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Allyl p-tolyl ether, also known as allyl phenyl ether, is an organic compound characterized by the chemical formula C10H12O. It is a clear, colorless liquid with a distinctive strong, sweet odor. ALLYL P-TOLYL ETHER is insoluble in water but readily soluble in organic solvents. Its versatility in organic synthesis and applications across various industries makes it a valuable chemical intermediate.

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  • 23431-48-3 Structure
  • Basic information

    1. Product Name: ALLYL P-TOLYL ETHER
    2. Synonyms: 4-Allyloxytoluene,Allyl p-Tolyl Ether;Allyl p-Tolyl Ether;ALLYL P-TOLYL ETHER;4-ALLYLOXYTOLUENE;allyltolylether;ally cresyl ether;p-Tolyl allyl ether
    3. CAS NO:23431-48-3
    4. Molecular Formula: C10H12O
    5. Molecular Weight: 148.2
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 23431-48-3.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 214.5°C (estimate)
    3. Flash Point: 79.7 °C
    4. Appearance: /
    5. Density: 0.9719
    6. Vapor Pressure: 4.71E-08mmHg at 25°C
    7. Refractive Index: 1.5180-1.5200
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: ALLYL P-TOLYL ETHER(CAS DataBase Reference)
    11. NIST Chemistry Reference: ALLYL P-TOLYL ETHER(23431-48-3)
    12. EPA Substance Registry System: ALLYL P-TOLYL ETHER(23431-48-3)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: 36/37/38
    3. Safety Statements: 26-36/37/39
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 23431-48-3(Hazardous Substances Data)

23431-48-3 Usage

Uses

Used in Fragrance Industry:
ALLYL P-TOLYL ETHER is used as a fragrance ingredient for its strong, sweet odor, contributing to the scent profiles of perfumes and personal care products.
Used in Pharmaceutical Industry:
ALLYL P-TOLYL ETHER is used as a chemical intermediate in the manufacturing of pharmaceuticals, playing a crucial role in the synthesis of various medicinal compounds.
Used in Dye Industry:
ALLYL P-TOLYL ETHER is used as a component in the production of dyes, where its chemical properties are leveraged to create a range of colorants for different applications.
Used in Specialty Chemicals:
ALLYL P-TOLYL ETHER is used as a precursor in the synthesis of specialty chemicals, including allyl phenol and allyl diphenyl ether, which serve specific functions in various chemical processes.
Used in Organic Synthesis:
ALLYL P-TOLYL ETHER is used as a valuable intermediate in organic synthesis, serving as a starting material for the creation of a variety of compounds, highlighting its importance in chemical research and development.
Safety Note:
It is important to handle ALLYL P-TOLYL ETHER with care due to its flammable nature and potential to cause irritation to the skin, eyes, and respiratory system upon exposure. Proper safety measures should be implemented during its use and storage.

Check Digit Verification of cas no

The CAS Registry Mumber 23431-48-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,3,4,3 and 1 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 23431-48:
(7*2)+(6*3)+(5*4)+(4*3)+(3*1)+(2*4)+(1*8)=83
83 % 10 = 3
So 23431-48-3 is a valid CAS Registry Number.
InChI:InChI=1/C16H18O4S/c1-3-7-13-10-11-14(19-2)12-16(13)20-21(17,18)15-8-5-4-6-9-15/h4-6,8-12H,3,7H2,1-2H3

23431-48-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name ALLYL P-TOLYL ETHER

1.2 Other means of identification

Product number -
Other names ally cresyl ether

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:23431-48-3 SDS

23431-48-3Relevant articles and documents

An SN1-type Reaction to Form the 1,2-Dioxepane Ring: Synthesis of 10,12-Peroxycalamenene

Hilf, Justin A.,Witthoft, Luke W.,Woerpel

, p. 8262 - 8267 (2015)

The synthesis of the sesquiterpene endoperoxide natural product 10,12-peroxycalamenene has been achieved. Featured transformations include an intramolecular Heck reaction to build the fused bicyclic core and a cobalt-catalyzed peroxidation to install the peroxide functional group. The final step involved an SN1-type ring closure catalyzed by DDQ to construct the 1,2-dioxepane ring.

