HuagongsheHuagongshe Chemistry Print Report · For research reference only
Adamantanone
Adamantanone · ADAMANTAN-2-ONE · 2-ADAMANTONE · 1-Adamantanone · AKOS BC-0654 · 2- adaMantine · 2-ADAMANTANONE · 2-adamandanone
Identifiers & Physical Properties
| CAS No. | 700-58-3 |
|---|---|
| Molecular formula | C10H14O |
| Average molar mass | 150.22 g/mol |
| Monoisotopic mass | 150.10446507 g/mol |
| SMILES | O=C1C2CC3CC(C2)CC1C3 |
| InChIKey | IYKFYARMMIESOX-UHFFFAOYSA-N |
| PubChem CID | 64151 |
| ChEMBL | CHEMBL2041316 |
| ChEBI | CHEBI:40611 |
| EC No. | 211-847-2 |
| DTXSID | DTXSID9022108 |
Chemical & Physical Properties
| XLogP | 1.8 |
|---|---|
| Topological polar surface area | 17.1 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 0 |
| Heavy atoms | 11 |
| Formal charge | 0 |
| Complexity | 177 |
| Drugs | Pharmaceuticals -> Listed in ZINC15 |
| SpringerMaterials Properties | Chemical diffusion |
| Melting point | 256-258 °C (subl.)(lit.) |
| Boiling point | 211.78°C (rough estimate) |
| Density | 0.8709 (rough estimate) |
| Refractive index | 1.4993 (estimate) |
| Storage conditions | Sealed in dry,Room Temperature |
| Solubility | methanol: 0.1 g/mL, clear |
| Physical state | Crystalline Powder |
| Color | White to off-white |
| BRN | 1210235 |
| Henry's law constant | 1.4×100 mol/(m3Pa) at 25℃, Roon et al. (2005) |
| InChI | InChI=1S/C10H14O/c11-10-8-2-6-1-7(4-8)5-9(10)3-6/h6-9H,1-5H2 |
| InChIKey | IYKFYARMMIESOX-UHFFFAOYSA-N |
| SMILES | C12CC3CC(CC(C3)C1=O)C2 |
| CAS DataBase Reference | 700-58-3(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | UI7W503L08 |
| NIST Chemistry Reference | 2-Adamantanone(700-58-3) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS07 |
| Signal word | Warning |
| GHS hazard statements | H402 |
| GHS precautionary statements | P273-P501 |
| Personal protective equipment (PPE) | Eyeshields, Gloves |
| Hazard symbols | Xi |
| Risk statements (R) | 52-36/37/38 |
| Safety statements (S) | 22-24/25-36-26 |
| Water hazard class (WGK) | 2 |
| RTECS number | AU5018000 |
| Hazard Note | Irritant |
| Customs code | 29142900 |
| Storage class | 11 - Combustible Solids |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 25% (2 of 8) of reports.DangerH301 (37.5%): Toxic if swallowed [Danger Acute toxicity, oral]P264, P264+P265, P270, P273, P280, P301+P316, P302+P352, P305+P354+P338, P317, P321, P330, P332+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 8 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Tricyclo3.3.1.13,7decanone: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Acute Tox. 3 (37.5%) |
| Personal protective equipment (PPE) | Eyeshields, Gloves |
| Water hazard class (WGK) | 2 |
| RTECS number | AU5018000 |
| Customs code | 29142900 |
| Risk statements (R) | 52-36/37/38 |
| Signal word | Warning |
| GHS pictogram | GHS07 |
| Hazard symbols | Xi |
| hazard_note | Irritant |
| Safety statements (S) | 22-24/25-36-26 |
| Storage class | 11 - Combustible Solids |
| GHS hazard statements | H402 |
| GHS precautionary statements | P273-P501 |
Applications & Uses
Uses
2-Adamantanone has been used as a probe for the dimensions and characteristics for the substrate binding pocket of alcohol dehydrogenases.
Uses
2-Adamantanone was used in the synthesis of dispiro N-Boc-protected 1,2,4-trioxane and (+/-)-1-(adamantan-2-yl)-2-propanamine.
General Description
2-Adamantanone on deprotonation in the gas phase affords the corresponding β-enolate anion. It reacts with 1,1-dilithio-1-sila-2,3,4,5-tetraphenylsilole to yield 5-silafulvene.