(1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate

• ChemBase ID: 140665
• Molecular Formular: C12H20O2
• Molecular Mass: 196.286
• Monoisotopic Mass: 196.14632988
• SMILES: CC(=O)O[C@@H]1C[C@@H]2CC[C@]1(C2(C)C)C
• Canonical SMILES: CC(=O)O[C@@H]1C[C@H]2C([C@]1(C)CC2)(C)C
• InChI: InChI=1S/C12H20O2/c1-8(13)14-10-7-9-5-6-12(10,4)11(9,2)3/h9-10H,5-7H2,1-4H3/t9-,10+,12+/m0/s1
• InChIKey: KGEKLUUHTZCSIP-HOSYDEDBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate
• IUPAC Traditional name: (1S,2R,4S)-1,7,7-trimethylbicyclo[2.2.1]heptan-2-yl acetate
• Synonyms: Bornyl acetate; endo-(1S)-1,7,7-Trimethylbicyclo[2.2.1]hept-2-yl acetate; (-)-Bornyl acetate; 乙酸冰片酯; 内型-(1S)-1,7,7-三甲基二环[2.2.1]庚烷-2-醇乙酸酯; (-)-乙酸冰片酯

Database IDs

• CAS Number: 5655-61-8; 76-49-3
• EC Number: 227-101-4; 200-964-4
• MDL Number: MFCD00135944; MFCD00867808
• Beilstein Number: 2502036
• PubChem SID: 24869478; 162234906; 24900675
• PubChem CID: 93009
• FEMA ID: 4080; 2159
• Council of Europe Number: 207
• Flavis Number: 9.848; 9.017

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.4305832
• LogD (pH = 7.4): 2.4305832
• Log P: 2.4305832
• Molar Refractivity: 54.4658 cm^3
• Polarizability: 22.13721 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 223-224 °C(lit.); 228-231 °C(lit.)
• Flash Point: 183.2 °F; 190.4 °F; 84 °C; 88 °C
• Density: 0.985 g/mL at 25 °C(lit.); 0.986 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.463(lit.); n20/D 1.4635(lit.); n20/D 1.464
• Vapor Pressure: 0.6 mmHg ( 20 °C)
• Optical Rotation: [α]20/D -38.10°, neat; [α]20/D -41°, neat; [α]20/D -44±1°, neat
• Organoleptic: woody; sweet

Safety Information

• German water hazard class: 1; 3
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter; Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• Regulation Compliance: FDA 21 CFR (172.515)

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥98%; ≥99.0% (sum of enantiomers, GC); 95%
• Grade: analytical standard, for terpene analysis; Halal; Kosher; NI
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C12H20O2

DETAILS

Sigma Aldrich - W215902

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

Sigma Aldrich - B55203

Packaging
5, 100 g in glass bottle
Features and Benefits
Mimics the natural sex pheromone of the American cockroach.1

Sigma Aldrich - W408001

Packaging
1 sample in glass bottle