16510-27-3

Basic information

• Product Name: 1-Cyclopropylmethyl-4-methoxybenzene
• Synonyms: 1-Cyclopropylmethyl-4-methoxybenzene;1-CYCLOPROPANEMETHYL-4-METHOXYBENZENE;sassafras acetate
• CAS NO: 16510-27-3
• Molecular Formula: C₁₁H₁₄O
• Molecular Weight: 162.23
• Mol File: 16510-27-3.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 240.5°C at 760 mmHg
• Flash Point: 101.5°C
• Appearance: /
• Density: 1.042g/cm³
• Vapor Pressure: 0.0587mmHg at 25°C
• Refractive Index: 1.551
• CAS DataBase Reference: 1-Cyclopropylmethyl-4-methoxybenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Cyclopropylmethyl-4-methoxybenzene(16510-27-3)
• EPA Substance Registry System: 1-Cyclopropylmethyl-4-methoxybenzene(16510-27-3)

Safety Data

• Hazardous Substances Data: 16510-27-3(Hazardous Substances Data)

Usage

Description

1-Cyclopropylmethyl-4-methoxybenzene is an organic compound with a molecular formula of C11H14O. It is characterized by a powerful, anise-like, sweet-spicy aroma reminiscent of estragole. 1-Cyclopropylmethyl-4-methoxybenzene is synthesized from estragole through the Simmons-Smith cyclopropanation reaction.

Uses

Used in Flavor and Fragrance Industry:
1-Cyclopropylmethyl-4-methoxybenzene is used as a flavoring agent for its distinctive anise-like, sweet-spicy note. It adds a unique and pleasant aroma to various food products and beverages.
Used in Perfumery:
1-Cyclopropylmethyl-4-methoxybenzene is utilized as a fixative in perfumery, helping to stabilize and prolong the scent of fragrances. Its sweet-spicy aroma contributes to the overall complexity and depth of perfume compositions.
Used in Pharmaceutical Industry:
1-Cyclopropylmethyl-4-methoxybenzene is employed as an intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
1-Cyclopropylmethyl-4-methoxybenzene serves as a key intermediate in the production of agrochemicals, such as pesticides and herbicides. Its chemical properties make it suitable for the development of effective and environmentally friendly agricultural products.

Trade name

Toscanol (Givaudan).

InChI:InChI=1/C11H14O/c1-12-11-6-4-10(5-7-11)8-9-2-3-9/h4-7,9H,2-3,8H2,1H3

Upstream product

• 3607-17-8 3-bromopropyltriphenylphosphonium bromide 
• 123-11-5 4-methoxy-benzaldehyde 
• 52178-88-8 2-(4-methoxybenzyl)-1,1-dichlorocyclopropane 
• 140-67-0 Estragole 
• 54879-64-0 N-[(4-methoxyphenyl)methyl]-4-methylbenzenesulfonamide 
• 56079-40-4 N,N-ditosyl-4-methoxybenzylamine 
• 23719-80-4 cyclopropylmagnesium bromide 
• 2393-23-9 4-methoxy-benzylamine 
• 6552-45-0 α-cyclopropyl(4-methoxyphenyl)methanol 
• 615-53-2 ethyl N-methyl-N-nitrosocarbamate 
• 105-13-5 4-Methoxybenzyl alcohol 
• 4333-56-6 cyclopropyl bromide 
• 824-94-2 p-methoxybenzyl chloride 
• 63559-26-2 2-(p-methoxybenzyl)propane-1,3-diol 

Downstream Products

• 70106-27-3 2-(4-methoxyphenyl)cyclobutan-1-one 
• 100-17-4 para-methoxynitrobenzene 
• 119-27-7 2,4-dinitroanisole 
• 1412494-27-9 5-(4-methoxybenzyl)-4,5-dihydroisoxazole 
• 207120-89-6 (E)-4-(4-methoxyphenyl)but-3-enal 
• 854001-12-0 (Z)-5-(4-methoxyphenyl)pent-4-enoic acid: 
• 5724-06-1 (4E)-5-(4-methoxyphenyl)pent-4-enoic acid 

Relevant articles and documents

Photoredox/Nickel Dual Catalysis Enables the Synthesis of Alkyl Cyclopropanes via C(sp3)-C(sp3) Cross Electrophile Coupling of Unactivated Alkyl Electrophiles

A facile synthesis of mono-, 1,1- and 1,2-disubstituted cyclopropanes via visible light-mediated photoredox/nickel dual catalysis is demonstrated. The challenging intramolecular C(sp3)-C(sp3) cross-electrophile coupling of readily available unactivated 1,3-dialkyl electrophiles was performed under mild conditions that allowed traditionally reactive functional groups to be included. Mechanistic inspection and control experiments revealed the importance of dual catalysis and that the reaction proceeds via a stepwise oxidative addition followed by an intramolecular SN2 reaction.

Combined Photoredox/Enzymatic C?H Benzylic Hydroxylations

Chemical transformations that install heteroatoms into C?H bonds are of significant interest because they streamline the construction of value-added small molecules. Direct C?H oxyfunctionalization, or the one step conversion of a C?H bond to a C?O bond, could be a highly enabling transformation due to the prevalence of the resulting enantioenriched alcohols in pharmaceuticals and natural products,. Here we report a single-flask photoredox/enzymatic process for direct C?H hydroxylation that proceeds with broad reactivity, chemoselectivity and enantioselectivity. This unified strategy advances general photoredox and enzymatic catalysis synergy and enables chemoenzymatic processes for powerful and selective oxidative transformations.

Iron-catalyzed π-activated C-O ether bond cleavage with C-C and C-H bond formation

A novel and efficient allylic alkylation reaction between π-activated ethers and allylsilane was realized under mild conditions through iron(III)-catalyzed C sp 3-O ether bond cleavage. The present protocol provides an attractive approach for the construction of sp3-sp3 C-C bonds and can be potentially applied for the selective reduction of benzyl and allyl ethers to their corresponding hydrocarbon compounds by using triethylsilane as a hydride-transfer reagent. A mild, economical, and environmentally friendly method for the construction of C sp 3-C sp 3 bonds through iron-catalyzed π-activated C-O ether bond cleavage is developed. In addition, this catalytic system can be used for the selective reduction of benzylic and allylic C-O ether bonds to C-H bonds. Copyright