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117722

1-Adamantanecarbonyl chloride

Name: 1-Adamantanecarbonyl chloride
Brand: ALDRICH

95%

Synonym(s):

1-Adamantanecarboxylic acid chloride, 1-Chlorocarbonyladamantane

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₁₅ClO

CAS Number:

2094-72-6

Molecular Weight:

198.69

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24847343

EC Number:

218-252-7

Beilstein/REAXYS Number:

389960

MDL number:

MFCD00074724

Assay:

95%

Form:

solid

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Properties

Quality Level

200

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

Description

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

GHS05

signalword

Danger

hcodes

H314

pcodes

P260 - P280 - P301 + P330 + P331 - P303 + P361 + P353 - P305 + P351 + P338

Hazard Classifications

Skin Corr. 1B

supp_hazards

EUH014

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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Efficient preparation of amine-modified oligodeoxynucleotide using modified H-phosphonate chemistry for DNA microarray fabrication.

Nagendra Kumar Kamisetty et al.

Analytical and bioanalytical chemistry, 387(6), 2027-2035 (2007-01-24)

Amine-modified oligodeoxynucleotides (AMO) are commonly used probe oligodeoxynucleotides for DNA microarray preparation. Two methods are currently used for AMO preparation--use of amine phosphoramidites protected by acid-labile monomethoxytrityl (MMT) groups or alkali-labile trifluoroacetyl (TFA) groups. Because conventional AMO preparation procedures have

Highly selective catalytic Friedel-Crafts acylation and sulfonylation of activated aromatic compounds using indium metal.

Jang DO, et al.

Tetrahedron Letters, 47(34), 6063-6066 (2006)

Mannosylated Poly(ethylene imine) Copolymers Enhance saRNA Uptake and Expression in Human Skin Explants.

Anna K Blakney et al.

Biomacromolecules, 21(6), 2482-2492 (2020-04-07)

Messenger RNA (mRNA) is a promising platform for both vaccines and therapeutics, and self-amplifying RNA (saRNA) is particularly advantageous, as it enables higher protein expression and dose minimization. Here, we present a delivery platform for targeted delivery of saRNA using

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Global Trade Item Number

SKU	GTIN
117722-25G	04061838705310
117722-5G	04061838705327