Cationic ruthenium-cyclopentadienyl-diphosphine complexes as catalysts for the allylation of phenols with allyl alcohol; Relation between structure and catalytic performance in O-vs. C-allylation

Van Rijn, Jimmy A.,Lutz, Martin,Von Chrzanowski, Lars S.,Spek, Anthony L.,Bouwman, Elisabeth,Drent, Eite

, p. 1637 - 1647 (2009)

A new catalytic method has been investigated to obtain either O-or C-allylated phenolic products using allyl alcohol or diallyl ether as the allyl donor. With the use of new cationic ruthenium(II) complexes as catalyst, both reactions can be performed with good selectivity. Active cationic Ru(II) complexes, having cyclopentadienyl and bidentate phosphine ligands are generated from the corresponding Ru(II) chloride complexes with a silver salt. The structures of three novel (diphosphine)Ru(II)CpCl catalyst precursor complexes are reported. It appears that the structure of the bidentate ligand has a major influence on catalytic activity as well as chemoselectivity. In addition, a strong cocatalytic effect of small amounts of acid is revealed. Model experiments are described that have been used to build a reaction network that explains the origin and evolution in time of both O-allylated and C-allylated phenolic products. Some mechanistic implications of the observed structure vs. performance relation of the [(diphosphine)RuCp]+ complexes and the cocatalytic role of added protons are discussed.

Allylphenols as a new class of human 15-lipoxygenase-1 inhibitors

Alavi, Seyed Jamal,Seyedi, Seyed Mohammad,Saberi, Satar,Safdari, Hadi,Eshghi, Hossein,Sadeghian, Hamid

, p. 259 - 266 (2020/10/12)

In this study, a series of mono- and diallylphenol derivative were designed, synthesized, and evaluated as potential human 15-lipoxygenase-1 (15-hLOX-1) inhibitors. Radical scavenging potency of the synthetic allylphenol derivatives was assessed and the results were in accordance with lipoxygenase (LOX) inhibition potency. It was found that the electronic natures of allyl moiety and para substituents play the main role in radical scavenging activity and subsequently LOX inhibition potency of the synthetic inhibitors. Among the synthetic compounds, 2,6-diallyl-4-(hexyloxy)phenol (42) and 2,6-diallyl-4-aminophenol (47) showed the best results for LOX inhibition (IC50 = 0.88 and 0.80 μM, respectively).

Enantioselective synthesis of 1-aminoindene derivativesviaasymmetric Br?nsted acid catalysis

Ding, Du,Jiang, Hua-Jie,Wang, Tao,Wu, Xiang,Zhang, Ying,Zhao, Li-Ping

supporting information, p. 9680 - 9683 (2021/09/30)

We describe a catalytic asymmetric iminium ion cyclization reaction of simple 2-alkenylbenzaldimines using a BINOL-derived chiralN-triflyl phosphoramide. The corresponding 1-aminoindenes and tetracyclic 1-aminoindanes are formed in good yields and high enantioselectivities. Further, the chemical utility of the obtained enantiopure 1-aminoindene is demonstrated for the asymmetric synthesis of (S)-rasagiline.

Preparation method 3 - phenoxybromopropane or analogue thereof

-

Paragraph 0042-0044, (2021/11/26)

The invention discloses a preparation method of 3 -phenoxybromopropane or an analogue thereof, wherein 3 - phenoxybromopropane and an allyl compound thereof are obtained through substitution reaction and addition reaction so as to avoid the inconvenience of using gaseous hydrogen bromide, 2nd-step addition reaction is realized by using the brominated salt and the acid in situ, and the process is simple in operation. The condition is easy to control, the atom economy is good, the aspect of environmental impact is low pollution, zero emission accords with the current green chemical synthesis direction, and the cost is economic.

Novel potent vasodilating agents: Evaluation of the activity and potency of LINS01005 and derivatives in rat aorta

Ginoza, Milton,Fernandes, Gustavo A.B.,Corrêa, Michelle F.,Fernandes, Jo?o Paulo S.

, (2019/12/11)

Cardiovascular diseases (CVDs) present high prevalence rates in the current world. It is estimated that approximately one-third of the global deaths are related to CVDs, and thus there is still a need for novel drugs to treat these disorders. We serendipitously discovered that LINS01005 (5a) is a potent vasodilating agent in rat aorta, and therefore a set of analogues were evaluated for the vasodilating potency in Wistar and SHR rat thoracic aorta precontracted with norepinephrine, with endothelium intact (E+) or denuded (E–) aortic rings. Compounds 5a and 5b were the most potent, showing submicromolar potency for endothelium intact vessels (EC50 853 and 941 nM, respectively) and micromolar values for E– vessels (EC50 2.4 and 7.1 μM, respectively). These compounds were indeed significantly more potent vasodilating agents in SHR-derived aortic rings (p 50 2.4 nM (E+) 9.0 nM (E–)] and 5b [EC50 20 nM (E+) 2.1 μM (E–)]. SAR analysis though PCA and HCA were performed, suggesting that N-phenylpiperazine is essential to the activity, while increasing volume in the substituted aromatic moiety is detrimental to the potency. This is the first report of the vasodilating properties of such compounds, and studies regarding the mechanism of action are in progress in our group.

