39515-47-4

Basic information

• Product Name: 3-PHENOXYBENZALDEHYDE CYANOHYDRIN, 70 WT% SOLUTION IN ETHER
• Synonyms: alpha-hydroxy-3-phenoxy-benzeneacetonitril;3-PHENOXYBENZALDEHYDE CYANOHYDRIN, 70 WT% SOLUTION IN ETHER;A-HYDROXY-3-PHENOXYBENZENEACETONITRILE;3-Phenoxybenzaldehydecyanohydrine;m-Phenoxybenzaldehyde cyanohydrin;A-HYDROXY-3-PHENOXY BENZACETONITRILE;2-Hydroxy-2-(3-phenoxyphenyl)acetonitrile;3-Phenoxybenzaldehydecyanhydrin
• CAS NO: 39515-47-4
• Molecular Formula: C₁₄H₁₁NO₂
• Molecular Weight: 225.24264
• EINECS: 254-486-6
• Mol File: 39515-47-4.mol
• Article Data: 77

Chemical Properties

• Melting Point: 79℃ (ethanol )
• Boiling Point: 399.8 °C at 760 mmHg
• Flash Point: 195.6 °C
• Appearance: clear orange solution
• Density: 1.22 g/cm³
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility: Chloroform, DMSO
• PKA: 10.33±0.20(Predicted)
• Stability: Unstable in Solution
• CAS DataBase Reference: 3-PHENOXYBENZALDEHYDE CYANOHYDRIN, 70 WT% SOLUTION IN ETHER(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PHENOXYBENZALDEHYDE CYANOHYDRIN, 70 WT% SOLUTION IN ETHER(39515-47-4)
• EPA Substance Registry System: 3-PHENOXYBENZALDEHYDE CYANOHYDRIN, 70 WT% SOLUTION IN ETHER(39515-47-4)

Safety Data

• Hazardous Substances Data: 39515-47-4(Hazardous Substances Data)

Usage

Description

3-PHENOXYBENZALDEHYDE CYANOHYDRIN, 70 WT% SOLUTION IN ETHER is a clear orange solution that serves as an intermediate in the synthesis of various chemical compounds, particularly in the production of τ-Fluvalinate (F601100), a synthetic pyrethroid insecticide.

Uses

Used in Pest Control Industry:
3-PHENOXYBENZALDEHYDE CYANOHYDRIN, 70 WT% SOLUTION IN ETHER is used as an intermediate in the synthesis of τ-Fluvalinate (F601100) for controlling Varroa jacobsoni, a parasitic mite that poses a significant threat to honey bee colonies. The solution plays a crucial role in the development of effective pest control measures to protect the health and sustainability of honey bee populations.

InChI:InChI=1/C14H11NO2/c15-10-14(16)11-5-4-8-13(9-11)17-12-6-2-1-3-7-12/h1-9,14,16H

Upstream product

• 6192-52-5 p-toluenesulfonic acid monohydrate 
• 71621-92-6 (1R,5S) 6,6-dimethyl-4(R)-[(S)-cyano-(3'-phenoxyphenyl)-methoxy]-3-oxa-bicyclo-(3,1,0)-hexan-2-one 
• 120838-94-0 (R,S)-cyano(3-phenoxyphenyl)methyl butyrate 
• 39515-51-0 3-Phenoxybenzaldehyde 
• 108-05-4 vinyl acetate 
• 52918-63-5 deltametrin 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 298702-31-5 (S)-(+)-cyano(3-phenoxyphenyl)methyl butyrate 
• 7677-24-9 trimethylsilyl cyanide 
• 61066-87-3 alpha-cyano-3-phenoxybenzyl acetate 
• 151-50-8 potassium cyanide 
• 74-90-8 hydrogen cyanide 
• 90394-16-4 (4S,6S)-4,6-Dimethyl-2-(3-phenoxy-phenyl)-[1,3]dioxane 
• 90394-09-5 (2R,4S)-4-Methyl-2-(3-phenoxy-phenyl)-[1,3]dioxane 

Downstream Products

• 79588-29-7 (RS)α-cyano-3-phenoxy-benzyl 2,2-dimethyl-3-formyl-cyclopropane-1-carboxylate 
• 488113-09-3 alphametrin 
• 92830-21-2 4-(cyano(3-phenoxyphenyl)methoxy)-4-oxobutanoic acid 
• 126641-87-0 O-acetyl-(R)-2-hydroxy-2-(3-phenoxyphenyl)acetonitrile 
• 113301-28-3 O-acetyl-(S)-2-hydroxy-2-(3-phenoxyphenyl)acetonitrile 
• 71962-66-8 (R)-2-hydroxy-2-(3-phenoxyphenyl)acetonitrile 
• 39515-47-4 (S)-m-phenoxybenzaldehyde cyanohydrin 
• 51628-48-9 3'-Phenoxy-α'-cyanobenzyl-α-ethyl-phenylacetat 
• 66230-04-4 esfenvalerate 
• 51630-58-1 Fenvalerate 
• 65731-84-2 (+)-(S)-α-cyano-3-phenoxybenzyl (1R)-cis-3-(2,2-dichlorovinyl)-2, 2-dimethylcyclopropanecarboxylate 
• 65635-38-3 (S)-3-phenoxymandelic acid 
• 138457-80-4 <1R,1α(S^*),3α(E)>-1-Cyano-1-(3-phenoxyphenyl)methyl 2,2-Dimethyl-3-<3-tert-butoxy-2-(phenylsulfonyl)-3-oxo-1-propenyl>cyclopropanecarboxylate 
• 130051-21-7 <1R,1α(S^*),3α(E)>-1-Cyano-1-(3-phenoxyphenyl)methyl 2,2-Dimethyl-3-<3-tert-butoxy-2-(tert-butylsulfonyl)-3-oxo-1-propenyl>cyclopropanecarboxylate 

