145349-76-4

Basic information

• Product Name: 4-(ETHYLTHIO)BENZENEBORONIC ACID
• Synonyms: 4-ETHYLTHIOPHENYLBORONIC ACID;4-(ETHYLTHIO)BENZENEBORONIC ACID;RARECHEM AH PB 0100;4-ethylthiophentylboronic acid;[4-(ethylsulfanyl)phenyl]boronic acid;4-(Ethylsulphanyl)benzeneboronic acid, 4-(Ethylmercapto)benzeneboronic acid
• CAS NO: 145349-76-4
• Molecular Formula: C₈H₁₁BO₂S
• Molecular Weight: 182.05
• EINECS: -0
• Product Categories: blocks;BoronicAcids;Boronic acids;Boronic Acid;Boronate Ester;Potassium Trifluoroborate
• Mol File: 145349-76-4.mol
• Article Data: 1

Chemical Properties

• Melting Point: 104-106°C
• Boiling Point: 343.5 °C at 760 mmHg
• Flash Point: 161.6 °C
• Appearance: /
• Density: 1.18 g/cm³
• Vapor Pressure: 2.68E-05mmHg at 25°C
• Refractive Index: 1.571
• PKA: 8.43±0.16(Predicted)
• BRN: 8763159
• CAS DataBase Reference: 4-(ETHYLTHIO)BENZENEBORONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(ETHYLTHIO)BENZENEBORONIC ACID(145349-76-4)
• EPA Substance Registry System: 4-(ETHYLTHIO)BENZENEBORONIC ACID(145349-76-4)

Safety Data

• Hazard Codes: Xi,F
• Statements: 36/37/38-37-11
• Safety Statements: 26-36-33-29-16-7/9
• Hazardous Substances Data: 145349-76-4(Hazardous Substances Data)

Usage

Uses

suzuki reaction

InChI:InChI=1/C8H11BO2S/c1-2-12-8-5-3-7(4-6-8)9(10)11/h3-6,10-11H,2H2,1H3

Upstream product

• 106-53-6 para-bromobenzenethiol 
• 30506-30-0 1-bromo-4-ethylthiobenzene 

Downstream Products

• 1537171-94-0 (4-(1,1-difluoroallyl)phenyl)(ethyl)sulfane 
• 1537172-16-9 [4-(3,3-difluoroallyl)phenyl](ethyl)sulfane 

Relevant articles and documents

Synthesis of functional aromatic multisulfonyl chlorides and their masked precursors

The synthesis of functional aromatic bis(sulfonyl chlorides) containing an acetophenone and two sulfonyl chloride groups, i.e., 3,5-bis[4-(chlorosulfonyl)phenyl]-1-acetophenone (16), 3,5-bis(chlorosulfonyl)-1-acetophenone (17), and 3,5-bis(4-(chlorosulfonyl)phenyloxy)-1-acetophenone (18) via a sequence of reactions, involving in the last step the quantitative oxidative chlorination of S-(aryl)-N,N′-diethylthiocarbamate, alkyl- or benzyl thiophenyl groups as masked nonreactive precursors to sulfonyl chlorides is described. A related sequence of reactions was used for the synthesis of the aromatic trisulfonyl chloride 1,1,1-tris(4-chlorosulfonylphenyl)ethane (24). 4-(Chlorosulfonyl)phenoxyacetic acid, 2,2-bis[[[4-(chlorosulfonyl)phenoxyacetyl]oxy]methyl]-1,3-propanediyl ester (27), 5,11,17,23-tetrakis(chlorosulfonyl)-25,26,27,28-tetrakis (ethoxycarbonylmethoxy)calix[4]arene (38), 5,11,17,23,29,35-hexakis(chlorosulfonyl)-37,38,39,40,41,42-hexakis (ethoxycarbonylmethoxy)calix[6]arene (39), 5,11,17,23,29,35,41,47-octakis (chlorosulfonyl)-49,50,51,52,53,54,55,56-octakis(ethoxycarbonylmethoxy) calix[8]arene (40), 5,11,17,23-tetrakis(tert-butyl)-25,26,27,28-tetrakis(chlorosulfonyl phenoxyacetoxy)calix[4]arene (44), 5,11,17,23,29,35-hexakis(tert-butyl)-37,38,39,40,41,42-hexakis (chlorosulfonylphenoxyacetoxy)calix[6]arene (45), and 5,11,17,23,29,35,41,47-octakis (tert-butyl)-49,40,51,52,53,54,55,56-octakis (chlorosulfonylphenoxyacetoxy)calix[8]arene (46) were synthesized by two different multistep reaction procedures, the last step of both methods consisting of the chlorosulfonation of compounds containing suitable activated aromatic positions. 2,4,6-Tris(chlorosulfonyl)aniline (47) was obtained by the chlorosulfonation of aniline. The conformation of two series of multisulfonyl chlorides i.e., 38, 39, 40 and 44, 45, 46, was investigated by 1H NMR spectroscopy. The masked nonreactive precursor states of the functional aromatic multisulfonyl chlorides and the aromatic multisulfonyl chlorides reported here represent the main starting building blocks required in a new synthetic strategy elaborated for the preparation of dendritic and other complex organic molecules.