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Benzenemethanol, 4-(2-propenyloxy)-, commonly known as estragole, is an organic compound and a naturally occurring aromatic ingredient found in essential oils of various plants such as tarragon, basil, fennel, anise, and star anise. It possesses a sweet, aromatic odor and is widely used as a flavoring agent in food and beverages, as well as in the production of perfumes and fragrances. However, there is some controversy surrounding its safety due to potential carcinogenic effects in animals at high doses, leading to regulatory restrictions on its use in the food and fragrance industries.

3256-45-9

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3256-45-9 Usage

Uses

Used in Food and Beverage Industry:
Benzenemethanol, 4-(2-propenyloxy)is used as a flavoring agent for its sweet, aromatic odor, enhancing the taste and aroma of various food and beverage products.
Used in Perfume and Fragrance Industry:
Benzenemethanol, 4-(2-propenyloxy)is used as a key ingredient in the production of perfumes and fragrances, contributing to their unique and pleasant scents.
Regulatory Considerations:
Due to the potential carcinogenic effects of estragole at high doses, regulatory agencies such as the US Food and Drug Administration (FDA) and the European Food Safety Authority (EFSA) have set limits on the amount of estragole that can be used in consumer products to ensure safety.

Check Digit Verification of cas no

The CAS Registry Mumber 3256-45-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,2,5 and 6 respectively; the second part has 2 digits, 4 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 3256-45:
(6*3)+(5*2)+(4*5)+(3*6)+(2*4)+(1*5)=79
79 % 10 = 9
So 3256-45-9 is a valid CAS Registry Number.

3256-45-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-(2-Propen-1-Yl-oxy)Benzyl Alcohol

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:3256-45-9 SDS

3256-45-9Relevant academic research and scientific papers

Homologation of Electron-Rich Benzyl Bromide Derivatives via Diazo C-C Bond Insertion

Alegre-Requena, Juan V.,De Lescure, Louis,Modak, Atanu,Paton, Robert S.,Race, Nicholas J.,Rynders, Kathryn J.

supporting information, (2021/12/27)

The ability to manipulate C-C bonds for selective chemical transformations is challenging and represents a growing area of research. Here, we report a formal insertion of diazo compounds into the "unactivated"C-C bond of benzyl bromide derivatives catalyzed by a simple Lewis acid. The homologation reaction proceeds via the intermediacy of a phenonium ion, and the products contain benzylic quaternary centers and an alkyl bromide amenable to further derivatization. Computational analysis provides critical insight into the reaction mechanism, in particular the key selectivity-determining step.

Self-assembly of bistriazole BDT based bolaamphiphiles into SmA phase and helical organogels

Cheng, Xiaohong,Gao, Hongfei,Liu, Yuantao,Yan, Qi,Zhang, Deling

, (2021/01/12)

Bistriazole benzo[1,2-b:4,3-b′]dithiophene (BDT) contained bolaamphiphiles have been synthesized via Sonogashira coupling and click reactions as key steps. For such compounds, the central bent bistriazole BDT core, the flexible methylene spacer led the rodlike core together with the terminal diol groups to twist to be U-shaped polar region. Micro-segregation of U-shaped polar region from the lipophilic chains generated a SmA phase. Furthermore, these compounds can act as super organogelators to gel different kinds of solvents with the lowest critical gelation concentration (CGC) of 0.2 mg/ml. Gel morphologies with scarcely reported nanostructures including nanofibers, nanobelts, nanodisks, nanotrumpets and nanotubes were firstly observed in bolaamphiphilic self-assembly system.

GaN nanowires as a reusable photoredox catalyst for radical coupling of carbonyl under blacklight irradiation

Botton, Gianluigi,Cen, Yunen,Cheng, Shaobo,Li, Chao-Jun,Liu, Mingxin,Mi, Zetian,Rashid, Roksana T.,Tan, Lida

, p. 7864 - 7870 (2020/08/19)

Employing photo-energy to drive the desired chemical transformation has been a long pursued subject. The development of homogeneous photoredox catalysts in radical coupling reactions has been truly phenomenal, however, with apparent disadvantages such as the difficulty in separating the catalyst and the frequent requirement of scarce noble metals. We therefore envisioned the use of a hyper-stable III-V photosensitizing semiconductor with a tunable Fermi level and energy band as a readily isolable and recyclable heterogeneous photoredox catalyst for radical coupling reactions. Using the carbonyl coupling reaction as a proof-of-concept, herein, we report a photo-pinacol coupling reaction catalyzed by GaN nanowires under ambient light at room temperature with methanol as a solvent and sacrificial reagent. By simply tuning the dopant, the GaN nanowire shows significantly enhanced electronic properties. The catalyst showed excellent stability, reusability and functional tolerance. All reactions could be accomplished with a single piece of nanowire on Si-wafer. This journal is

COMPOUNDS, SALTS THEREOF AND METHODS FOR TREATMENT OF DISEASES

-

Paragraph 00420-00421, (2019/03/12)

The present disclosure relates to compounds according to Formula (I), useful for treating diseases.

COMPOUNDS, SALTS THEREOF AND METHODS FOR TREATMENT OF DISEASES

-

Paragraph 00251; 00252, (2019/03/12)

The present disclosure relates to compounds according to Formulae (I), (II) and (VIII), useful for treating diseases.