Relevant articles and documents

Enantioselective Autoinduction in the Asymmetric Hydrocyanation of 3-Phenoxybenzaldehyde Catalyzed by Cyclo

A new example of enantioselective autoinduction, i.e., and asymmetric reaction that is promted by a chiral catalyst into which the chiral product has been incorporated, has been found in the asymmetric hydrocyanation of 3-phenoxybenzaldehyde catalyzed by cyclo.

'Gelozymes' in organic synthesis: Synthesis of enantiomerically pure (S)-2-hydroxy-(3-phenoxy)phenylacetonitrile with lipase immobilised in a gelatin matrix

Lipase from Pseudomonas cepacia (Amano PS and PS Lipase, Fluka) immobilised in microemulsion-based organogels formed by gelatin solubilisation and crosslinking with glutaraldehyde ('Gelozyme') has been used for the alcoholysis of the butanoate ester of racemic 2-hydroxy-(3-phenoxy)phenylacetonitrile with 1-butanol in hexane to obtain (S)-2-hydroxy-(3-phenoxy)phenylacetonitrile. The immobilised enzyme can be used over 25 days (25 cycles) without significant loss of enzyme activity (10%). Copyright (C) 2000 Elsevier Science Ltd.

Immobilized Baliospermum montanum hydroxynitrile lyase catalyzed synthesis of chiral cyanohydrins

Hydroxynitrile lyase (HNL) catalyzed enantioselective C–C bond formation is an efficient approach to synthesize chiral cyanohydrins which are important building blocks in the synthesis of a number of fine chemicals, agrochemicals and pharmaceuticals. Immobilization of HNL is known to provide robustness, reusability and in some cases also enhances activity and selectivity. We optimized the preparation of immobilization of Baliospermium montanum HNL (BmHNL) by cross linking enzyme aggregate (CLEA) method and characterized it by SEM. Optimization of biocatalytic parameters was performed to obtain highest % conversion and ee of (S)-mandelonitrile from benzaldehyde using CLEA-BmHNL. The optimized reaction parameters were: 20 min of reaction time, 7 U of CLEA-BmHNL, 1.2 mM substrate, and 300 mM citrate buffer pH 4.2, that synthesized (S)-mandelonitrile in ～99% ee and ～60% conversion. Addition of organic solvent in CLEA-BmHNL biocatalysis did not improve in % ee or conversion of product unlike other CLEA-HNLs. CLEA-BmHNL could be successfully reused for eight consecutive cycles without loss of conversion or product formation and five cycles with a little loss in enantioselectivity. Eleven different chiral cyanohydrins were synthesized under optimal biocatalytic conditions in up to 99% ee and 59% conversion, however the % conversion and ee varied for different products. CLEA-BmHNL has improved the enantioselectivity of (S)-mandelonitrile synthesis compared to the use of purified BmHNL. Nine aldehydes not tested earlier with BmHNL were converted into their corresponding (S)-cyanohydrins for the first time using CLEA-BmHNL. Among the eleven (S)-cyanohydrins syntheses reported here, eight of them have not been synthesized by any CLEA-HNL. Overall, this study showed preparation, characterization of a stable, robust and recyclable biocatalyst i.e. CLEA-BmHNL and its biocatalytic application in the synthesis of different (S)-aromatic cyanohydrins.

PYRETHROID COMPOUND, AND HAIR RESTORER AND HAIR RESTORER COMPOSITION COMPRISING THE SAME

PROBLEM TO BE SOLVED: To provide a pyrethroid compound having hair growth effect. SOLUTION: The present invention provides a pyrethroid compound represented by general formula (1) [in general formula (1), R1 is selected from a hydrogen atom, a halogen atom, an azido group, an alkoxy group having 1 to 4 carbon atoms, and an alkyl group having 1 to 4 carbon atoms, R2 is selected from a methyl group, an ethyl group and an isopropyl group, R3 is selected from -C≡N, -C≡CH, -C≡C-CH3 and -CH=CH2, and R4 is selected from a methyl group, a phenyl group, a 2-methoxy ethyl group, a methoxymethyl group, and a propargyl group]. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT