Welcome to LookChem.com Sign In|Join Free

CAS

  • or
tert-Butyl benzeneacetate is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

16537-09-0 Suppliers

Post Buying Request

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier
  • 16537-09-0 Structure
  • Basic information

    1. Product Name: tert-Butyl benzeneacetate
    2. Synonyms: 2-Phenylacetic acid tert-butyl ester;Benzeneacetic acid 1,1-dimethylethyl ester;Phenylacetic acid tert-butyl ester;tert-Butyl benzeneacetate
    3. CAS NO:16537-09-0
    4. Molecular Formula: C12H16O2
    5. Molecular Weight: 192.25
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 16537-09-0.mol
  • Chemical Properties

    1. Melting Point: -23--21 °C
    2. Boiling Point: 250.8°C at 760 mmHg
    3. Flash Point: 96.7°C
    4. Appearance: /
    5. Density: 1.002g/cm3
    6. Vapor Pressure: 0.0212mmHg at 25°C
    7. Refractive Index: 1.496
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: tert-Butyl benzeneacetate(CAS DataBase Reference)
    11. NIST Chemistry Reference: tert-Butyl benzeneacetate(16537-09-0)
    12. EPA Substance Registry System: tert-Butyl benzeneacetate(16537-09-0)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 16537-09-0(Hazardous Substances Data)

16537-09-0 Usage

Synthesis Reference(s)

Synthetic Communications, 20, p. 2033, 1990 DOI: 10.1080/00397919008053134Journal of the American Chemical Society, 99, p. 4833, 1977 DOI: 10.1021/ja00456a055

Check Digit Verification of cas no

The CAS Registry Mumber 16537-09-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,6,5,3 and 7 respectively; the second part has 2 digits, 0 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 16537-09:
(7*1)+(6*6)+(5*5)+(4*3)+(3*7)+(2*0)+(1*9)=110
110 % 10 = 0
So 16537-09-0 is a valid CAS Registry Number.
InChI:InChI=1/C12H16O2/c1-12(2,3)14-11(13)9-10-7-5-4-6-8-10/h4-8H,9H2,1-3H3

16537-09-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name tert-butyl 2-phenylacetate

1.2 Other means of identification

Product number -
Other names Benzeneacetic acid,1,1-dimethylethyl ester

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:16537-09-0 SDS

16537-09-0Relevant articles and documents

Identification of potent and novel small-Molecule inhibitors of caspase-3

Allen, Darin A.,Pham, Phuongly,Choong, Ingrid C.,Fahr, Bruce,Burdett, Matthew T.,Lew, Willard,DeLano, Warren L.,Gordon, Eric M.,Lam, Joni W.,O'Brien, Tom,Lee, Dennis

, p. 3651 - 3655 (2003)

The design and synthesis of a series of novel, reversible, small molecule inhibitors of caspase-3 are described.

Formation of 2-substituted Iodobenzenes from Iodobenzene via Benzyne and Ate Complex Intermediates

Tripathy, Sasmita,LeBlanc, Richard,Durst, Tony

, p. 1973 - 1975 (1999)

(Matrix Presented) The generation of benzyne from iodobenzene with lithium tetramethylpiperidide in THF at -40 °C in the presence of lithium amides and ester enolates leads to mixtures in which 2-substituted iodobenzenes are often the major products. These products are obtained by iodine transfer from iodobenzene to the intermediate 2-lithioaromatics. The transfer of iodine occurs via a hypervalent iodine (ate) complex.

A solvent-reagent selection guide for Steglich-type esterification of carboxylic acids

Jordan, Andrew,Sneddon, Helen F.,Sydenham, Jack,Whymark, Kyran D.

supporting information, p. 6405 - 6413 (2021/09/10)

The Steglich esterification is a widely employed method for the formation of esters under mild conditions. A number of issues regarding the sustainability of this transformation have been identified, chiefly the use of hazardous carbodiimide coupling reagents in conjunction with solvents with considerable issues such as dichloromethane (DCM) and N,N-dimethylformamide (DMF). To overcome these issues, we have developed a solvent-reagent selection guide for the formation of esters via Steglich-type reactions with the aim of providing safer, more sustainable conditions. Optimum reaction conditions have been identified after high-throughput screening of solvent-reagent combinations, namely the use of Mukaiyama's reagent (Muk) in conjunction with solvent dimethyl carbonate (DMC). The new reaction conditions were also exemplified through the synthesis of a small selection of building-block like molecules and includes the formation of t-butyl esters.

Synthesis of Quinolines via the Metal-free Visible-Light-Mediated Radical Azidation of Cyclopropenes

Smyrnov, Vladyslav,Muriel, Bastian,Waser, Jerome

supporting information, p. 5435 - 5439 (2021/07/21)

We report the synthesis of quinolines using cyclopropenes and an azidobenziodazolone (ABZ) hypervalent iodine reagent as an azide radical source under visible-light irradiation. Multisubstituted quinoline products were obtained in 34-81% yield. The reaction was most efficient for 3-trifluoromethylcyclopropenes, affording valuable 4-trifluoromethylquinolines. The transformation probably proceeds through the cyclization of an iminyl radical formed by the addition of the azide radical on the cyclopropene double bond, followed by ring-opening and fragmentation.

Catalytic Asymmetric Darzens-Type Epoxidation of Diazoesters: Highly Enantioselective Synthesis of Trisubstituted Epoxides

Jeong, Hye-Min,Nam, Dong Guk,Ryu, Do Hyun,Shim, Su Yong

supporting information, p. 22236 - 22240 (2021/09/13)

Highly enantioselective Darzens-type epoxidation of diazoesters with glyoxal derivatives was accomplished using a chiral boron–Lewis acid catalyst, which facilitated asymmetric synthesis of trisubstituted α,β-epoxy esters. In the presence of a chiral oxazaborolidinium ion catalyst, the reaction proceeded in high yield (up to 99 %) with excellent enantio- and diastereoselectivity (up to >99 % ee and >20:1 dr, respectively). The synthetic potential of this method was illustrated by conversion of the products to various compounds such as epoxy γ-butyrolactone, tertiary β-hydroxy ketone and epoxy diester.

Azide Radical Initiated Ring Opening of Cyclopropenes Leading to Alkenyl Nitriles and Polycyclic Aromatic Compounds

Muriel, Bastian,Waser, Jerome

supporting information, p. 4075 - 4079 (2021/01/18)

We report herein a radical-mediated amination of cyclopropenes. The transformation proceeds through a cleavage of the three-membered ring after the addition of an azide radical on the strained double bond and leads to tetrasubstituted alkenyl nitrile derivatives upon loss of N2. With 1,2-diaryl substituted cyclopropenes, this methodology could be extended to a one-pot synthesis of highly functionalized polycyclic aromatic compounds (PACs). This transformation allows the synthesis of nitrile-substituted alkenes and aromatic compounds from rapidly accessed cyclopropenes using only commercially available reagents.

Synthesis of Rhodium Complexes with Chiral Diene Ligands via Diastereoselective Coordination and Their Application in the Asymmetric Insertion of Diazo Compounds into E?H Bonds

Ankudinov, Nikita M.,Chusov, Denis A.,Nelyubina, Yulia V.,Perekalin, Dmitry S.

supporting information, p. 18712 - 18720 (2021/07/20)

A new method for the synthesis of chiral diene rhodium catalysts is introduced. The readily available racemic tetrafluorobenzobarrelene complexes [(R2-TFB)RhCl]2 were separated into two enantiomers via selective coordination of one of them with the auxiliary S-salicyl-oxazoline ligand. One of the resulting chiral complexes with an exceptionally bulky diene ligand [(R,R-iPr2-TFB)RhCl]2 was an efficient catalyst for the asymmetric insertion of diazoesters into B?H and Si?H bonds giving the functionalized organoboranes and silanes with high yields (79–97 %) and enantiomeric purity (87–98 % ee). The stereoselectivity of separation via auxiliary ligand and that of the catalytic reaction was predicted by DFT calculations.

Catalytic Asymmetric Fluorination of Copper Carbene Complexes: Preparative Advances and a Mechanistic Rationale

Buchsteiner, Michael,Fürstner, Alois,Jerabek, Paul,Lehmann, Christian W.,Martinez-Rodriguez, Luis,N?thling, Nils,Patzer, Michael,Pozo, Iago

supporting information, p. 2509 - 2515 (2020/02/26)

