Adamantanone (HCID 64151)

Overview

Adamantanone is a member of adamantanones.

Names & identifiers

Preferred name: Adamantanone
IUPAC: adamantan-2-one
English name: 2-Adamantanone
Molecular formula: C10H14O
Molecular weight: 150.22

Names & synonyms

2-Adamantanone700-58-3Adamantan-2-oneAdamantanone2-Adamantone2-OxoadamantaneTricyclo(3.3.1.13,7)decan-2-oneTricyclo[3.3.1.13,7]decan-2-oneDTXSID9022108UI7W503L08NSC-126345CHEBI:40611

Show more names

1-AdamantanoneAKOS BC-06542- adaMantine2-adamandanoneAdamantan-9-one

RefChem:109635DTXCID602108211-847-2Tricyclo[3.3.1.13,7]decanoneMFCD000747372-adamantanonBRN 1210235AI3-34003

Database identifiers

CAS: 700-58-3
PubChem CID: 64151
DTXSID: DTXSID9022108
ChEMBL: CHEMBL2041316
ChEBI: CHEBI:40611
UNII: UI7W503L08
EC Number: 211-847-2
Nikkaji: J55.146E

Properties

Computed structural properties

XLogP: 1.8
Topological polar surface area: 17.1 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 0
Heavy atoms: 11
Formal charge: 0
Complexity: 177

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

SpringerMaterials PropertiesChemical diffusion

Physicochemical properties

Melting point: 256 · 256-258 °C (subl.)(lit.)
Boiling point: 211.78 °C · 211.78°C (rough estimate)
Density: 0.8709 · 0.8709 (rough estimate)
refractive index: 1.4993 · 1.4993 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: 0.1 g/mL, · methanol: 0.1 g/mL, clear
form: Crystalline Powder
color: White to off-white
BRN: 1210235 · 1210235
Henry's Law Constant: 1.4 · 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 · 700-58-3(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 7 W503L08 · UI7W503L08
NIST Chemistry Reference: 2 · 2-Adamantanone(700-58-3)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 402 · H402
Precautionary statements: 273 · P273-P501
PPE: Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 52 · 52-36/37/38
Safety Statements: 22 · 22-24/25-36-26
WGK Germany: 2 · 2
RTECS: 5018000 · AU5018000
Hazard Note: Irritant
HS Code: 29142900 · 29142900
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 25% (2 of 8) of reports.

Danger

H301 (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.

Hazard information

Regulatory InformationTricyclo3.3.1.13,7decanone: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesAcute Tox. 3 (37.5%)

Safety data

PPE: Eyeshields, Gloves
wgk: 2
rtecs: AU5018000
hs_code: 29142900
risk_code: 52-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 22-24/25-36-26
Storage Class: 11 - Combustible Solids
Hazard statements: H402
Precautionary statements: P273-P501

Chemistry & industry

Applications · 3 items

Uses2-Adamantanone has been used as a probe for the dimensions and characteristics for the substrate binding pocket of alcohol dehydrogenases.

Uses2-Adamantanone was used in the synthesis of dispiro N-Boc-protected 1,2,4-trioxane and (+/-)-1-(adamantan-2-yl)-2-propanamine.

General Description2-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.