(1S)-2-methyl-4-oxo-3-(penta-2,4-dien-1-yl)cyclopent-2-en-1-yl (1R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate 2-methyl-4-oxo-3-(penta-2,4-dien-1-yl)cyclopent-2-en-1-yl (1R)-3-(3-methoxy-2-methyl-3-oxoprop-1-en-1-yl)-2,2-dimethylcyclopropane-1-carboxylate

• ChemBase ID: 139189
• Molecular Formular: C43H56O8
• Molecular Mass: 700.89994
• Monoisotopic Mass: 700.39751875
• SMILES: CC1=C(C(=O)C[C@@H]1OC(=O)[C@@H]1C(C1(C)C)C=C(C)C)C/C=C/C=C.CC1=C(C(=O)CC1OC(=O)[C@@H]1C(C1(C)C)/C=C(\C)/C(=O)OC)C/C=C/C=C
• Canonical SMILES: C=C/C=C/CC1=C(C)[C@H](CC1=O)OC(=O)[C@@H]1C(C1(C)C)C=C(C)C.C=C/C=C/CC1=C(C)C(CC1=O)OC(=O)[C@@H]1C(C1(C)C)/C=C(/C(=O)OC)\C
• InChI: InChI=1S/C22H28O5.C21H28O3/c1-7-8-9-10-15-14(3)18(12-17(15)23)27-21(25)19-16(22(19,4)5)11-13(2)20(24)26-6;1-7-8-9-10-15-14(4)18(12-17(15)22)24-20(23)19-16(11-13(2)3)21(19,5)6/h7-9,11,16,18-19H,1,10,12H2,2-6H3;7-9,11,16,18-19H,1,10,12H2,2-6H3/t16?,18?,19-;16?,18-,19-/m00/s1
• InChIKey: VXSIXFKKSNGRRO-LJPSRCNXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-2-methyl-4-oxo-3-(penta-2,4-dien-1-yl)cyclopent-2-en-1-yl (1R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate 2-methyl-4-oxo-3-(penta-2,4-dien-1-yl)cyclopent-2-en-1-yl (1R)-3-(3-methoxy-2-methyl-3-oxoprop-1-en-1-yl)-2,2-dimethylcyclopropane-1-carboxylate
• IUPAC Traditional name: (1S)-2-methyl-4-oxo-3-(penta-2,4-dien-1-yl)cyclopent-2-en-1-yl (1R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate 2-methyl-4-oxo-3-(penta-2,4-dien-1-yl)cyclopent-2-en-1-yl (1R)-3-(3-methoxy-2-methyl-3-oxoprop-1-en-1-yl)-2,2-dimethylcyclopropane-1-carboxylate
• Synonyms: Pyrethrum extract; 除虫菊提取物

Database IDs

• CAS Number: 8003-34-7
• EC Number: 232-319-8
• MDL Number: MFCD00078611
• PubChem SID: 162233437
• PubChem CID: 71310221

CALCULATED PROPERTIES

• Acid pKa: 18.088144
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.154326
• LogD (pH = 7.4): 4.154326
• Log P: 4.154326
• Molar Refractivity: 105.5149 cm^3
• Polarizability: 40.43163 Å^3
• Polar Surface Area: 69.67 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Flash Point: 167 °F; 75 °C
• Refractive Index: n20/D 1.45

Safety Information

• RTECS: UR4200000
• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 2810
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 20/21/22-50/53
• Safety Statements: 13-60-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332-H410
• GHS Precautionary statements: P273-P280-P501
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2810 6.1/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ~50% (sum of pyrethrines)
• Grade: PESTANAL®, analytical standard
• Description: technical mixture

DETAILS

Sigma Aldrich - 82670

Analysis Note
~25% pyrethrine I and pyrethrine II
Packaging
25 g in glass bottle

Sigma Aldrich - 33739

Legal Information
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