624-15-7

Basic information

• Product Name: GERANIOL
• Synonyms: TIMTEC-BB SBB007719;TRANS-3,7-DIMETHYL-2,6-OCTADIEN-1-OL;3,7-DIMETHYL-2,6-OCTADIEN-1-OL;3,7-DIMETHYL-2,6-OCTADIENE-1-OL;3,7-DIMETHYL-TRANS-2,6-OCTADIEN-1-OL;2,6-DIMETHYL-TRANS-2,6-OCTADIEN-8-OL;2,6-DIMETHYL-2,6-OCTADIEN-8-OL;LEMONOL
• CAS NO: 624-15-7
• Molecular Formula: C₁₀H₁₈O
• Molecular Weight: 154.25
• EINECS: 203-377-1
• Mol File: 624-15-7.mol
• Article Data: 107

Chemical Properties

• Melting Point: -15 °C
• Boiling Point: 229-230 °C(lit.)
• Flash Point: 216 °F
• Appearance: /
• Density: 0.879 g/mL at 20 °C(lit.)
• Vapor Density: 5.31 (vs air)
• Vapor Pressure: ~0.2 mm Hg ( 20 °C)
• Refractive Index: n20/D 1.474(lit.)
• Storage Temp.: 2-8°C
• PKA: 14.70±0.10(Predicted)
• CAS DataBase Reference: GERANIOL(CAS DataBase Reference)
• NIST Chemistry Reference: GERANIOL(624-15-7)
• EPA Substance Registry System: GERANIOL(624-15-7)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 1
• RTECS: RG5830000
• Hazardous Substances Data: 624-15-7(Hazardous Substances Data)

Usage

Description

Geraniol is one of the allergens of Ylang-Ylang (Cananga odorata). It is contained in the "fragrance mi x".

Contact allergens

Geraniol is an olefinic terpene, constituting the chief part of rose oil and oil of palmarosa. It is also found in many other essential oils such as citronella, lemon grass, or ylang-ylang (Cananga odorata Hook.f. and Thoms.). It is contained in most fine fragrances and in “fragrance mix.” As a fragrance allergen, geraniol has to be mentioned by name in cosmetics within the EU.

InChI:InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3

Upstream product

• 13058-12-3 ethyl 3,7-dimethyl-2,6-octadienoate 
• 5146-66-7 geranonitrile 
• 74-95-3 1,1-dibromomethane 
• 22737-96-8 11-cis-retinol 
• 5392-40-5 (E/Z)-3,7-dimethyl-2,6-octadienal 
• 79-21-0 peracetic acid 
• 106-25-2 Nerol 
• 93477-82-8 Phenyl-carbamic acid (Z)-3,7-dimethyl-octa-2,6-dienyl ester 
• 1754-00-3 3,7-dimethyl-3,6-octadienal 
• 80873-81-0 geraniol tert-butyldimethylsilyl ether 
• 106-26-3 cis-3,7-dimethyl-2,6-octadienal 
• 145119-66-0 C₁₆H₃₂OSi 
• 79562-36-0 7-methyl-6-octen-2-yn-1-ol 
• 74-88-4 methyl iodide 

Downstream Products

• 459-80-3 geranic acid 
• 106-23-0 3,7-dimethyl-oct-6-enal 
• 106-26-3 cis-3,7-dimethyl-2,6-octadienal 
• 141-27-5 3,7-dimethyl-2,6-octadienal 
• 37005-73-5 neryl 4-nitrobenzoate 
• 4490-10-2 geranyl chloride 
• 50727-94-1 (2R,3R)-3-methyl-3-(4-methyl-3-pentenyl)oxiranemethanol 
• 16409-44-2 3,7-dimethylocta-2,6-dien-1-yl ethanoate 
• 514-62-5 ferruginol 
• 511-05-7 (+)-sugiol 
• 1310059-16-5 C₁₂H₁₉BrO₂ 
• 82188-73-6 (2S,3S)-2,3-epoxygeraniol 
• 195314-64-8 (Z)-N-(3,7-dimethylocta-2,6-dienyl)benzenamine 
• 65559-74-2 (E)-N-(3,7-dimethylocta-2,6-dienyl)aniline 

Relevant articles and documents

Synthesis and characterization of bimetallic nanocatalysts and their application in selective hydrogenation of citral to unsaturated alcohols

TiO2-supported bimetallic nanocatalysts were prepared and reduced at two different temperatures, 375?C and 575?C for selective hydrogenation of citral to corresponding unsaturated alcohols (geraniol (GOL) and nerol (NOL)). The nanocatalysts were characterized by difference techniques of Fourier transform infrared spectroscopy (FT-IR), Brunauer, Emmett and Teller (BET) surface area measurement, scanning electron microscopy (SEM), Energy Dispersive X-ray Analysis (EDAX), transmission electron microscopy (TEM), X-ray diffraction (XRD) and X-ray photoelectron spectroscopy (XPS). The prepared nanocatalysts are uniformly dispersed with an average particle size of 50-100 nm and zero valence metallic state. Catalysts reduced at higher temperature lead to an increase in selectivity toward unsaturated alcohols (GOL and NOL). The Pt-Ru/TiO2 shows higher activity compared to Pt-Pd/TiO2 and Pt-Au/TiO2 nanocatalysts. In addition, a second metal (Ru) also leads to an increase in GOL and NOL selectivity during citral hydrogenation. Partially generated oxidized second metal species due to the difference in electronegativity, strongly binds the C=O group and also paves the way for selective activation of C=O bond. Indian Academy of Sciences.

Catalytic Asymmetric Allylic Substitution with Copper(I) Homoenolates Generated from Cyclopropanols

By using copper(I) homoenolates as nucleophiles, which are generated through the ring-opening of 1-substituted cyclopropane-1-ols, a catalytic asymmetric allylic substitution with allyl phosphates is achieved in high to excellent yields with high enantioselectivity. Both 1-substituted cyclopropane-1-ols and allylic phosphates enjoy broad substrate scopes. Remarkably, various functional groups, such as ether, ester, tosylate, imide, alcohol, nitro, and carbamate are well tolerated. Moreover, the present method is nicely extended to the asymmetric construction of quaternary carbon centers. Some control experiments argue against a radical-based reaction mechanism and a catalytic cycle based on a two-electron process is proposed. Finally, the synthetic utilities of the product are showcased by means of the transformations of the terminal olefin group and the ketone group.

Chemoselective Transfer Hydrogenation of Flavoring Unsaturated Carbonyl Compounds over Zr and Hf-based Metal–Organic Frameworks

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