(2E)-3,7-dimethylocta-2,6-dienal

• ChemBase ID: 103126
• Molecular Formular: C10H16O
• Molecular Mass: 152.23344
• Monoisotopic Mass: 152.12011513
• SMILES: CC(=CCC/C(=C/C=O)/C)C
• Canonical SMILES: O=C/C=C(/CCC=C(C)C)\C
• InChI: InChI=1S/C10H16O/c1-9(2)5-4-6-10(3)7-8-11/h5,7-8H,4,6H2,1-3H3
• InChIKey: WTEVQBCEXWBHNA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-3,7-dimethylocta-2,6-dienal; 3,7-dimethylocta-2,6-dienal
• IUPAC Traditional name: α-citral; 3,7-dimethyl-2,6-octadienal
• Synonyms: Geranial and neral mixture; Citral; citral; geranial; neral; geranialdehyde; (E)-3,7-dimethylocta-2,6-dienal; Citral, cis + trans; 3,7-Dimethyl-2,6-octadienal; CITRAL; 3,7-Dimethylocta-2,6-dienal; 3,7-二甲基-2,6-辛二烯醛; 香叶醛和橙花醛混合物; 柠檬醛; 柠檬醛, 顺式 + 反式

Database IDs

• CAS Number: 5392-40-5
• EC Number: 226-394-6
• MDL Number: MFCD00006997
• Beilstein Number: 1721871
• Merck Index: 142322
• PubChem SID: 24856588; 24893046; 162103113; 24900989; 24900965
• PubChem CID: 638011
• CHEBI ID: 16980
• CHEMBL: 1080997
• Chemspider ID: 553578
• FEMA ID: 2303
• KEGG ID: C01499
• Unique Ingredient Identifier: T7EU0O9VPP
• Wikipedia Title: Citral
• Council of Europe Number: 109; 109c
• Flavis Number: 5.02

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 2.6640415
• LogD (pH = 7.4): 2.6640415
• Log P: 2.6640415
• Molar Refractivity: 50.1241 cm^3
• Polarizability: 18.762976 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: colorless to light yellow; Pale yellow liquid
• Melting Point: < -20 °C; <-10°C; <-20°C
• Boiling Point: 225 °C at 1013 hPa; 228-229°C; 229 °C(lit.); 229°C
• Flash Point: 203 °F; 91 °C; 95 °C; 98 °C (DIN 51758); 98°C(208°F)
• Auto Ignition Point: 225 °C (DIN 51794)
• Density: .88 - .9 g/cm^3 at 20 °C; 0.888; 0.888 g/mL at 25 °C(lit.); 0.893 g/cm3
• Refractive Index: 1.4880; n20/D 1.488; n20/D 1.488(lit.)
• Vapor Pressure: < 1 hPa at 50 °C; 0.2 mmHg ( 200 °C)
• Vapor Density: 5 (vs air)
• Odor: Lemon like
• Organoleptic: lemon

Safety Information

• Storage Condition: 2-8°C
• RTECS: RG5075000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Packing Group: None
• Australian Hazchem: 3WE
• Risk Statements: 38-43; R:38-43; R36, R37, R38
• Safety Statements: 24/25-37; S:37-24/25
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• NFPA704:
  

  1

  0

  0
• GHS Hazard statements: H315-H317
• GHS Precautionary statements: P261-P280-P302+P352-P321-P362-P501A; P280
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002; FCC; FDA 21 CFR (182.60)

Pharmacology Properties

• Gene Information: human ... CYP1A2(1544)
• Allergens: no known allergens

Product Information

• Purity: ~95%; ≥95%; ≥95.0% (GC); ≥96%; 95%; 95+%
• Grade: FG; Halal; Kosher; natural; NI; purum
• Description: Isomers
• Biological Source: from Litsea cubeba Pers.
• Linear Formula: (CH3)2C=CHCH2CH2C(CH3)=CHCHO
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 05209118

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02150697

Purity: ~95%
Mixture of cis- and trans-isomers
1 ml = approx. 0.89 g

InterBioScreen - BB_NC-0163

E-isomer

Sigma Aldrich - W230308

Packaging
1 kg in glass bottle
1 sample in glass bottle
9, 20 kg in poly drum

Sigma Aldrich - W230316

Packaging
1 kg in glass bottle
1 sample in glass bottle
4, 9 kg in poly drum
Preparation Note
Extraction method: steam distillation from the fruit of tree.

Sigma Aldrich - C83007

Packaging
5, 100, 500 mL in glass bottle

REFERENCES

• Catalytic transfer hydrogenation using Ammonium formate, A10699 in combination with palladium on carbon results in regioselective reduction of the ɑ? olefinic bond: Tetrahedron Lett., 35, 8649 (1994).