3,7-Dimethyl-7-hydroxyoctanal CAS 107-75-5
Introduction：Basic information about 3,7-Dimethyl-7-hydroxyoctanal CAS 107-75-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
3,7-Dimethyl-7-hydroxyoctanal Basic information
| Product Name: | 3,7-Dimethyl-7-hydroxyoctanal |
| Synonyms: | 1-Octanal, 3,7-dimethyl-7-hydroxy-;3,7-dimethyl-7-hydroxy-1-octana;7-Hydroxy-3,7-dimethyloctan-1-al;7-hydroxy-3,7-dimethyl-octana;LAURINE;HYDROXYCITRONELLAL(AS);OCTANAL, 7-HYDROXY-3,7-DIMETHYL;FEMA 2583 |
| CAS: | 107-75-5 |
| MF: | C10H20O2 |
| MW: | 172.26 |
| EINECS: | 203-518-7 |
| Product Categories: | Chemical Synthesis;Organic Building Blocks;Aldehydes;Building Blocks;C10-C12;Carbonyl Compounds;Alphabetical Listings;Flavors and Fragrances;G-H;Aroma Chemicals |
| Mol File: | 107-75-5.mol |
3,7-Dimethyl-7-hydroxyoctanal Chemical Properties
| Melting point | 22-23 °C |
| Boiling point | 257 °C(lit.) |
| density | 0.923 g/mL at 25 °C(lit.) |
| vapor pressure | 0.547Pa at 20℃ |
| refractive index | n |
| FEMA | 2583 | HYDROXYCITRONELLAL |
| Fp | >230 °F |
| storage temp. | Inert atmosphere,Store in freezer, under -20°C |
| solubility | Benzene (Slightly), Chloroform (Slightly), Methanol (Slightly) |
| pka | 15.31±0.29(Predicted) |
| form | Liquid |
| color | Clear colorless |
| Specific Gravity | 0.93 |
| Odor | at 100.00 %. floral lily sweet green waxy tropical melon |
| Odor Type | floral |
| biological source | synthetic |
| Water Solubility | 35g/L at 20℃ |
| JECFA Number | 611 |
| Stability: | Air Sensitive |
| Major Application | flavors and fragrances |
| Cosmetics Ingredients Functions | PERFUMING |
| InChI | 1S/C10H20O2/c1-9(6-8-11)5-4-7-10(2,3)12/h8-9,12H,4-7H2,1-3H3 |
| InChIKey | WPFVBOQKRVRMJB-UHFFFAOYSA-N |
| SMILES | [H]C(=O)CC(C)CCCC(C)(C)O |
| LogP | 1.68 at 25℃ |
| CAS DataBase Reference | 107-75-5(CAS DataBase Reference) |
| NIST Chemistry Reference | Hydroxycitronellal(107-75-5) |
| EPA Substance Registry System | Octanal, 7-hydroxy-3,7-dimethyl- (107-75-5) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 38-41-43 |
| Safety Statements | 26-39-36/37 |
| RIDADR | UN1230 - class 3 - PG 2 - Methanol, solution |
| WGK Germany | 1 |
| RTECS | RG7850000 |
| TSCA | TSCA listed |
| HS Code | 29124990 |
| Storage Class | 10 - Combustible liquids |
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 Skin Sens. 1 |
| Description | Hydroxycitronellal has an intense, sweet, floral, lily-type odor. Itmay be prepared by hydration of natural citronellal obtained from Java citronella or from Eucalyptus citriodora; P-pinene is converted to myrcene, which on hydration may yield either linalool or a mixture of geranoil and nerol; the latter mixture can be hydrogenated to citronellol and subsequently converted to citronellal and hydroxycitronellal; also by hydrogenation of 3,7-dimethyl- 7-hydroxy-2-octen-2-al over palladium carbon in ethyl acetate solution. |
| Chemical Properties | Hydroxycitronellal has a sweet, floral, lily-type odor |
| Chemical Properties | clear colourless liquid |
| Chemical Properties | This is a colorless,slightly viscous liquid with a floral odor reminiscent of linden blossom and lily ofthe valley. Commercially available “hydroxycitronellal” is either optically activeor racemic, depending on the starting material used. Hydroxydihydrocitronellalprepared from (+)-citronellal, for example, has a specific relation α20D +9 to +10°. Hydroxydihydrocitronellal is relatively unstable toward acid and alkali and is,therefore, sometimes converted into more alkali-resistant acetals, particularly itsdimethyl acetal. Because of its fine, floral odor, hydroxydihydrocitronellal is used in largequantities in many perfume compositions for creating linden blossom and lily ofthe valley notes. It is also used in other blossom fragrances such as honeysuckle,lily, and cyclamen. |
