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3-Phenoxy-benzaldehyde

CAS：39515-51-0
MW:198.21700
MF：C13H10O2

3-Phenoxy-benzaldehyde, with the chemical formula C13H10O2 and CAS registry number 39515-51-0, is a compound known for its applications in various industries. This pale yellow solid, also referred to as Phenoxybenzaldehyde, is characterized by its phenoxy and benzaldehyde functional groups. It is commonly used as a building block in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals. 3-Phenoxy-benzaldehyde exhibits moderate solubility in organic solvents and has a melting point of approximately 60-62°C. It is important to note that this compound may have potential hazards and should be handled with care. Further research and consultation with safety guidelines are recommended before working with 3-Phenoxy-benzaldehyde.

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Names and ldentifier
Properties
Use and Manufacturing
Safety and Handling
Msds
NMR Spectrum
Other Information
Computational chemical data
Related Questions
Realated Product Infomation

1. Names and Identifiers

1.1 Name: 3-Phenoxy-benzaldehyde

1.2 Synonyms: 3-FORMYLDIPHENYL ETHER; 3-phenoxy-benzaldehyd; 3-PHENOXYBENZALDEHYDE; 3-Phenoxybenzolcarbaldehyd; AKOS BBS-00003181; Benzaldehyde, 3-phenoxy-; Benzaldehyde,3-phenoxy-; EINECS 254-487-1; m-(phenyloxy)benzaldehyde; MFCD00003353; M-PHENOXY BENZALDEHYDE; m-Phenoxybenzaldehyde 3-Phenoxybenzaldehyde;

1.3 CAS No.: 39515-51-0

1.4 CID: 38284

1.5 EINECS: 254-487-1

1.6 Molecular Formula: C13H10O2

1.7 Inchi: InChI=1S/C13H10O2/c14-10-11-5-4-8-13(9-11)15-12-6-2-1-3-7-12/h1-10H

1.8 InChkey: MRLGCTNJRREZHZ-UHFFFAOYSA-N

1.9 Canonical Smiles: C1=CC=C(C=C1)OC2=CC=CC(=C2)C=O

1.10 Isomers Smiles: C1=CC=C(C=C1)OC2=CC=CC(=C2)C=O

2. Properties

2.1 Appearance: light yellow liquid

2.2 Storage: Air Sensitive. Ambient temperatures.

2.3 Chemical Properties: CLEAR YELLOW TO AMBER LIQUID

2.4 Water Solubility: Insoluble

2.5 Stability: Stable under normal temperatures and pressures.

2.6 StorageTemp: Keep in dark place,Sealed in dry,Room Temperature

3. Use and Manufacturing

3.1 Description

3-Phenoxy-benzaldehyde, with the chemical formula C13H10O2, has the CAS number 39515-51-0. It appears as a white to light yellow crystalline powder with a sweet, floral odor. The basic structure of 3-Phenoxy-benzaldehyde consists of a benzene ring attached to a phenyl group and an aldehyde functional group. This compound is sparingly soluble in water. Safety information regarding 3-Phenoxy-benzaldehyde is not available.

Applicable Fields

Perfumery: 3-Phenoxy-benzaldehyde is used in the field of perfumery. Its purpose in this field is to provide a sweet, floral scent to various products. The mechanism of action in perfumery involves the interaction of the compound with olfactory receptors in the nose, resulting in the perception of a pleasant fragrance.

Storage

Conditions: Store in a cool and dry place.

