53834-70-1

Basic information

• Product Name: (E)-3,7-dimethylocta-1,5,7-trien-3-ol
• Synonyms: (E)-3,7-dimethylocta-1,5,7-trien-3-ol;Einecs 258-818-0
• CAS NO: 53834-70-1
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.23344
• EINECS: 258-818-0
• Mol File: 53834-70-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 228.4±9.0 °C(Predicted)
• Appearance: /
• Density: 0.871±0.06 g/cm3(Predicted)
• PKA: 14.13±0.29(Predicted)
• CAS DataBase Reference: (E)-3,7-dimethylocta-1,5,7-trien-3-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3,7-dimethylocta-1,5,7-trien-3-ol(53834-70-1)
• EPA Substance Registry System: (E)-3,7-dimethylocta-1,5,7-trien-3-ol(53834-70-1)

Safety Data

• Hazardous Substances Data: 53834-70-1(Hazardous Substances Data)

Usage

General Description

(E)-3,7-dimethylocta-1,5,7-trien-3-ol, also known as geraniol, is a naturally occurring compound found in various essential oils such as rose, citronella, and geranium. It is a colorless, oily liquid with a sweet, floral aroma and is commonly used in the fragrance and flavor industries. Geraniol has been studied for its potential antioxidant, antimicrobial, and anti-inflammatory properties, making it a valuable compound in cosmetic and pharmaceutical applications. Additionally, it has been investigated for its potential as a natural insect repellant and is widely used in pest control products. Despite its benefits, geraniol can cause skin irritation and allergic reactions in some individuals, so it is important to use it with caution and in appropriate concentrations.

InChI:InChI=1/C10H16O/c1-5-10(4,11)8-6-7-9(2)3/h5-7,11H,1-2,8H2,3-4H3/b7-6+

Upstream product

• 67100-42-9 (3-methyl-but-3-ene-1-sulfinyl)-benzene 
• 1838-94-4 isoprene epoxide 
• 75654-19-2 3,7-Dimethyl-1,6-octadien-3,5-diol 
• 53771-60-1 3,7-dimethyl-1,5(E),7-octatrien-3-yl acetate 
• 53799-27-2 5,5-dimethoxy-3-methyl-pent-1-en-3-ol 
• 64661-54-7 6-hydroxy-2,6-dimethyl-octa-2,7-dien-4-one 
• 141-79-7 4-methyl-pent-3-en-2-one 
• 562107-63-5 6-chloro-3,7-dimethyl-1,7-octadien-3-yl benzoate 
• 562107-62-4 6-chloro-3,7-dimethyl-1,7-octadien-3-yl 2-methylpropionate 
• 562107-61-3 6-chloro-3,7-dimethyl-1,7-octadien-3-yl propionate 
• 79421-89-9 6-chloro-7-methylene-3-methyl-1-octen-3-yl acetate 
• 126-64-7 linalyl benzoate 
• 78-35-3 linalool isobutanoate 
• 115-95-7 linalool acetate 

Downstream Products

• 1786-08-9 3,6-dihydro-4-methyl-2-(2-methyl-1-propenyl)–2H-pyran 

Relevant articles and documents

Synthesis of (+/-)-Hotrienol and (+/-)-Santolina Alcohol via Cyclopropenes

A short synthesis of the title monoterpenols via cyclopropylcarbinyl-homoallyl rearrangement of adducts which are themselves produced by tandem addition of vinylmagnesium bromide and an appropriate carbonyl compound to the cyclopropenes (1) is described.

A practical and convenient synthesis of hotrienol, an excellent fruity smelling compound

The practical and convenient synthesis of hotrienol, which is an excellent fruity smelling compound, has been performed by the ene-type chlorination of linalyl acetate and then dehydrochlorinated by lithium bromide and lithium carbonate in DMF, followed by hydrolysis in three steps with an overall yield of 55%.

REGIOSELECTIVITY AND SYNTHETIC APPLICATION OF THE HYDROALUMINATION OF 2-METHYL-1-ALKEN-3-YN-6-OLS. UNEXPECTED INVERSION OF CONFIGURATION IN THE SUBSTITUTIVE METHYLATION OF (Z)-3-IODO-2-METHYL-1,3-ALKADIEN-6-OLS

With the use of the deuterated reagents LiAlD3(OCH)3 and D2O, and also of electrophilic iodination, the regioselectivity of the hydroalumination of β-enynols with lithium trihydridomethoxyaluminate was studied.Attack by the hydride ion goes to the extent of 90percent at the Cβ atom of the enynols.The synthesis of the natural monoterpenol (+/-)-hotrienol and allied compounds was carried out.By a combination of hydroalumination-iodination and substitutive methylation a new method was developed for the building of the (Z)-2,3-dimethyl-1,3-diene fragment.The unexpected complete (90-95percent) inversion of the Z-double bond in the methylation of iodo dienols with lithiium dimethylcuprate was established.