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2-Ethylhexylzinc bromide is a highly reactive organozinc compound that serves as a catalyst in the production of polymers, particularly in the manufacturing of plastics and rubbers. It is commonly used in organic synthesis and as a source of the 2-ethylhexyl group in chemical reactions, effectively promoting a variety of chemical reactions, especially those involving carbon-carbon and carbon-heteroatom bond formations.

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  • 312693-03-1 Structure
  • Basic information

    1. Product Name: 2-ETHYLHEXYLZINC BROMIDE
    2. Synonyms: 2-Ethylhexylzinc bromide solution 0.5 in THF;2-Ethylhexylzinc bromide, 0.5M in THF, packaged under Argon in resealable ChemSeal™2-ETHYLHEXYLZINC BROMIDE;2-ETHYLHEXYLZINC BROMIDE, 0.5M SOLUTION IN TETRAHYDROFURAN;2-ethylhexylzinc bromide solution;2-Ethylhexylzinc bromide solution 0.5M in THF
    3. CAS NO:312693-03-1
    4. Molecular Formula: C8H17BrZn
    5. Molecular Weight: 258.51
    6. EINECS: N/A
    7. Product Categories: Reike and Organozinc Reagents;Alkyl;Organozinc Halides
    8. Mol File: 312693-03-1.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: °Cat760mmHg
    3. Flash Point: 1 °F
    4. Appearance: /
    5. Density: 0.964 g/mL at 25 °C
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C
    8. Solubility: N/A
    9. CAS DataBase Reference: 2-ETHYLHEXYLZINC BROMIDE(CAS DataBase Reference)
    10. NIST Chemistry Reference: 2-ETHYLHEXYLZINC BROMIDE(312693-03-1)
    11. EPA Substance Registry System: 2-ETHYLHEXYLZINC BROMIDE(312693-03-1)
  • Safety Data

    1. Hazard Codes: F,Xn
    2. Statements: 22-36/37/38-40-36/37-19-11
    3. Safety Statements: 16-23-26-36-36/37
    4. RIDADR: UN 3399 4.3/PG 2
    5. WGK Germany: 1
    6. RTECS:
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 312693-03-1(Hazardous Substances Data)

312693-03-1 Usage

Uses

Used in Polymer Production Industry:
2-Ethylhexylzinc bromide is used as a catalyst for the production of various industrial polymers, such as plastics and rubbers, due to its ability to effectively promote chemical reactions involving carbon-carbon and carbon-heteroatom bond formations.
Used in Organic Synthesis:
2-Ethylhexylzinc bromide is used as a source of the 2-ethylhexyl group in chemical reactions, playing a crucial role in the synthesis of various organic compounds.
It is important to handle 2-ethylhexylzinc bromide with caution due to its reactivity and potential for causing skin and eye irritation upon contact.

Check Digit Verification of cas no

The CAS Registry Mumber 312693-03-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,1,2,6,9 and 3 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 312693-03:
(8*3)+(7*1)+(6*2)+(5*6)+(4*9)+(3*3)+(2*0)+(1*3)=121
121 % 10 = 1
So 312693-03-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H17.BrH.Zn/c1-4-6-7-8(3)5-2;;/h8H,3-7H2,1-2H3;1H;/q;;+1/p-1/rC8H17BrZn/c1-3-5-6-8(4-2)7-10-9/h8H,3-7H2,1-2H3

312693-03-1 Well-known Company Product Price

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  • Aldrich

  • (498556)  2-Ethylhexylzincbromidesolution  0.5 M in THF

  • 312693-03-1

  • 498556-50ML

  • 3,519.36CNY

  • Detail

312693-03-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name bromozinc(1+),3-methanidylheptane

1.2 Other means of identification

Product number -
Other names 2-Ethylhexylzinc bromide 0.5 M in Tetrahydrofuran

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:312693-03-1 SDS

312693-03-1Downstream Products

312693-03-1Relevant articles and documents

Direct transformation of aryl 2-pyridyl esters to secondary benzylic alcohols by nickel relay catalysis

Wu, Xianqing,Li, Xiaobin,Huang, Wenyi,Wang, Yun,Xu, Hui,Cai, Liangzhen,Qu, Jingping,Chen, Yifeng

supporting information, p. 2453 - 2458 (2019/03/29)

A direct transformation of aryl esters to secondary benzylic alcohols via tandem Ni-catalyzed cross-coupling reactions of aromatic 2-pyridyl esters with alkyl zinc reagents and carbonyl group reduction by Ni-H species is achieved. Preliminary mechanistic studies reveal that the Ni-H species is generated in situ via β-hydride elimination of the Negishi reagents. The reaction is catalyzed by bench-stable nickel salts under mild conditions with wide functional group tolerance.

Wide-Range Near-Infrared Sensitizing 1 H -Benzo [c, d] indol-2-ylidene-Based Squaraine Dyes for Dye-Sensitized Solar Cells

Haishima, Yuki,Kubota, Yasuhiro,Manseki, Kazuhiro,Jin, Jiye,Sawada, Yoshiharu,Inuzuka, Toshiyasu,Funabiki, Kazumasa,Matsui, Masaki

, p. 4389 - 4401 (2018/04/26)

NIR absorbing squaraine dyes SQ1-SQ7 having 1H-benzo[c,d]indol-2-ylidene as a donor moiety were designed for application in DSSCs. Annulation of the benzene ring to an 3H-indolium-based anchor moiety led to a red-shifted and broadened absorption band on TiO2 film, which were reflected in the improved short-circuit current density of SQ2 (6.22 mA cm-2) compared to the nonbenzene fused derivative SQ1 (4.39 mA cm-2). Although the introduction of a butoxy (SQ4: 806 nm) or dialkylamino group (SQ5-SQ7: 815-820 nm) to the 1H-benzo[c,d]indol-2-ylidene-based donor moiety resulted in red-shifted absorption maxima in ethanol compared to the nonsubstituted derivative SQ2 (784 nm), the HOMO energy level of SQ4-SQ7 gave rise to an undesirable approximation to the redox potential of I-/I3-. Thus, the butoxy (SQ4: 0.56) and dialkylamino (SQ5-SQ7: 0.25-0.30) derivatives had relatively lower conversion efficiencies. Since the 2-ethylhexyl derivative SQ3 exhibited red-shifted absorption (λmax: 796 nm), suitable HOMO and LUMO energy levels, and relatively efficient restriction of charge recombination, this dye achieved the highest conversion efficiency (1.31%), along with a high IPCE response of over 20% over a wide range from 640 to 860 nm and an onset of IPCE at 1000 nm.

Preparation of Organozinc and Organocadmium Compounds from the Metals and Alkyl Halides in the Presence of Stimulating Systems Based on a Derivative a Transition Metal and an Organometallic Compound

Eremeev,Danov,Skudin,Sakhipov

, p. 556 - 559 (2007/10/03)

Full and mixed alkyl derivatives of zinc and cadmium were prepared from these metals and organic halides in the presence of stimulating systems necessarily containing a transition metal derivative and an organometallic compound capable of reducing this derivative under the process conditions. Such stimulating systems make it possible to introduce selectively organic halides (iodides, bromides, chlorides) into the reaction with zinc and cadmium to obtain the corresponding mixed organometallic compounds.

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