Cas no 94956-98-6 (Benzaldehyde, 3-methoxy-2-(2-propenyl)-)

Benzaldehyde, 3-methoxy-2-(2-propenyl)- structure
94956-98-6 structure
Product Name:Benzaldehyde, 3-methoxy-2-(2-propenyl)-
CAS No:94956-98-6
MF:C11H12O2
MW:176.211783409119
CID:735149
Update Time:2025-11-02

Benzaldehyde, 3-methoxy-2-(2-propenyl)- Chemical and Physical Properties

Names and Identifiers

    • Benzaldehyde, 3-methoxy-2-(2-propenyl)-
    • 3-methoxy-2-prop-2-enylbenzaldehyde
    • 2-allyl-3-methoxybenzaldehyde
    • Benzaldehyde,3-methoxy-2-(2-propenyl)
    • 3-Methoxy-2-(2-propen-1-yl)benzaldehyde (ACI)
    • Benzaldehyde, 3-methoxy-2-(2-propenyl)- (9CI)
    • Inchi: 1S/C11H12O2/c1-3-5-10-9(8-12)6-4-7-11(10)13-2/h3-4,6-8H,1,5H2,2H3
    • InChI Key: OQOUDZFBMYRNCD-UHFFFAOYSA-N
    • SMILES: O=CC1C(CC=C)=C(OC)C=CC=1

Computed Properties

  • Exact Mass: 176.08400

Experimental Properties

  • Density: 1.039±0.06 g/cm3 (20 oC 760 Torr),
  • Boiling Point: 269.6±25.0 oC (760 Torr),
  • Flash Point: 112.6±16.7 oC,
  • Solubility: Very slightly soluble (0.25 g/l) (25 o C),
  • PSA: 26.30000
  • LogP: 2.23620

Benzaldehyde, 3-methoxy-2-(2-propenyl)- Pricemore >>

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Benzaldehyde, 3-methoxy-2-(2-propenyl)- Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Hydrochloric acid Solvents: Water
Reference
Synthesis of 2-substituted-3-methoxybenzaldehydes by condensation of ortho-lithiated 2-(3-methoxyphenyl)-4,4-dimethyl-Δ2-oxazoline with appropriate electrophiles
Islam, M. Rabiul; Joule, John A., Journal of the Bangladesh Chemical Society, 1992, 5(1), 15-22

Production Method 2

Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  -78 °C; 30 min, -78 °C
1.2 Reagents: Copper bromide (CuBr) ;  -78 °C; 5 h, -78 °C
1.3 -78 °C; overnight, -78 °C → rt
1.4 Reagents: Hydrochloric acid Solvents: Water ;  3 h
Reference
Nickel-Catalyzed Intramolecular Hydroalkenylation of Imines
Feng, Wei-Min; Li, Tian-Yu; Xiao, Li-Jun ; Zhou, Qi-Lin, Organic Letters, 2021, 23(20), 7900-7904

Production Method 3

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Acetonitrile ;  10 min, 25 °C
1.2 25 °C; 8 h, reflux; reflux → 25 °C
1.3 Solvents: Decalin ;  8 h, reflux; reflux → 25 °C
1.4 Reagents: Potassium carbonate Solvents: Tetrahydrofuran ;  10 min, 25 °C
1.5 8 h, reflux
Reference
PdCl2/CuCl2/Bi(OTf)3-promoted Construction of Sulfonyl Dibenzooxabicyclo[3.3.1]nonanes and Arylnaphthalenes via Intramolecular Annulation of Sulfonyl o-Allylarylchromanones
Hsueh, Nai-Chen; Chang, Meng-Yang, Advanced Synthesis & Catalysis, 2020, 362(24), 5736-5750

Production Method 4

Reaction Conditions
Reference
Synthesis of Substituted 2,3-Benzodiazepines
Chan, Chieh-Kai; Tsai, Yu-Lin; Chan, Yi-Ling; Chang, Meng-Yang, Journal of Organic Chemistry, 2016, 81(20), 9836-9847