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3.2 Methods of Manufacturing: There are two main methods for preparing m-phenoxybenzaldehyde in industry, namely bromobenzaldehyde method and m-phenoxytoluene method, which are described below.?In the bromobenzaldehyde method, benzaldehyde is slowly added to the dichloroethane in the presence of the catalyst aluminum trichloride, and then the dichloroethane solution containing bromine containing chlorine gas is slowly added dropwise. Distillation yields m-bromobenzaldehyde.?Add the catalyst cuprous chloride and solvent to the potassium phenol salt, and then add m-bromobenzaldehyde dropwise. After heating and reacting for a period of time, carry out post-treatment. Distill to recover the unreacted m-bromobenzaldehyde, continue the distillation and collect 172-1176 ℃/107.8 Pa fraction is m-phenoxybenzaldehyde.?This method is used abroad for production. Domestically, due to technical and equipment problems, the cost is relatively high and purification is difficult. Production was discontinued after a period of time.?M-phenoxytoluene method m-phenoxytoluene is dissolved in benzene and dehydrated first, then the catalyst azobisisobutyronitrile is added, the temperature is raised to 80-84°C, chlorine gas is introduced for chlorination, and gas chromatography is used for intermediate control. After the monochloride and dichloride, and then the remaining chlorine gas, the benzene is distilled off to obtain a mixture of m-phenoxybenzyl chloride and m-phenoxybenzylidene dichloride, which is then hydrolyzed.?The hydrolysis of m-phenoxytoluene chloride can be carried out by the Sommlet method, that is, by adding urotropine, glacial acetic acid, water and m-phenoxytoluene chloride to the reaction kettle, the temperature is raised to 103～108℃, and the reaction is held for 7 hours. Then after-treatment, add toluene to extract m-phenoxybenzaldehyde, then detoluene, m-phenoxybenzaldehyde to control.?In addition, meta-phenoxybenzaldehyde can also be prepared by alkaline hydrolysis.?Put m-phenoxytoluene chloride and 12% sodium carbonate aqueous solution into the autoclave for hydrolysis, the reaction temperature is 160℃, the pressure in the autoclave is maintained at 0.7MPa, and the heat preservation reaction is carried out for 4h, during which the carbon dioxide generated must be continuously eliminated to maintain the specified pressure After the reaction is completed, the layers are filtered. The oil layer is m-phenoxybenzyl alcohol and m-phenoxybenzaldehyde, which are further oxidized with 5% nitric acid. The reaction temperature is 92～96℃, and the reaction time is 2h. After the reaction, the layers are separated and the oil layer That is crude m-phenoxybenzaldehyde.?M-phenoxybenzaldehyde can be purified by rectification or chemical method (sodium metabisulfite). No matter which method is used above, the obtained m-phenoxybenzaldehyde can not meet the technical requirements for the preparation of pyrethrins. , Jiangsu Chemical Pesticide Group Corporation introduced a set of step-by-step crystallizer controlled by DCS from abroad to purify m-phenoxybenzaldehyde, the content can reach more than 99.5%.

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3.3 Usage: Deltamethrin intermediate.

4. Safety and Handling

4.1 Safety Profile: Moderately toxic by intraperitoneal route. When heated to decomposition it emits acrid smoke and irritating vapors. 3-Phenoxy-benzaldehyde Preparation Products And Raw materials Raw materials

4.2 Sensitive: Air Sensitive

4.3 Toxicity: LD ipr-mus: >500 mg/kg JAFCAU26,954,78

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Acute toxicity - Oral, Category 4

Acute toxicity - Inhalation, Category 2

Hazardous to the aquatic environment, long-term (Chronic) - Category Chronic 1

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Danger
Hazard statement(s)	H302 Harmful if swallowed H330 Fatal if inhaled H410 Very toxic to aquatic life with long lasting effects
Precautionary statement(s)
Prevention	P264 Wash ... thoroughly after handling. P270 Do not eat, drink or smoke when using this product. P260 Do not breathe dust/fume/gas/mist/vapours/spray. P271 Use only outdoors or in a well-ventilated area. P284 [In case of inadequate ventilation] wear respiratory protection. P273 Avoid release to the environment.
Response	P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/\u2026if you feel unwell. P330 Rinse mouth. P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing. P310 Immediately call a POISON CENTER/doctor/\u2026 P320 Specific treatment is urgent (see ... on this label). P391 Collect spillage.
Storage	P403+P233 Store in a well-ventilated place. Keep container tightly closed.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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6. NMR Spectrum

13C NMR : in CDCl3

1H NMR : 400 MHz in CDCl3

IR : liquid film

Raman : 4880 A,200 M,liquid

Mass

7. Synthesis Route

39515-51-0Total: 36 Synthesis Route

108-95-2 253 Suppliers

39515-51-0 161 Suppliers

108-90-7 93 Suppliers

39515-51-0 161 Suppliers

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8. Precursor and Product

precursor:

3586-15-0

591-50-4

108-39-4

3739-38-6

3586-14-9

3132-99-8

3586-12-7

108-90-7

108-95-2

108-86-1

product:

3586-15-0

1424-74-4

67614-33-9

77124-20-0

52315-07-8

73258-84-1

3739-38-6

32852-81-6

50789-45-2

13826-35-2

9. Computed Properties

Molecular Weight：198.21700g/mol
Molecular Formula：C₁₃H₁₀O₂
Compound Is Canonicalized：True
XLogP3-AA：198.068079557
Monoisotopic Mass：198.068079557
Complexity：197
Rotatable Bond Count：3
Hydrogen Bond Donor Count：0
Hydrogen Bond Acceptor Count：2
Topological Polar Surface Area：26.3
Heavy Atom Count：：15
Defined Atom Stereocenter Count：0
Undefined Atom Stereocenter Count：0
Defined Bond Stereocenter Count：0
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADccBwMAAAAAAAAAAAAAAAAAAAAAAAAAAwYAAAAAAAAAABQAAAGgAAAAAADASgmAIwBoAABACIAihSgAACCAAkIAAIiAEGCMgMJjKENRqCOSCkwBEIqYeKyBCOAAABAAAAAAAAAAIAAAAAAAAAAAAAAA==

10.Other Information

BRN: 511662

Chemical Properties: CLEAR YELLOW TO AMBER LIQUID

Uses: Deltamethrin intermediate.

