(1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one

• ChemBase ID: 146255
• Molecular Formular: C10H16O
• Molecular Mass: 152.23344
• Monoisotopic Mass: 152.12011513
• SMILES: C[C@@]12CC[C@@H](C1(C)C)CC2=O
• Canonical SMILES: O=C1C[C@@H]2C([C@@]1(C)CC2)(C)C
• InChI: InChI=1S/C10H16O/c1-9(2)7-4-5-10(9,3)8(11)6-7/h7H,4-6H2,1-3H3/t7-,10+/m1/s1
• InChIKey: DSSYKIVIOFKYAU-XCBNKYQSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4R)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-one
• IUPAC Traditional name: D-camphor
• Synonyms: 2-Bornanone; 2-Camphanone; D-Camphor; 1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one; (±)-Camphor; (+)-Camphor; (1R)-1,7,7-Trimethylbicyclo[2.2.1]heptan-2-one; (1R)-(+)-Camphor; (1R)-(+)-Camphor; (+)-Camphor; (±)-Camphor; Camphor; D-(+)-Camphor; D-樟脑; 1,7,7-三甲基二环[2.2.1]庚烷-2-酮; (±)-樟脑; (+)-樟脑; (1R)-1,7,7-三甲基二环[2.2.1]庚烷-2-酮; (1R)-(+)-樟脑; (1R)-(+)-樟脑; (+)-樟脑; (±)-樟脑; 樟脑

Database IDs

• CAS Number: 464-49-3; 76-22-2
• EC Number: 200-945-0; 207-355-2
• MDL Number: MFCD00074738; MFCD00064149
• Beilstein Number: 2042745; 1907611
• PubChem SID: 24902109; 162240454; 24848879; 24852306; 24852761; 24900942; 24888438
• PubChem CID: 159055
• FEMA ID: 2230
• Council of Europe Number: 140
• Flavis Number: 7.215

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.5529857
• LogD (pH = 7.4): 2.5529857
• Log P: 2.5529857
• Molar Refractivity: 44.492 cm^3
• Polarizability: 17.763361 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 172-180 °C; 175-177 °C(lit.); 176-180 °C; 178-182 °C(lit.); 179-181 °C(lit.)
• Boiling Point: 204 °C(lit.)
• Flash Point: 147.2 °F; 64 °C
• Auto Ignition Point: 870 °F
• Vapor Pressure: 4 mmHg ( 70 °C)
• Vapor Density: 5.2 (vs air); 5.24 (vs air)
• Optical Rotation: [α]20/D +0.15 to -0.15°, c = 2% in ethanol; [α]20/D +42.5±2.5°, c = 10% in ethanol; [α]25/D +44.1°, c = 10 in ethanol; [α]25/D +44°, c = 10 in ethanol
• Organoleptic: medicinal; woody; vanilla

Safety Information

• RTECS: EX1225000; EX1260000
• European Hazard Symbols: Flammable (F); Harmful (Xn)
• UN Number: 2717
• German water hazard class: 1
• Hazard Class: 4.1
• Packing Group: 3
• Risk Statements: 11-22-36/37/38
• Safety Statements: 16-26
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• Explode Limits: 3.5 %
• GHS Hazard statements: H228-H302-H315-H319-H335
• GHS Precautionary statements: P210-P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges; Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2717 4.1/PG 3
• Regulation Compliance: FDA 21 CFR (172.515)

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥95% (GC); ≥95.0% (GC); ≥96.0%; ≥97%; ≥97.0% (sum of enantiomers, GC); 96%; 98%
• Grade: Kosher; NI; purum; SAJ first grade
• Suitability: complies for appearance of solution; passes test for identity
• Impurities: ≤0.01% halogene compounds (as Cl); ≤0.05% non-volatile matter; ≤0.5% water; acidity or alcalinity, complies; related subst., complies (GC); residual solvents, complies; water, complies
• Quality: meets analytical specification of Ph. Eur., BP; natural; racemic; synthetic
• Empirical Formula (Hill Notation): C10H16O

DETAILS

Sigma Aldrich - 148075

Application
Conducting polymer
Packaging
100, 500 g in poly bottle

Sigma Aldrich - W223018

Packaging
1 kg in poly bottle
1 sample in glass bottle
5, 10 kg in fiber drum

Sigma Aldrich - 857300

Packaging
100 g in poly bottle
5 g in glass bottle
Application
Chiral intermediate1 and auxiliary.2,3

Sigma Aldrich - W526606

Packaging
1 kg in poly bottle
1 sample in glass bottle
10, 25 kg in fiber drum

Sigma Aldrich - 21300

Other Notes
(+)-Camphor, a chiral pool compound, has found extensive use as chiral building block1; Many natural products have thus been prepared stereoselectively: a large number of compounds with a norbornane skeleton and other compounds 2,3