2-Chloromethyl-2,3-dihydrothieno[3,4-b]-1,4-dioxine - ≥95% , CAS No.857419-46-6

CAS: 857419-46-6 Cat. No.: C467439 Molecular Weight: 190.65 EC Number: 809-606-7

GRADE & PURITY ≥95%

Synonyms

2-Chloromethyl EDOT | 2-Chloromethyl-2,3-dihydro-thieno[3,4-b][1,4]dioxine

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

Description

2-Chloromethyl-2,3-dihydrothieno[3,4-b]-1,4-dioxine (EDOT-Cl) can be prepared by reacting 3,4-dimethoxythiophene with 3-chloro-1,2-propanediol via transesterification. The six-memebered ring of the molecule exhibits twisted conformation. It acts as an intermediate during the multi-step synthesis of poly(sulfobetaine-3,4-ethylenedioxythiophene) (PSBEDOT), a conjugated polymer.2-Chloromethyl EDOT is a key building block for the incorporation of EDOT (3,4-ethylenedioxythio-phene) into copolymers.It may be used in the synthesis of the following EDOT derivatives:2-[((6-hexyloxy-9,10-anthraquinone)-2-yl)oxymethyl]-2,3-dihydrothieno[3,4-b][1,4]dioxine (AQ-EDOT)2-[(N′-(10-nonadecyl)perylene-3,4,9,10-biscarboximide-N-yl)4-phenoxymethyl]-2,3-dihydrothieno[3,4-b][1,4]dioxine (PTCDI-EDOT)2-[((6-hexyloxy-11,11,12,12-tetracyanoanthraquinodimethane)-2-yl)-oxymethyl]-2,3-dihydrothieno[3,4-b][1,4]dioxine (TCAQ-EDOT)

Specifications

Synonyms

2-Chloromethyl EDOT | 2-Chloromethyl-2, 3-dihydro-thieno[3, 4-b][1, 4]dioxine

Specifications & Purity

≥95%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥95%

Names and Identifiers

• Canonical Smiles: C1C(OC2=CSC=C2O1)CCl
• IUPAC Name: 3-(chloromethyl)-2,3-dihydrothieno[3,4-b][1,4]dioxine
• InChIKey: UOXHKOVMJCKBOG-UHFFFAOYSA-N
• INCHI: 1S/C7H7ClO2S/c8-1-5-2-9-6-3-11-4-7(6)10-5/h3-5H,1-2H2
• Isomeric SMILES: C1C(OC2=CSC=C2O1)CCl
• Molecular Weight: 190.65
• Reaxy-Rn: 10061891
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=10061891&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Ethers

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Ethers
• Intermediate Tree Nodes: Not available
• Direct Parent: Alkyl aryl ethers
• Alternative Parents: Para dioxins Thiophenes Heteroaromatic compounds Oxacyclic compounds Organochlorides Hydrocarbon derivatives Alkyl chlorides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alkyl aryl ether - Para-dioxin - Heteroaromatic compound - Thiophene - Oxacycle - Organoheterocyclic compound - Hydrocarbon derivative - Organochloride - Organohalogen compound - Alkyl halide - Alkyl chloride - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as alkyl aryl ethers. These are organic compounds containing the alkyl aryl ether functional group with the generic formula R-O-R' , where R is an alkyl group and R' is an aryl group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Sensitivity: Air sensitive
• Melt Point(°C): 39-44 °C
• Molecular Weight: 190.650 g/mol
• XLogP3: 2.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 189.986 Da
• Monoisotopic Mass: 189.986 Da
• Topological Polar Surface Area: 46.700 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 144.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1