General Description: Enantioselective autoinduction during asymmetric hydrocyanation of 3-phenoxybenzaldehyde catalyzed by cyclo[(R)-phenylalanyl-(R)-histidyl] has been investigated. It undergoes hydrogenation catalyzed by Au/Pt bimetallic core/shell nanoparticles to yield 3-phenoxyphenyl methanol.

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Storage Conditions: There are two main methods for preparing m-phenoxybenzaldehyde in industry, namely bromobenzaldehyde method and m-phenoxytoluene method, which are described below.?In the bromobenzaldehyde method, benzaldehyde is slowly added to the dichloroethane in the presence of the catalyst aluminum trichloride, and then the dichloroethane solution containing bromine containing chlorine gas is slowly added dropwise. Distillation yields m-bromobenzaldehyde.?Add the catalyst cuprous chloride and solvent to the potassium phenol salt, and then add m-bromobenzaldehyde dropwise. After heating and reacting for a period of time, carry out post-treatment. Distill to recover the unreacted m-bromobenzaldehyde, continue the distillation and collect 172-1176 ℃/107.8 Pa fraction is m-phenoxybenzaldehyde.?This method is used abroad for production. Domestically, due to technical and equipment problems, the cost is relatively high and purification is difficult. Production was discontinued after a period of time.?M-phenoxytoluene method m-phenoxytoluene is dissolved in benzene and dehydrated first, then the catalyst azobisisobutyronitrile is added, the temperature is raised to 80-84°C, chlorine gas is introduced for chlorination, and gas chromatography is used for intermediate control. After the monochloride and dichloride, and then the remaining chlorine gas, the benzene is distilled off to obtain a mixture of m-phenoxybenzyl chloride and m-phenoxybenzylidene dichloride, which is then hydrolyzed.?The hydrolysis of m-phenoxytoluene chloride can be carried out by the Sommlet method, that is, by adding urotropine, glacial acetic acid, water and m-phenoxytoluene chloride to the reaction kettle, the temperature is raised to 103～108℃, and the reaction is held for 7 hours. Then after-treatment, add toluene to extract m-phenoxybenzaldehyde, then detoluene, m-phenoxybenzaldehyde to control.?In addition, meta-phenoxybenzaldehyde can also be prepared by alkaline hydrolysis.?Put m-phenoxytoluene chloride and 12% sodium carbonate aqueous solution into the autoclave for hydrolysis, the reaction temperature is 160℃, the pressure in the autoclave is maintained at 0.7MPa, and the heat preservation reaction is carried out for 4h, during which the carbon dioxide generated must be continuously eliminated to maintain the specified pressure After the reaction is completed, the layers are filtered. The oil layer is m-phenoxybenzyl alcohol and m-phenoxybenzaldehyde, which are further oxidized with 5% nitric acid. The reaction temperature is 92～96℃, and the reaction time is 2h. After the reaction, the layers are separated and the oil layer That is crude m-phenoxybenzaldehyde.?M-phenoxybenzaldehyde can be purified by rectification or chemical method (sodium metabisulfite). No matter which method is used above, the obtained m-phenoxybenzaldehyde can not meet the technical requirements for the preparation of pyrethrins. , Jiangsu Chemical Pesticide Group Corporation introduced a set of step-by-step crystallizer controlled by DCS from abroad to purify m-phenoxybenzaldehyde, the content can reach more than 99.5%.

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Manufacturing Info: Benzaldehyde, 3-phenoxy-: ACTIVE

Use Classification: Environmental transformation -> Pesticide transformation products (metabolite, successor)

11. Toltal 150 Suppliers View more

Baoji Guokang Healthchem co.,ltd

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Wuhan Fortuna Chemical Co., Ltd.

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Hebei Crovell Biotech Co. Ltd

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Hebei Yanxi Chemical Co.,Ltd

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Amitychem Corporation

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12. Related Questions

: How is 3-Phenoxy-benzaldehyde synthesized?Introduction 3-Phenoxy-benzaldehyde is an important intermediate for pesticides, mainly used as a raw material for pyrethroid pesticides. In previous processes, the bromination and Wolff-Kishner reduc..

13. Realated Product Infomation