| Occurrence | Reported found in pepper |
| Uses | Hydroxycitronellal is a fragrance for use in various perfumes, antiseptics, insecticides and household products; some perfumery uses (sweet pea Pois De Senteur; gardenia; cherry; melon; mint). |
| Uses | 7-Hydroxycitronellal shows fungicide activity the strains of Candida tropicalis. |
| Preparation | The most important synthetic routes to hydroxydihydrocitronellalare listed as follows. 1) Synthesis from citronellal: One of the oldest routes to hydroxydihydrocitronellalis the hydration of the citronellal bisulfite adduct (obtained at lowtemperature) with sulfuric acid, followed by decomposition with sodiumcarbonate. A more recent development is hydration of citronellal enaminesor imines, followed by hydrolysis. 2) Synthesis from citronellol. Citronellol is hydrated to 3,7-dimethyloctane-1,7-diol, for example, by reaction with 60% sulfuric acid. The diol is dehydrogenatedcatalytically in the vapor phase at low pressure to give highly purehydroxydihydrocitronellal in excellent yield.The process is carried out in thepresence of, for example, a copper–zinc catalyst; at atmospheric pressure,noble metal catalysts can also be used. 3) Synthesis from 7-hydroxygeranyl/-neryl dialkylamine: The starting materialcan be obtained by treatment of myrcene with a dialkylamine in thepresence of an alkali dialkylamide, followed by hydration with sulfuricacid. The 7-hydroxygeranyl/-neryl dialkylamine isomerizes to the corresponding7-hydroxyaldehyde enamine in the presence of a palladium(II)-phosphine complex as catalyst. Hydrolysis of the enamine gives 7-hydroxydihydrocitronellal[151]. |
| Definition | ChEBI: The tertiary alcohol arising from addition of water across the C2C double bond of citronellal. |
| Taste threshold values | Taste characteristics at 50 ppm: sweet, waxy, green, floral and melon notes. |
| Flammability and Explosibility | Not classified |
| Trade name | Laurinal® (Takasago). |
| Contact allergens | Hydroxycitronellal is a classical fragrance allergen, foundin many products. It is contained in “fragrance mix.” Ithas to be listed by name in the cosmetics of the EU. |
| Safety Profile | A skin irritant. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES. |
| Synthesis | By hydration of natural citronellal obtained from Java citronella or from Eucalyptus citriodora; β-pinene is convertedto myrcene, which on hydration may yield either linalool or mixture of geranoil and nerol; the latter mixture can be hydrogenatedto citronellol and subsequently converted to citronellal and hydroxycitronellal; also by hydrogenation of 3,7-dimethyl-7-hydroxy-2-octen-2-al over palladium carbon in ethyl acetate solution. |
3,7-Dimethyl-7-hydroxyoctanal Preparation Products And Raw materials
| Raw materials | Sodium bisulfite-->Sodium acetate trihydrate-->SULFATE STANDARD-->Citral-->Sulfurous Acid-->Citronellal-->Eucalyptus Citriodara Oil-->Citronella oil-->sulfurous acid-->2-(2,6-Dimethyl-5-heptenyl)oxazolidine-3-ethanol-->7-hydroxy-3,7-dimethyloctanenitrile-->(+)-CITRONELLAL-->trans-Citral = trans-3,7-Dimethyl-octa-2,6-dien-1-al |
| Preparation Products | 8,8-Dimethoxy-2,6-dimethyloctan-2-ol-->HYDROXY CITRONELLAL DIETHYL ACETAL-->AURANTIOL |
