HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Phenoxybenzaldehyde
3-PHENOXYBENZALDEHYDE · META PHENOXY BENZALDEHYE · 3-PhenoxybenzaL · AKOS BBS-00003181 · Phenoxybenzaldehyde · 3-Phenoxy-benzaldehy · 5-Phenoxybenzaldehyde · 3-phenoxy-benzaldehyd
Identifiers & Physical Properties
| CAS No. | 39515-51-0 |
|---|---|
| Molecular formula | C13H10O2 |
| Average molar mass | 198.22 g/mol |
| Monoisotopic mass | 198.06807956 g/mol |
| SMILES | O=Cc1cccc(Oc2ccccc2)c1 |
| InChIKey | MRLGCTNJRREZHZ-UHFFFAOYSA-N |
| PubChem CID | 38284 |
| ChEMBL | CHEMBL22531 |
| EC No. | 254-487-1 |
| DTXSID | DTXSID3028005 |
Chemical & Physical Properties
| XLogP | 3.4 |
|---|---|
| Topological polar surface area | 26.3 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 2 |
| Rotatable bonds | 3 |
| Heavy atoms | 15 |
| Formal charge | 0 |
| Complexity | 197 |
| Chemical classes | Other Classes -> Other Aromatic Compounds |
| Pesticides | Environmental transformation -> Pesticide transformation products (metabolite, successor) |
| LogP (partition coefficient) | 3.38 |
| Vapor pressure | 0.000164 [mmHg] |
| Physical Description | Yellow liquid[Alfa Aesar MSDS] |
| Melting point | 13 °C |
| Boiling point | 169-169.5 °C11 mm Hg(lit.) |
| Density | 1.147 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.595(lit.) |
| Flash point | >230 °F |
| Storage conditions | Keep in dark place,Sealed in dry,Room Temperature |
| Solubility | Chloroform, Dichloromethane (Slightly), Methanol (Slightly) |
| Physical state | Oil |
| Color | Colourless to Pale Yellow |
| Sensitivity | Air Sensitive |
| BRN | 511662 |
| InChI | InChI=1S/C13H10O2/c14-10-11-5-4-8-13(9-11)15-12-6-2-1-3-7-12/h1-10H |
| InChIKey | MRLGCTNJRREZHZ-UHFFFAOYSA-N |
| SMILES | C(=O)C1=CC=CC(OC2=CC=CC=C2)=C1 |
| CAS DataBase Reference | 39515-51-0(CAS DataBase Reference) |
| FDA UNII | 2ZI2173196 |
| EPA Substance Registry System | Benzaldehyde, 3-phenoxy- (39515-51-0) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
| GHS pictogram | GHS07,GHS09 |
| Signal word | Warning |
| GHS hazard statements | H302-H410 |
| GHS precautionary statements | P273-P301+P312+P330 |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Hazard symbols | Xn |
| Risk statements (R) | 22-26 |
| Safety statements (S) | 23-24/25-45-38-28 |
| UN transport number | UN2810 - class 6.1 - PG 3 - EHS - Toxic, liquids, organic, n.o.s., HI: all |
| Water hazard class (WGK) | 3 |
| RTECS number | CU7560200 |
| TSCA inventory status | TSCA listed |
| Hazard class | 6.1Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1 |
| Packing group | II |
| Customs code | 29124900 |
| Storage class | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
| Toxicity | LD ipr-mus: >500 mg/kg JAFCAU26,954,78 |
| REACH registrations | Inactive |
Safety & Regulations
| GHS classification | DangerH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P260, P264, P270, P271, P273, P280, P284, P301+P317, P302+P352, P304+P340, P316, P317, P320, P321, P330, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 134 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Chemical: Benzaldehyde, 3-phenoxy-Status: Cease Manufacture Update: 02-12-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/21163-Phenoxybenzaldehyde: Does not have an individual approval but may be used under an appropriate group standard |
| Hazards summary | Causes somnolence, dyspnea, and salivary gland changes in inhalation lethal-concentration studies of ratsCauses CNS effects in 17-week inhalation study of rats[RTECS] An irritantToxic by ingestionMay be fatal by inhalation[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Acute Tox. 4 (100%) |
| Adverse effects | Neurotoxin - Other CNS neurotoxin |
| Toxicity Data | LC50 (rat) = 270 mg/m3/4hr |
| Personal protective equipment (PPE) | Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| RTECS number | CU7560200 |
| UN transport number | UN2810 - class 6.1 - PG 3 - EHS - Toxic, liquids, organic, n.o.s., HI: all |
| Customs code | 29124900 |
| Toxicity | LD ipr-mus: >500 mg/kg JAFCAU26,954,78 |
| Risk statements (R) | 22-26 |
| Signal word | Warning |
| GHS pictogram | GHS07,GHS09 |
| Hazard symbols | Xn |
| Safety statements (S) | 23-24/25-45-38-28 |
| Hazard class | 6.1Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1 |
| Storage class | 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects |
| Packing group | II |
| GHS hazard statements | H302-H410 |
| REACH registrations | Inactive |
| GHS precautionary statements | P273-P301+P312+P330 |
Applications & Uses
Uses
3-phenoxybenzaldehyde is an important intermediate for the synthesis of pyrethroid pesticides phenothrin, cypermethrin, deltamethrin,fenvalerate, fenpropathrin, flucythrinate, cyhalothrin, etc.
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.
Preparation & Synthesis
Preparation
Synthesis of 3-Phenoxybenzaldehyde: 3-phenoxybenzoic acid is generated by catalytic oxidation of 3-phenoxytoluene, followed by electrolytic reduction to obtain Phenoxybenzyl alcohol , and then selective oxidation with sodium hypochlorite to obtain 3-Phenoxybenzaldehyde.