3-Bromothiophene - ≥97% , CAS No.872-31-1

CAS: 872-31-1 Cat. No.: B103164 Formula: C₄H₃BrS Molecular Weight: 163.04 Beilstein Registry Number: 105338 EC Number: 212-821-3

GRADE & PURITY ≥97%

Synonyms

NSC96612 | NSC-96612 | BIDD:GT0802 | FT-0600846 | SCHEMBL7276 | F0001-2168 | W-204354 | 3-BROMOTHIOPHENE | 3-bromo-thiophene | Thiophene, 3-bromo- | 3-Bromothiofuran | MFCD00005464 | Q927001 | A19254 | NSC 96612 | .beta.-Bromothiophene | Q-101190 | AC-489

Storage

Room temperature

Shipped In

Normal

Overview

3-Bromothiophene undergoes NiDPPP++ catalyzed cross-coupling with Grignard reagents to form 3-alkylthiophenes. 3-Bromothiophene reacts with n-butyllithium in hexane to form 3-lithiothiophene.

Specifications

Synonyms

NSC96612 | NSC-96612 | BIDD:GT0802 | FT-0600846 | SCHEMBL7276 | F0001-2168 | W-204354 | 3-BROMOTHIOPHENE | 3-bromo-thiophene | Thiophene, 3-bromo- | 3-Bromothiofuran | MFCD00005464 | Q927001 | A19254 | NSC 96612 | .beta.-Bromothiophene | Q-101190 | AC-489

Specifications & Purity

≥97%

Storage

Room temperature

Shipped In

Normal

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 488181841
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488181841
• Canonical Smiles: C1=CSC=C1Br
• IUPAC Name: 3-bromothiophene
• InChIKey: XCMISAPCWHTVNG-UHFFFAOYSA-N
• INCHI: 1S/C4H3BrS/c5-4-1-2-6-3-4/h1-3H
• Isomeric SMILES: C1=CSC=C1Br
• WGK Germany: 3
• UN Number: 1993
• Molecular Weight: 163.04
• Beilstein: 105338
• Reaxy-Rn: 105338
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=105338&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organohalogen compounds
    • Class Aryl halides
      • Subclass Aryl bromides

• Kingdom: Organic compounds
• Superclass: Organohalogen compounds
• Class: Aryl halides
• Subclass: Aryl bromides
• Intermediate Tree Nodes: Not available
• Direct Parent: Aryl bromides
• Alternative Parents: Thiophenes Heteroaromatic compounds Organobromides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Aryl bromide - Heteroaromatic compound - Thiophene - Organoheterocyclic compound - Hydrocarbon derivative - Organobromide - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as aryl bromides. These are organic compounds containing the acyl bromide functional 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

• Solubility: Immiscible with water
• Sensitivity: heat & light sensitive
• Refractive Index: 1.591
• Flash Point(°F): 125.6 °F
• Flash Point(°C): 52 °C
• Boil Point(°C): 150°C
• Molecular Weight: 163.040 g/mol
• XLogP3: 2.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 161.914 Da
• Monoisotopic Mass: 161.914 Da
• Topological Polar Surface Area: 28.200 Ų
• Heavy Atom Count: 6
• Formal Charge: 0
• Complexity: 46.800
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Hanning Zhang, Shuangyu Tian, Mu Li, Jinhai Xie, HongLian Dai, Liuyong Hu, Lesan Yan.  (2022)  Novel Donor–Acceptor Conjugated Polymer-Based Nanomicelles for Photothermal Therapy in the NIR Window.  BIOMACROMOLECULES,      [PMID:35862795] [10.1021/acs.biomac.2c00330]

Frequently Asked Questions

What is the purity of this product?

This product is supplied at ≥97% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at room temperature.

How is this product shipped?

This product ships under standard ambient conditions. No temperature-controlled packaging is required.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 872-31-1, the molecular formula is C4H3BrS, and the molecular weight is 163.04 g/mol. InChIKey XCMISAPCWHTVNG-UHFFFAOYSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.