crafts acylation of anisole in the presence of indium metal.

Application

1-Adamantanecarbonyl chloride was used in the preparation of efficient amine-modified oligodeoxynucleotides for fabrication of DNA microarrays.


pictograms

Corrosion

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

supp_hazards

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges



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