117722

1-Adamantanecarbonyl chloride

95%

• Synonym(s): 1-Adamantanecarboxylic acid chloride, 1-Chlorocarbonyladamantane
• Empirical Formula (Hill Notation): C₁₁H₁₅ClO
• CAS Number: 2094-72-6
• Molecular Weight: 198.69
• Beilstein: 389960
• EC Number: 218-252-7
• MDL number: MFCD00074724
• PubChem Substance ID: 24847343
• NACRES: NA.22

Properties

• Quality Level: 200
• Assay: 95%
• form: solid
• bp: 135-136 °C/10 mmHg (lit.)
• mp: 49-51 °C (lit.)
• 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.

Safety Information

• Pictograms: GHS05
• Signal Word: Danger
• Hazard Statements: H314
• Precautionary Statements: P260 - P280 - P301 + P330 + P331 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Skin Corr. 1B
• Supplementary Hazards: EUH014
• Storage Class Code: 8A - Combustible, corrosive hazardous materials
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves