- Synthesis of 2-substituted-3-methoxybenzaldehydes by condensation of ortho-lithiated 2-(3-methoxyphenyl)-4,4-dimethyl-Δ2-oxazoline with appropriate electrophilesIslam, M. Rabiul; Joule, John A., Journal of the Bangladesh Chemical Society, 1992, 5(1), 15-22
Cas no 94956-98-6 (Benzaldehyde, 3-methoxy-2-(2-propenyl)-)
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 >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| Chemenu | CM328706-500g |
3-methoxy-2-prop-2-enylbenzaldehyde |
94956-98-6 | 95%+ | 500g |
$13986 | 2021-06-16 | |
| Chemenu | CM328706-500g |
3-methoxy-2-prop-2-enylbenzaldehyde |
94956-98-6 | 95%+ | 500g |
$13986 | 2022-06-09 | |
| A2B Chem LLC | AD14439-1g |
Benzaldehyde, 3-methoxy-2-(2-propenyl)- |
94956-98-6 | >95% | 1g |
$218.00 | 2024-07-18 | |
| A2B Chem LLC | AD14439-2.5g |
Benzaldehyde, 3-methoxy-2-(2-propenyl)- |
94956-98-6 | >95% | 2.5g |
$312.00 | 2024-07-18 | |
| Ambeed | A1142377-100mg |
2-Allyl-3-methoxybenzaldehyde |
94956-98-6 | 97% +(stabilized with TBC) | 100mg |
$58.0 | 2025-04-14 | |
| Ambeed | A1142377-250mg |
2-Allyl-3-methoxybenzaldehyde |
94956-98-6 | 97% +(stabilized with TBC) | 250mg |
$98.0 | 2025-04-14 | |
| Ambeed | A1142377-1g |
2-Allyl-3-methoxybenzaldehyde |
94956-98-6 | 97% +(stabilized with TBC) | 1g |
$263.0 | 2025-04-14 | |
| abcr | AB618695-250mg |
2-Allyl-3-methoxybenzaldehyde; . |
94956-98-6 | 250mg |
€196.70 | 2025-04-14 | ||
| abcr | AB618695-1g |
2-Allyl-3-methoxybenzaldehyde; . |
94956-98-6 | 1g |
€420.20 | 2025-04-14 |
Benzaldehyde, 3-methoxy-2-(2-propenyl)- Production Method
Production Method 1
Production Method 2
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
- Nickel-Catalyzed Intramolecular Hydroalkenylation of IminesFeng, Wei-Min; Li, Tian-Yu; Xiao, Li-Jun ; Zhou, Qi-Lin, Organic Letters, 2021, 23(20), 7900-7904
Production Method 3
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
- PdCl2/CuCl2/Bi(OTf)3-promoted Construction of Sulfonyl Dibenzooxabicyclo[3.3.1]nonanes and Arylnaphthalenes via Intramolecular Annulation of Sulfonyl o-AllylarylchromanonesHsueh, Nai-Chen; Chang, Meng-Yang, Advanced Synthesis & Catalysis, 2020, 362(24), 5736-5750
Production Method 4
- Synthesis of Substituted 2,3-BenzodiazepinesChan, Chieh-Kai; Tsai, Yu-Lin; Chan, Yi-Ling; Chang, Meng-Yang, Journal of Organic Chemistry, 2016, 81(20), 9836-9847
Production Method 5
- Total synthesis of quinocarcinol methyl esterDanishefsky, 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
1.2 Solvents: Water ; 8 h, rt
- Synthesis of 3-Azidopiperidine Skeleton Employing Ceric Ammonium Nitrate (CAN)-Mediated Regioselective Azidoalkoxylation of Enol Ether: Total Synthesis of D2 Receptor Agonist (±)-QuinagolideChavan, Subhash P. ; Kadam, Appasaheb L.; Lasonkar, Pradeep B.; Gonnade, Rajesh G., Organic Letters, 2018, 20(22), 7011-7014
Production Method 7
1.2 6 h, reflux
- Synthesis of Polysubstituted 3-Methylisoquinolines through the π-Electron Cyclization/Elimination of 1-Azatrienes derived from 1,1-DimethylhydrazineVargas, Didier F.; Larghi, Enrique L. ; Kaufman, Teodoro S., European Journal of Organic Chemistry, 2018, 2018(40), 5605-5614
Production Method 8
1.2 Solvents: Dichloromethane ; 1 h, -78 °C
1.3 Reagents: Triethylamine ; overnight, -78 °C → rt
- 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
1.2 -
- Synthesis of dihydrobenzoimidazo[2,1-a]isoquinolinesChang, Meng-Yang; Wu, Ming-Hao; Chen, Yeh-Long, Tetrahedron Letters, 2012, 53(32), 4156-4160
Production Method 10
1.2 Solvents: Decalin ; reflux
1.3 Reagents: Potassium carbonate
- Facile synthesis of substituted isoquinolinesChang, Meng-Yang; Wu, Ming-Hao; Lee, Nein-Chia; Lee, Ming-Fang, Tetrahedron Letters, 2012, 53(16), 2125-2128
Production Method 11
1.2 Reagents: Decalin ; heated
1.3 Reagents: Potassium carbonate Solvents: Acetone
- CuI Mediated One-Pot Cycloacetalization/Ketalization of o-Carbonyl Allylbenzenes: Synthesis of Benzobicyclo[3.2.1]octane CoreChan, Chieh-Kai; Tsai, Yu-Lin; Chang, Meng-Yang, Organic Letters, 2017, 19(7), 1870-1873
Production Method 12
1.2 Solvents: Tetrahydrofuran ; 1 h, 0 °C; 20 h, rt
1.3 Reagents: Hydrochloric acid Solvents: Water
- Ambiphilic Vinylcarbenoid Reactivity of (α-(Tributylstannyl)-π-allyl)palladium(II) SpeciesTrepanier, Vincent E.; Fillion, Eric, Organometallics, 2007, 26(1), 30-32
Production Method 13
- tBuO2H/Cu(acac)2-Mediated Intramolecular Oxidative Lactonization of o-Allyl Arylaldehydes: Synthesis of 1-OxoisochromansChang, Meng-Yang ; Lai, Kai-Xiang; Chen, Kuan-Ting, Synthesis, 2021, 53(3), 527-537
Benzaldehyde, 3-methoxy-2-(2-propenyl)- Raw materials
- 3-Hydroxybenzaldehyde
- Benzene, 2-bromo-1-(dimethoxymethyl)-3-methoxy-
- Benzamide, N,N-diethyl-3-methoxy-2-(2-propenyl)-
- Oxazolidine, 2-[3-methoxy-2-(2-propenyl)phenyl]-3,4,4-trimethyl-
- (2-Allyl-3-methoxyphenyl)methanol
- 3-hydroxy-2-(prop-2-en-1-yl)benzaldehyde
Benzaldehyde, 3-methoxy-2-(2-propenyl)- Preparation Products
Benzaldehyde, 3-methoxy-2-(2-propenyl)- Related Literature
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Philipp Traber,Stephan Kupfer,Stefanie Gr?fe,Isabelle Baussanne,Martine Demeunynck,Jean-Marie Mouesca,Serge Gambarelli,Vincent Artero,Murielle Chavarot-Kerlidou Chem. Sci., 2018,9, 4152-4159
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Luke L. Lairson,Warren W. Wakarchuk Chem. Commun., 2007, 365-367
-
Huifang Yang,Haoran Guo,Peidong Fan,Xinpan Li,Wenlu Ren,Rui Song Nanoscale, 2020,12, 7024-7034
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Inês S. Albuquerque,Hélia F. Jeremias,Miguel Chaves-Ferreira,Dijana Matak-Vinkovic,Omar Boutureira,Carlos C. Rom?o Chem. Commun., 2015,51, 3993-3996
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Xixi Li,Nanwei Zhu,Ruohan Li,Qinpu Zhang Anal. Methods, 2020,12, 3376-3381
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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