3269-90-7

Basic information

• Product Name: 4-methyl-beta-methylenecyclohex-3-ene-1-ethanol
• Synonyms: 4-methyl-beta-methylenecyclohex-3-ene-1-ethanol;3-Cyclohexene-1-ethanol, 4-methyl-.beta.-methylene-;1,8-p-Menthadiene-10-ol;2-(4-Methyl-3-cyclohexenyl)-2-propene-1-ol;4-Methyl-β-methylene-3-cyclohexene-1-ethanol;p-Mentha-1,8-diene-10-ol;1,8-p-Menthadien-10-ol;Limonen-10-ol
• CAS NO: 3269-90-7
• Molecular Formula: C₁₀H₁₆O
• Molecular Weight: 152.23344
• EINECS: 221-889-3
• Mol File: 3269-90-7.mol

Chemical Properties

• Boiling Point: 239.5 °C at 760 mmHg
• Flash Point: 98.5 °C
• Appearance: /
• Density: 0.946 g/cm³
• CAS DataBase Reference: 4-methyl-beta-methylenecyclohex-3-ene-1-ethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-beta-methylenecyclohex-3-ene-1-ethanol(3269-90-7)
• EPA Substance Registry System: 4-methyl-beta-methylenecyclohex-3-ene-1-ethanol(3269-90-7)

Safety Data

• Hazardous Substances Data: 3269-90-7(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4-methyl-beta-methylenecyclohex-3-ene-1-ethanol is used as a building block in organic synthesis for its unique structural features, which can be further modified or incorporated into more complex molecules to achieve desired chemical properties or reactivity.
Used in Chemical Processes:
In the chemical industry, 4-methyl-beta-methylenecyclohex-3-ene-1-ethanol is used as an intermediate in the production of various specialty chemicals, leveraging its specific reactivity and structural components to create new compounds with targeted applications.
Used in Pharmaceutical Industry:
4-methyl-beta-methylenecyclohex-3-ene-1-ethanol is used as a precursor in the synthesis of pharmaceutical compounds, potentially contributing to the development of new drugs with specific therapeutic effects due to its unique molecular structure.
Used in Fragrance Industry:
Given its complex structure, 4-methyl-beta-methylenecyclohex-3-ene-1-ethanol may also be used as a component in the creation of fragrances, where its unique scent profile could be utilized to develop novel olfactory experiences.
Used in Material Science:
In material science, 4-methyl-beta-methylenecyclohex-3-ene-1-ethanol could be employed in the development of new polymers or materials with specific properties, such as improved strength, flexibility, or chemical resistance, based on its structural characteristics.
Each application of 4-methyl-beta-methylenecyclohex-3-ene-1-ethanol leverages its unique structural attributes and reactivity to contribute to the advancement of products and processes across various industries.

Upstream product

• 138-86-3 limonene. 
• 5259-65-4 4-methyl-3-cyclohexen-1-one 
• 18478-85-8 Cyano-(4-methyl-cyclohex-3-enyl)-acetic acid ethyl ester 
• 18541-14-5 3-Hydroxy-2-(4-methyl-cyclohex-3-enyl)-propionitrile 
• 177479-01-5 p-menth-1,8-dien-10-oic acid 
• 5989-27-5 D-limonene 
• 18541-15-6 2-(4-Methyl-cyclohex-3-enyl)-acrylic acid ethyl ester 
• 18478-84-7 Cyano-[4-methyl-cyclohex-3-en-(Z)-ylidene]-acetic acid ethyl ester 

Downstream Products

• 18478-87-0 1-Methyl-4-(1-vinyloxymethyl-vinyl)-cyclohexene 
• 18681-09-9 (+/-)-lanceol 
• 60730-40-7 (E)-2-Methyl-6-(4-methyl-cyclohex-3-enyl)-hepta-2,6-dienoic acid methyl ester 
• 18478-88-1 4-(4-Methylcyclohex-3-en-1-yl)-pent-4-enal 
• 4891-79-6 β-bisabolene 
• 57074-31-4 4-methyl-α-methylene-3-cyclohexene-1-acetaldehyde 
• 106968-33-6 [2-(6-Methyl-7-oxa-bicyclo[4.1.0]hept-3-yl)-oxiranyl]-methanol 
• 106968-32-5 [2-(4-Methyl-cyclohex-3-enyl)-oxiranyl]-methanol 
• 78925-78-7 2-[2-(4-Methyl-cyclohex-3-enyl)-allyl]-malonic acid diethyl ester 
• 60699-34-5 2-(1'-methyl-4'-cyclohexenyl)-3-bromo propene 

Relevant articles and documents

Catalyst system and process for rearrangement of epoxides to allylic alcohols

A catalyst system that can be used to achieve (a) preparation of allylic alcohols by rearrangement of the corresponding epoxide, when the allylic alcohol is a desired product; (b) subsequent reaction, e.g., selective oxidation, of the allylic alcohols obtained in step (a) to afford a desired product, e.g., alpha, beta-unsaturated carbonyl compounds; and/or (c) the ability to perform steps a) and b) in a one-pot process. In one embodiment, the catalyst system includes (i) at least one primary catalyst includes one or more homogeneous or heterogeneous, inorganic, organic or complex metal-containing compound, and (ii) at least one activator/modifier comprising at least one phenolic compound.

Method of preparing selected monocyclic monoterpenes

Process for the preparation of a moncyclic monoterpene having the formula: STR1 wherein R=--C=CH2 or --CH--CH3. which comprises treating limonene in a liquid reaction medium with a strong base followed by addition to the medium of a boron-containing reagent to produce a limonenyl adduct. The adduct is cleaved with an oxidizing agent, diluted with water and an organic solvent to produce a two-phase mixture. The monoterpene is recovered from the organic phase.

Synthesis of isoprenoid 1,5-dienes

Aliphatic acids containing an isoprenoid 1,5-diene moiety are prepared in high yields by the selective gamma alkylation of α,β-unsaturated acids with allylic electrophiles. The gamma-regioselectivity of the alkylation is controlled by the use of the dicopper(I) dienolates prepared from the α,β-unsaturated acids. The method offers a particularly facile means for synthesizing isoprenoid 1,5-diene natural products such as farnesoic acid by alkylation of senecioic acid with geranyl bromide; geranoic acid by alkylation of senecioic acid with 3,3-dimethallyl bromide; and dl-lanceol by alkylation of tiglic acid with an allylic bromide derived from dl-limonene. Such products find use in the synthesis of insect pheremones, insect juvenile hormones, and components of perfumes.