3,4-Bis(bromomethyl)-2,5-dihydrothiophene 1,1-dioxide

Base Information

• Chemical Name: 3,4-Bis(bromomethyl)-2,5-dihydrothiophene 1,1-dioxide
• CAS No.: 18214-57-8
• Molecular Formula: C6H8 Br2 O2 S
• Molecular Weight: 304.002
• NSC Number: 122097
• DSSTox Substance ID: DTXSID40298267
• Nikkaji Number: J3.430.098D
• Wikidata: Q82039976
• Mol file: 18214-57-8.mol

Synonyms:3,4-bis(bromomethyl)-2,5-dihydrothiophene 1,1-dioxide;18214-57-8;NSC122097;starbld0009392;SCHEMBL15648455;DTXSID40298267;NSC 122097;NSC-122097;3,4-di(bromomethyl)-2,5-dihydrothiophene-1,1-dioxide

Chemical Property of 3,4-Bis(bromomethyl)-2,5-dihydrothiophene 1,1-dioxide

Chemical Property:

• Vapor Pressure: 6.83E-06mmHg at 25°C
• Boiling Point: 388.5°C at 760 mmHg
• Flash Point: 188.8°C
• Density: 1.986g/cm³
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 303.85913
• Heavy Atom Count: 11
• Complexity: 251

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=C(CS1(=O)=O)CBr)CBr

Technology Process of 3,4-Bis(bromomethyl)-2,5-dihydrothiophene 1,1-dioxide

There total 5 articles about 3,4-Bis(bromomethyl)-2,5-dihydrothiophene 1,1-dioxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

3,4-dimethyl-3-sulfolene (18214-56-7) → 3,4-bis-(bromomethyl)-2,5-dihydrothiophene 1,1-dioxide (18214-57-8)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; Heating;

DOI:10.1039/c39920001100

Reference yield:

2,3-dimethyl-buta-1,3-diene (513-81-5) → 3,4-bis-(bromomethyl)-2,5-dihydrothiophene 1,1-dioxide (18214-57-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / sulfur dioxide, hydroquinone / methanol / 96 h / Ambient temperature

2: 42 percent / N-bromosuccinimide / CHCl₃ / 24 h / Heating

With N-Bromosuccinimide; sulfur dioxide; hydroquinone; In methanol; chloroform;

Reference yield:

2,3-dimethyl-buta-1,3-diene (513-81-5) → 3,4-bis-(bromomethyl)-2,5-dihydrothiophene 1,1-dioxide (18214-57-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / SO₂, hydroquinone / methanol / 48 h / Ambient temperature

2: 76 percent / N-bromosuccinimide / CH₂Cl₂ / 17 h / Heating

With N-Bromosuccinimide; sulfur dioxide; hydroquinone; In methanol; dichloromethane;

upstream raw materials:

3,4-dimethyl-3-sulfolene

2,3-dimethyl-buta-1,3-diene

2,3-dimethyl-2,3-butane diol

Downstream raw materials:

4-(2,2-dioxo-2,3,4,6-tetrahydro-1H-2λ⁶-thieno[3,4-c]pyrrol-5-yl)-N,N-dimethyl-aniline

(4-Methylene-1,1-dioxo-4,5-dihydro-1H-1λ⁶-thiophen-3-ylmethyl)-(2-nitro-phenyl)-amine

dimethyl 4,5-di(bromomethyl)-1,4-cyclohexadiene-1,2-dicarboxylate

5-benzyl-hexahydro-thieno[3,4-c]pyrrole 2,2-dioxide