The Cu-catalyzed reaction of substituted α-diazoesters with fluoride gives α-fluoroesters with ee values of up to 95 %, provided that chiral indane-derived bis(oxazoline) ligands are used that carry bulky benzyl substituents at the bridge and moderately bulky isopropyl groups on their core. The apparently homogeneous solution of CsF in C6F6/hexafluoroisopropanol (HFIP) is the best reaction medium, but CsF in the biphasic mixture CH2Cl2/HFIP also provides good results. DFT studies suggest that fluoride initially attacks the Cu- rather than the C-atom of the transient donor/acceptor carbene intermediate. This unusual step is followed by 1,2-fluoride shift; for this migratory insertion to occur, the carbene must rotate about the Cu?C bond to ensure orbital overlap. The directionality of this rotatory movement within the C2-symmetric binding site determines the sense of induction. This model is in excellent accord with the absolute configuration of the resulting product as determined by X-ray diffraction using single crystals of this a priori wax-like material grown by capillary crystallization.

Thermal Stability and Explosive Hazard Assessment of Diazo Compounds and Diazo Transfer Reagents

Green, Sebastian P.,Wheelhouse, Katherine M.,Payne, Andrew D.,Hallett, Jason P.,Miller, Philip W.,Bull, James A.

supporting information, p. 67 - 84 (2020/01/31)

Despite their wide use in academia as metal-carbene precursors, diazo compounds are often avoided in industry owing to concerns over their instability, exothermic decomposition, and potential explosive behavior. The stability of sulfonyl azides and other diazo transfer reagents is relatively well understood, but there is little reliable data available for diazo compounds. This work first collates available sensitivity and thermal analysis data for diazo transfer reagents and diazo compounds to act as an accessible reference resource. Thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), and accelerating rate calorimetry (ARC) data for the model donor/acceptor diazo compound ethyl (phenyl)diazoacetate are presented. We also present a rigorous DSC dataset with 43 other diazo compounds, enabling direct comparison to other energetic materials to provide a clear reference work to the academic and industrial chemistry communities. Interestingly, there is a wide range of onset temperatures (Tonset) for this series of compounds, which varied between 75 and 160 °C. The thermal stability variation depends on the electronic effect of substituents and the amount of charge delocalization. A statistical model is demonstrated to predict the thermal stability of differently substituted phenyl diazoacetates. A maximum recommended process temperature (TD24) to avoid decomposition is estimated for selected diazo compounds. The average enthalpy of decomposition (?"HD) for diazo compounds without other energetic functional groups is-102 kJ mol-1. Several diazo transfer reagents are analyzed using the same DSC protocol and found to have higher thermal stability, which is in general agreement with the reported values. For sulfonyl azide reagents, an average ?"HD of-201 kJ mol-1 is observed. High-quality thermal data from ARC experiments shows the initiation of decomposition for ethyl (phenyl)diazoacetate to be 60 °C, compared to that of 100 °C for the common diazo transfer reagent p-acetamidobenzenesulfonyl azide (p-ABSA). The Yoshida correlation is applied to DSC data for each diazo compound to provide an indication of both their impact sensitivity (IS) and explosivity. As a neat substance, none of the diazo compounds tested are predicted to be explosive, but many (particularly donor/acceptor diazo compounds) are predicted to be impact-sensitive. It is therefore recommended that manipulation, agitation, and other processing of neat diazo compounds are conducted with due care to avoid impacts, particularly in large quantities. The full dataset is presented to inform chemists of the nature and magnitude of hazards when using diazo compounds and diazo transfer reagents. Given the demonstrated potential for rapid heat generation and gas evolution, adequate temperature control and cautious addition of reagents that begin a reaction are strongly recommended when conducting reactions with diazo compounds.

Cu(I)/chiral bisoxazoline-catalyzed enantioselective sommelet-hauser rearrangement of sulfonium ylides

Wang, Jianbo,Li, Shu-Sen

supporting information, p. 12343 - 12358 (2020/11/10)

Catalytic asymmetric thia-Sommelet-Hauser rearrangement of sulfonium ylides remains a great challenge due to its multistep reaction mechanism involving metal carbene formation, proton transfer, and [2,3]-sigmatropic rearrangement. In particular, the key problem of such reactions is the differentiation of the enantiotopic lone pair electrons of sulfur, which generates the sulfonium ylide intermediate bearing chirality on the sulfur atom. With a modified chiral bisoxazoline ligand, we developed a Cu(I)- catalyzed asymmetric thia-Sommelet-Hauser rearrangement with good to excellent enantioselectivities. Mechanistic studies provide insights into the details of the reaction mechanism.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 16537-09-0