tert-Butyl Bromoacetate - ≥98% , CAS No.5292-43-3

CAS: 5292-43-3 Cat. No.: B107740 Formule: C₆H₁₁BrO₂ Poids moléculaire: 195.05 Beilstein Registry Number: 1753010 Numéro CE: 226-133-6

GRADE & PURITY ≥98%

Synonyms

BCP24432 | Acetic acid, bromo-, tert-butyl ester | FT-0623217 | tert butyl bromoacetate | tert-butyl 2-bromoacetate | tert-butyl 2-bromo-acetate | bromoacetic acid tert-butylester | DTXSID2063763 | tertiary butyl bromoacetate | NCIOpen2_001241 | t-Butyl b

Storage

Room temperature,Argon charged

Shipped In

FedEx DG Service

Vue d’ensemble

Common alkylating agent. Used in the synthesis of the collagenase inhibitor (S,S,R)-(-)-actinonin. Building block for substituted t-butyl acetates. Employed in the synthesis of a dihydropyranyl prelinker which was used, in turn, in an efficient polymer-assisted deprotection of oligosacchararides.

Specifications

Synonymes

BCP24432 | Acetic acid, bromo-, tert-butyl ester | FT-0623217 | tert butyl bromoacetate | tert-butyl 2-bromoacetate | tert-butyl 2-bromo-acetate | bromoacetic acid tert-butylester | DTXSID2063763 | tertiary butyl bromoacetate | NCIOpen2_001241 | t-Butyl b

Spécifications et pureté

≥98%

Conditions de stockage de stockage

Room temperature,Argon charged

Expédié en

FedEx DG Service

Pureté

≥98%

Noms et identifiants

• Pubchem Sid: 504755352
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504755352
• Sourires canoniques: CC(C)(C)OC(=O)CBr
• IUPAC Name: tert-butyl 2-bromoacetate
• InChIKey: BNWCETAHAJSBFG-UHFFFAOYSA-N
• INCHI: 1S/C6H11BrO2/c1-6(2,3)9-5(8)4-7/h4H2,1-3H3
• Isomères SMILES: CC(C)(C)OC(=O)CBr
• WGK Allemagne: 3
• Numéro ONU: 1993
• Poids moléculaire: 195.05
• Beilstein: 1753010
• Reaxy-Rn: 1753010
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1753010&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Classe Carboxylic acids and derivatives
      • Subclass Alpha-halocarboxylic acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Classe: Carboxylic acids and derivatives
• Subclass: Alpha-halocarboxylic acids and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Alpha-halocarboxylic acid derivatives
• Alternative Parents: Carboxylic acid esters Monocarboxylic acids and derivatives Organobromides Organic oxides Hydrocarbon derivatives Carbonyl compounds Alkyl bromides
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Alpha-halocarboxylic acid derivative - Carboxylic acid ester - Monocarboxylic acid or derivatives - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organobromide - Organohalogen compound - Carbonyl group - Alkyl halide - Alkyl bromide - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha-halocarboxylic acid derivatives. These are carboxylic acid derivatives containing a halogen atom bonded to the alpha carbon atom.
• 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

Propriétés chimiques et physiques

• Sensibilité: Moisture sensitive
• Indice de réfraction: 1.445
• Point d'éclair (°F): 120.2 °F
• Point d'éclair (°C): 49 °C
• Point d'ébullition (°C): 76°C/25mmHg(Lit.)
• Poids moléculaire: 195.050 g/mol
• XLogP3: 1.900
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 193.994 Da
• Monoisotopic Mass: 193.994 Da
• Topological Polar Surface Area: 26.300 Ų
• Heavy Atom Count: 9
• Formal Charge: 0
• Complexity: 104.000
• 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

Références

1. Siyuan Li, Long Meng, Ye Zhu, Wei Zhang, Ying Sun, Guanghang Bai, Xiaojie Li.  (2023)  Copper ion-loaded surface charge-convertible coatings on implant: Antibacterial and tunable cell adhesion properties.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2023.147439]

2. Chibin Pu, Zhongxi Huang, Lihua Huang, Qian Shen, Changmin Yu.  (2023)  Label-Free Fluorescence Turn-On Detection of Histidine-Tagged Proteins Based on Intramolecular Rigidification Induced Emission.  ChemistrySelect,  8  (10): (e202204406).  [PMID:] [10.1002/slct.202204406]