Diaminodiphosphine tetradentate ligand and ruthenium complex thereof, and preparation methods and applications of ligand and complex

-

Paragraph 0316-0319, (2019/11/04)

The invention discloses a diaminodiphosphine tetradentate ligand and a ruthenium complex thereof, and preparation methods and applications of the ligand and the complex, and provides a ruthenium complex represented by a formula I, wherein L is a diaminodiphosphine tetradentate ligand represented by a formula II, and X and Y are respectively and independently chlorine ion, bromine ion, iodine ion,hydrogen negative ion or BH4. According to the present invention, the ruthenium complex exhibits excellent catalytic activity in the catalytic hydrogenation reactions of ester compounds, has high yield and high chemical selectivity, is compatible with conjugated and non-conjugated carbon-carbon double bond, carbon-carbon triple bond, epoxy, halogen, carbonyl and other functional groups, and hasgreat application prospects.

Aromatic allyl ether as well as synthesis method and application thereof

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Paragraph 0045-0049, (2019/01/17)

The invention belongs to the technical field of chemical engineering and particularly relates to aromatic allyl ether as well as a synthesis method and application thereof. In the synthesis method ofthe aromatic allyl ether provided by the invention, the

Novel Hypoxia-Inducible Factor 1α (HIF-1α) Inhibitors for Angiogenesis-Related Ocular Diseases: Discovery of a Novel Scaffold via Ring-Truncation Strategy

An, Hongchan,Lee, Seungbeom,Lee, Jung Min,Jo, Dong Hyun,Kim, Joohwan,Jeong, Yoo-Seong,Heo, Mi Jeong,Cho, Chang Sik,Choi, Hoon,Seo, Ji Hae,Hwang, Seyeon,Lim, Jihye,Kim, Taewoo,Jun, Hyoung Oh,Sim, Jaehoon,Lim, Changjin,Hur, Joonseong,Ahn, Jungmin,Kim, Hyun Su,Seo, Seung-Yong,Na, Younghwa,Kim, Seok-Ho,Lee, Jeewoo,Lee, Jeeyeon,Chung, Suk-Jae,Kim, Young-Myeong,Kim, Kyu-Won,Kim, Sang Geon,Kim, Jeong Hun,Suh, Young-Ger

, p. 9266 - 9286 (2018/10/24)

Ocular diseases featuring pathologic neovascularization are the leading cause of blindness, and anti-VEGF agents have been conventionally used to treat these diseases. Recently, regulating factors upstream of VEGF, such as HIF-1α, have emerged as a desirable therapeutic approach because the use of anti-VEGF agents is currently being reconsidered due to the VEGF action as a trophic factor. Here, we report a novel scaffold discovered through the complete structure-activity relationship of ring-truncated deguelin analogs in HIF-1α inhibition. Interestingly, analog 6i possessing a 2-fluorobenzene moiety instead of a dimethoxybenzene moiety exhibited excellent HIF-1α inhibitory activity, with an IC50 value of 100 nM. In particular, the further ring-truncated analog 34f, which showed enhanced HIF-1α inhibitory activity compared to analog 2 previously reported by us, inhibited in vitro angiogenesis and effectively suppressed hypoxia-mediated retinal neovascularization. Importantly, the heteroatom-substituted benzene ring as a key structural feature of analog 34f was identified as a novel scaffold for HIF-1α inhibitors that can be used in lieu of a chromene ring.

Structure–Activity Relationship Studies of Vitamin D3 Analogues Containing an Ether or Thioether Linker as Hedgehog Pathway Inhibitors

Wen, Jiachen,Hadden, M. Kyle

supporting information, p. 748 - 753 (2018/03/05)

The Hedgehog (Hh) signaling pathway is critical for embryonic patterning and postembryonic tissue regeneration. Constitutive pathway activation has also been linked to human malignancies such as basal cell carcinoma (BCC) and medulloblastoma; therefore, multiple small-molecule scaffolds that inhibit Hh signaling are in development. Previously, Grundmann's alcohol, also known as the “northern region” of vitamin D3 (VD3), has been identified as a moderate Hh pathway inhibitor. In this study, isomers of Grundmann's alcohol with different orientations of the C4 hydroxy group and C3α proton were investigated to determine the optimal configuration for this hexahydroindane scaffold with respect to Hh inhibition. A series of analogues containing Grundmann's alcohol linked to a substituted phenyl or benzyl ring through an ether or thioether linker were synthesized and evaluated for their anti-Hh activity. Of these, analogue 17 ((1R,3aR,4R,7aR)-1-[(R)-1,5-dimethylhexyl]-4-(4-aminophenoxy)-7a-methyloctahydro-1H-indene) demonstrated potent anti-Hh activity in Hh-dependent BCC cells and did not activate canonical vitamin D receptor signaling, demonstrating its selective nature for the Hh signaling pathway.

Carbonylative Coupling of Alkyl Zinc Reagents with Benzyl Bromides Catalyzed by a Nickel/NN2 Pincer Ligand Complex

Andersen, Thomas L.,Donslund, Aske S.,Neumann, Karoline T.,Skrydstrup, Troels

supporting information, p. 800 - 804 (2017/12/26)

An efficient catalytic protocol for the three-component assembly of benzyl bromides, carbon monoxide, and alkyl zinc reagents to give benzyl alkyl ketones is described, and represents the first nickel-catalyzed carbonylative coupling of two sp3-carbon fragments. The method, which relies on the application of nickel complexed with an NN2-type pincer ligand and a controlled release of CO gas from a solid precursor, works well with a range of benzylic bromides. Mechanistic studies suggest the intermediacy of carbon-centered radicals.

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