Production Method 5

Reaction Conditions
1.1 Reagents: Sodium hydride
Reference
Total synthesis of quinocarcinol methyl ester
Danishefsky, Samuel J.; Harrison, Peter J.; Webb, Robert R. II; O'Neill, Brian T., Journal of the American Chemical Society, 1985, 107(5), 1421-3

Production Method 6

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Acetone ;  8 h, reflux; reflux → rt
1.2 Solvents: Water ;  8 h, rt
Reference
Synthesis of 3-Azidopiperidine Skeleton Employing Ceric Ammonium Nitrate (CAN)-Mediated Regioselective Azidoalkoxylation of Enol Ether: Total Synthesis of D2 Receptor Agonist (±)-Quinagolide
Chavan, Subhash P. ; Kadam, Appasaheb L.; Lasonkar, Pradeep B.; Gonnade, Rajesh G., Organic Letters, 2018, 20(22), 7011-7014

Production Method 7

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Ethanol ;  10 min, rt
1.2 6 h, reflux
Reference
Synthesis of Polysubstituted 3-Methylisoquinolines through the π-Electron Cyclization/Elimination of 1-Azatrienes derived from 1,1-Dimethylhydrazine
Vargas, Didier F.; Larghi, Enrique L. ; Kaufman, Teodoro S., European Journal of Organic Chemistry, 2018, 2018(40), 5605-5614

Production Method 8

Reaction Conditions
1.1 Reagents: Dimethyl sulfoxide ,  Oxalyl chloride Solvents: Dichloromethane ;  30 min, -78 °C
1.2 Solvents: Dichloromethane ;  1 h, -78 °C
1.3 Reagents: Triethylamine ;  overnight, -78 °C → rt
Reference
The Intramolecular Asymmetric Pauson-Khand Cyclization as a Novel and General Stereoselective Route to Benzindene Prostacyclins: Synthesis of UT-15 (Treprostinil)
Moriarty, Robert M.; Rani, Neena; Enache, Livia A.; Rao, Munagala S.; Batra, Hitesh; et al, Journal of Organic Chemistry, 2004, 69(6), 1890-1902

Production Method 9

Reaction Conditions
1.1 Reagents: Dichlorophenylborane ,  Lithium diisopropylamide
1.2 -
Reference
Synthesis of dihydrobenzoimidazo[2,1-a]isoquinolines
Chang, Meng-Yang; Wu, Ming-Hao; Chen, Yeh-Long, Tetrahedron Letters, 2012, 53(32), 4156-4160

Production Method 10

Reaction Conditions
1.1 Reagents: Potassium carbonate
1.2 Solvents: Decalin ;  reflux
1.3 Reagents: Potassium carbonate
Reference
Facile synthesis of substituted isoquinolines
Chang, Meng-Yang; Wu, Ming-Hao; Lee, Nein-Chia; Lee, Ming-Fang, Tetrahedron Letters, 2012, 53(16), 2125-2128

Production Method 11

Reaction Conditions
1.1 Reagents: Potassium carbonate
1.2 Reagents: Decalin ;  heated
1.3 Reagents: Potassium carbonate Solvents: Acetone
Reference
CuI Mediated One-Pot Cycloacetalization/Ketalization of o-Carbonyl Allylbenzenes: Synthesis of Benzobicyclo[3.2.1]octane Core
Chan, Chieh-Kai; Tsai, Yu-Lin; Chang, Meng-Yang, Organic Letters, 2017, 19(7), 1870-1873

Production Method 12

Reaction Conditions
1.1 Reagents: Butyllithium ,  Diisobutylaluminum hydride Solvents: Tetrahydrofuran ,  Hexane ;  0.5 h, 0 °C
1.2 Solvents: Tetrahydrofuran ;  1 h, 0 °C; 20 h, rt
1.3 Reagents: Hydrochloric acid Solvents: Water
Reference
Ambiphilic Vinylcarbenoid Reactivity of (α-(Tributylstannyl)-π-allyl)palladium(II) Species
Trepanier, Vincent E.; Fillion, Eric, Organometallics, 2007, 26(1), 30-32