3. Zhitao Hu, Xiaohui Cao, Huahua Huang, Yongming Chen.  (2021)  Hydrophilic and degradable polylactones via copolymerization of ε-caprolactone and oxo-crown ether catalyzed by a bifunctional organic base.  REACTIVE & FUNCTIONAL POLYMERS,      [PMID:] [10.1016/j.reactfunctpolym.2021.105123]

4. Luyao Liu, Chaowei Han, Meng Jiang, Tiantian Zhang, Qing Kang, Xiaoying Wang, Pengcheng Wang, Feimeng Zhou.  (2021)  Rapid and regenerable surface plasmon resonance determinations of biomarker concentration and biomolecular interaction based on tris-nitrilotriacetic acid chips.  ANALYTICA CHIMICA ACTA,      [PMID:34090589] [10.1016/j.aca.2021.338625]

5. Shengju Zhou, Lin Wang, Zaiwu Yuan, Mengjun Chen, Geping Zhang, Hongguang Li.  (2018)  Preparation and Self-Assembly of a 2:1 Polyoxometalate-Fullerene C60 Shape Amphiphile.  EUROPEAN JOURNAL OF INORGANIC CHEMISTRY,  2018  (38): (4255-4264).  [PMID:] [10.1002/ejic.201800717]

6. Chong Zhang, Jingsong Yuan, Jianhua Lu, Yingqin Hou, Wei Xiong, Hua Lu.  (2018)  From neutral to zwitterionic poly(α-amino acid) nonfouling surfaces: Effects of helical conformation and anchoring orientation.  BIOMATERIALS,      [PMID:29428163] [10.1016/j.biomaterials.2018.01.052]

7. Haibo Wang, Gongyan Liu, Shihua Dong, Junjie Xiong, Zongliang Du, Xu Cheng.  (2015)  A pH-responsive AIE nanoprobe as a drug delivery system for bioimaging and cancer therapy.  Journal of Materials Chemistry B,  3  (37): (7401-7407).  [PMID:32262766] [10.1039/C5TB01169H]

8. Xianchi Zhou, Wenzhong Cao, Yongcheng Chen, Zihao Zhu, Yuxian Lai, Zuolong Liu, Fan Jia, Zhouyu Lu, Haijie Han, Ke Yao, Youxiang Wang, Jian Ji, Peng Zhang.  (2024)  An Elastomer with In Situ Generated Pure Zwitterionic Surfaces for Fibrosis-resistant Implants.  Acta Biomaterialia,      [PMID:38972625] [10.1016/j.actbio.2024.06.047]

9. Pan Ran, Bo Qiu, Huan Zheng, Shuang Xie, Guiyuan Zhang, Wenxiong Cao, Xiaohong Li.  (2024)  On-demand bactericidal and self-adaptive antifouling hydrogels for self-healing and lubricant coatings of catheters.  Acta Biomaterialia,      [PMID:39111681] [10.1016/j.actbio.2024.07.055]

10. Yifeng Chen, Qijun Wu, Wenzhong Cao, Haonan He, Minmin Ding, Xianchi Zhou, Xinyi Li, Shaohua Jiang, Peng Zhang, Jian Ji.  (2025)  Fiber-reinforced zwitterionic elastomer composites for artificial heart valves.  Journal of Materials Chemistry B,      [PMID:40462524] [10.1039/D5TB00980D]

11. Siyang Chen, Jingyi Huang, Jiaqi Zhou, Yue Wang, Hongmin Jia, Qingtao Meng, Zhiqiang Zhang.  (2026)  In vivo dual-modal imaging of glutathione with a rhodamine-Gd(Ⅲ) based fluorescent/magnetic resonance probe.  ANALYTICA CHIMICA ACTA,      [PMID:41903965] [10.1016/j.aca.2026.345390]

Foire aux questions

What is the purity of this product?

This product is supplied at ≥98% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.

How should this product be stored?

Store at room temperature under argon. It is supplied under an argon blanket; reseal under inert gas after each use.

How is this product shipped?

This product is classified as dangerous goods and ships via FedEx DG Service. Ground and other economy services are not available, and delivery to some destinations or address types may be restricted.

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

The CAS Number is 5292-43-3, the molecular formula is C6H11BrO2, and the molecular weight is 195.05 g/mol. InChIKey BNWCETAHAJSBFG-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.