Profiling of LINS01 compounds at human dopamine D2 and D3 receptors

Corrêa, Michelle F,Reiner, David,Fernandes, Gustavo A B,Varela, Marina T,Aranha, Cecília M S Q,Stark, Holger,Fernandes, Jo?o Paulo S

, (2019/12/26)

Abstract: Histamine and dopamine neuronal pathways display interesting overlapping in the CNS, especially in the limbic areas, making them very attractive to designing drugs with synergistic and/or additive effects. The roles of these systems to treat schizophrenia, drug addiction, Parkinson’s and Alzheimer’s diseases, among others are widely known. The LINS01 compounds were previously reported as histamine H3 receptor (H3R) antagonists and some of them are under evaluation in rodent memory models. Considering their pharmacological potential and similarities to literature dopamine D2 receptor (D2R) and dopamine D3 receptor (D3R) ligands, this work aimed to evaluate these compounds as ligands these receptors by using [3H]spiperone displacement assays. A set of 11 compounds containing the dihydrobenzofuranyl-piperazine core with substituents at 5-position of dihydrobenzofuran ring and at the piperazine nitrogen was examined. The compounds showed low to moderate affinities at both, D2R and D3R. N-Phenyl compounds LINS01005 (1d), LINS01011 (1h), LINS01012 (1i) and LINS01016 (1k) showed the highest affinities in the set to D3R (Ki 0.3–1.5 μM), indicating that N-phenylpiperazine moiety increases the affinity to this receptor subtype with some selectivity, since they showed lower affinities to D2R (Ki 1.3–5.5 μM). With the LINS01 compounds showing moderate binding affinity, new lead structures for optimization with regards to combined H3R and D2R/D3R-ligands are provided. Graphic abstract: Histamine and dopamine neuronal pathways display interesting overlapping in the CNS, and thus LINS01 compounds previously reported as histamine H3 receptor antagonists were evaluated as dopamine D2R and D3R ligands. The compounds showed micromolar affinities to both receptors[Figure not available: see fulltext.].

Chemoselective Epoxidation of Allyloxybenzene by Hydrogen Peroxide Over MFI-Type Titanosilicate

Fujitani, Tadahiro,Hong, Dachao,Ito, Satoru,Ji, Xinyi,Kon, Yoshihiro,Nakashima, Takuya,Osuga, Ryota,Sato, Kazuhiko,Yokoi, Toshiyuki

supporting information, (2020/04/15)

The chemoselective synthesis of 2-(phenoxymethyl)oxirane from allyloxybenzene is achieved with over 90 % yield in a sustainable reaction system using titanium-substituted silicalite-1 (TS-1) as a catalyst, hydrogen peroxide (H2O2) as an oxidant, and a mixture of MeOH/MeCN as a solvent at 40 °C. No acid-catalyzed side reactions prompted by the Lewis acidity of the Ti active site in TS-1 are observed. The TS-1 catalyst can also promote the formation of oxiranes from various p-substituted allyloxybenzenes in good yields. The reaction mechanism is investigated through the reaction with other allyloxy compounds. The results, which are supported by DFT calculations, indicate that an active species of Ti peroxides formed from the reaction of TS-1 with H2O2 selectively oxidizes the allyloxybenzene to 2-(phenoxymethyl)oxirane.

Enantioselective Construction of Si-Stereogenic Center via Rhodium-Catalyzed Intermolecular Hydrosilylation of Alkene

He, Tao,Liu, Li-Chuan,Ma, Wen-Peng,Li, Bin,Zhang, Qing-Wei,He, Wei

supporting information, p. 17011 - 17015 (2020/11/30)

Catalytic, enantioselective synthesis of stereogenic silicon compounds remains a challenge. Herein, we report a rhodium-catalyzed regio- and enantio-selective intermolecular hydrosilylation of alkene with prochiral dihydrosilane. This new method features a simple catalytic system, mild reaction conditions and a wide functional group tolerance.

Investigating the microwave-accelerated Claisen rearrangement of allyl aryl ethers: Scope of the catalysts, solvents, temperatures, and substrates

Hui, Zi,Jiang, Songwei,Qi, Xiang,Ye, Xiang-Yang,Xie, Tian

supporting information, (2020/05/18)

The microwave-accelerated Claisen rearrangement of allyl aryl ethers was investigated, in order to gain insight into the scope of the catalysts, solvents, temperatures, and substrates. Among the catalysts examined, phosphomolybdic acid (PMA) was found to greatly accelerate the reaction in NMP, at temperatures ranging from 220 to 300 °C. This method was found to be useful for preparing several intermediates previously reported in the literature using precious metal catalysts such as Au(I), Ag(I), and Pt(II). Additionally, substrates bearing bromo and nitro groups on the aryl portion required careful tailoring of the reaction conditions to avoid complex product profiles.

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