Production Method 13

Reaction Conditions
1.1 Reagents: Potassium carbonate
Reference
tBuO2H/Cu(acac)2-Mediated Intramolecular Oxidative Lactonization of o-Allyl Arylaldehydes: Synthesis of 1-Oxoisochromans
Chang, Meng-Yang ; Lai, Kai-Xiang; Chen, Kuan-Ting, Synthesis, 2021, 53(3), 527-537

Benzaldehyde, 3-methoxy-2-(2-propenyl)- Raw materials

Benzaldehyde, 3-methoxy-2-(2-propenyl)- Preparation Products

Benzaldehyde, 3-methoxy-2-(2-propenyl)- Related Literature

Additional information on Benzaldehyde, 3-methoxy-2-(2-propenyl)-

Exploring Benzaldehyde, 3-methoxy-2-(2-propenyl)- (CAS No. 94956-98-6): Properties, Applications, and Industry Trends

Benzaldehyde, 3-methoxy-2-(2-propenyl)- (CAS No. 94956-98-6) is a specialized aromatic compound with a unique molecular structure combining a benzaldehyde core, a methoxy group, and an allyl side chain. This configuration grants it distinct chemical properties, making it valuable in fragrance synthesis, flavor enhancement, and pharmaceutical intermediates. As demand for sustainable and bio-based ingredients grows, researchers are increasingly exploring its potential in green chemistry applications.

The compound’s 3-methoxy-2-(2-propenyl) substitution pattern contributes to its olfactory characteristics, often described as warm, spicy, and slightly floral. Perfumers leverage these notes to create complex accords in premium fragrances, aligning with the rising consumer preference for natural-inspired scents. In the food industry, it serves as a flavor modifier at controlled concentrations, addressing the global trend toward clean-label products.

From a synthetic perspective, Benzaldehyde, 3-methoxy-2-(2-propenyl)- exemplifies innovations in selective allylation and methoxylation techniques. Recent studies highlight its role in catalytic asymmetric reactions, a hotspot in organic chemistry research. These advancements respond to the pharmaceutical sector’s need for chiral building blocks—a frequent search topic among chemists exploring CAS No. 94956-98-6 derivatives.

Analytical challenges associated with this compound, such as isomer separation and stability under UV exposure, are actively discussed in chromatography forums. Modern HPLC-MS methods now enable precise quantification, addressing quality control concerns raised by manufacturers. Such technical dialogues dominate professional platforms, reflecting the compound’s industrial relevance.

Environmental considerations are reshaping its applications. With tightening regulations on volatile organic compounds (VOCs), formulators seek encapsulated versions of 3-methoxy-2-(2-propenyl)-benzaldehyde to reduce emissions. This aligns with Google Trends data showing increased searches for "low-VOC fragrance ingredients" and "biodegradable aroma chemicals."

Supply chain dynamics further influence its market presence. As a benzaldehyde derivative, its pricing fluctuates with raw material availability, prompting formulators to explore alternative synthesis routes. Patent analyses reveal growing IP activity around microbial production methods—an eco-friendly approach gaining traction in ESG-focused industries.

In academic circles, the compound’s spectroscopic fingerprints (particularly in 13C NMR) serve as teaching examples for analyzing substituted aromatic systems. Educational content featuring CAS No. 94956-98-6 spectral data receives consistent engagement on chemistry e-learning platforms, underscoring its didactic value.

Looking ahead, cross-disciplinary applications are emerging. Materials scientists investigate its incorporation into polymer matrices for controlled-release systems, while agrochemical researchers study its potential as a plant growth modulator. These diverse use cases position Benzaldehyde, 3-methoxy-2-(2-propenyl)- as a compound of enduring scientific interest.

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