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4-Phenoxybutyl bromide, also known as (4-Bromobutoxy)benzene, is an organic compound with the chemical formula C10H11BrO. It is characterized by its off-white crystalline mass and is derived from the reaction of benzene with bromobutanol. 4-Phenoxybutyl bromide is known for its unique chemical properties, which make it a versatile building block in the synthesis of various organic molecules.

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  • 1200-03-9 Structure
  • Basic information

    1. Product Name: 4-Phenoxybutyl bromide
    2. Synonyms: (4-Bromobutoxy)benzene;Ether, 4-bromobutyl phenyl;Phenoxybutyl bromide;1-BROMO-4-PHENOXYBUTANE;4-BROMOBUTYL PHENYL ETHER;4-PHENOXYBUTYL BROMIDE;1-Bromo-4;4-Bromobutyl phenyl ether~4-Phenoxybutyl bromide
    3. CAS NO:1200-03-9
    4. Molecular Formula: C10H13BrO
    5. Molecular Weight: 229.11
    6. EINECS: 214-849-1
    7. Product Categories: Halogen compounds;API intermediates;Anisoles, Alkyloxy Compounds & Phenylacetates;Bromine Compounds
    8. Mol File: 1200-03-9.mol
  • Chemical Properties

    1. Melting Point: 41-43 °C(lit.)
    2. Boiling Point: 153-156 °C18 mm Hg(lit.)
    3. Flash Point: >230 °F
    4. Appearance: Off-white crystalline mass
    5. Density: 1.3236 (rough estimate)
    6. Refractive Index: 1.5310 (estimate)
    7. Storage Temp.: Sealed in dry,Room Temperature
    8. Solubility: N/A
    9. Water Solubility: Insoluble in water.
    10. BRN: 2044374
    11. CAS DataBase Reference: 4-Phenoxybutyl bromide(CAS DataBase Reference)
    12. NIST Chemistry Reference: 4-Phenoxybutyl bromide(1200-03-9)
    13. EPA Substance Registry System: 4-Phenoxybutyl bromide(1200-03-9)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 37/39-26
    4. WGK Germany: 3
    5. RTECS:
    6. TSCA: Yes
    7. HazardClass: N/A
    8. PackingGroup: N/A
    9. Hazardous Substances Data: 1200-03-9(Hazardous Substances Data)

1200-03-9 Usage

Uses

Used in Pharmaceutical Industry:
4-Phenoxybutyl bromide is used as an intermediate in the synthesis of pharmaceutical compounds for various therapeutic applications. Its ability to react with different reagents allows for the creation of a wide range of drug molecules with potential medicinal properties.
Used in Chemical Synthesis:
In the field of organic chemistry, 4-Phenoxybutyl bromide serves as a key intermediate for the production of various organic compounds. It is particularly useful in the synthesis of 5-phenoxy-valeric acid, which is achieved through a reaction with carbon dioxide and the reagent magnesium (Mg). This acid can be further utilized in the development of pharmaceuticals and other chemical products.
Used in Research and Development:
4-Phenoxybutyl bromide is also employed in research and development laboratories for the study of its chemical properties and potential applications. Its unique structure and reactivity make it an interesting subject for scientific investigation, which could lead to the discovery of new compounds and applications in various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 1200-03-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,2,0 and 0 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1200-03:
(6*1)+(5*2)+(4*0)+(3*0)+(2*0)+(1*3)=19
19 % 10 = 9
So 1200-03-9 is a valid CAS Registry Number.
InChI:InChI=1/C10H13BrO/c11-8-4-5-9-12-10-6-2-1-3-7-10/h1-3,6-7H,4-5,8-9H2

1200-03-9 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Alfa Aesar

  • (A14956)  (4-Bromobutoxy)benzene, 97%   

  • 1200-03-9

  • 5g

  • 217.0CNY

  • Detail
  • Alfa Aesar

  • (A14956)  (4-Bromobutoxy)benzene, 97%   

  • 1200-03-9

  • 25g

  • 695.0CNY

  • Detail
  • Alfa Aesar

  • (A14956)  (4-Bromobutoxy)benzene, 97%   

  • 1200-03-9

  • 100g

  • 2053.0CNY

  • Detail

1200-03-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Phenoxybutyl bromide

1.2 Other means of identification

Product number -
Other names 4-Bromobutyl Phenyl Ether

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:1200-03-9 SDS

1200-03-9Relevant articles and documents

Quadruple Stimuli-Responsive Mechanized Silica Nanoparticles: A Promising Multifunctional Nanomaterial for Diverse Applications

Ding, ChenDi,Tong, Ling,Fu, JiaJun

, p. 15041 - 15045 (2017)

Novel quadruple stimuli-responsive mechanized silica nanoparticles were constructed by installation of supramolecular nanovalves onto the exterior surface of mesoporous silica nanoparticles. The release of cargo molecules is triggered by acid/Zn2+/alkali/reduction potential stimuli. This has potential application in the development of drug delivery systems or construction of smart anticorrosion coatings.

Synthesis and anti-inflammatory effects of novel emodin derivatives bearing azole moieties

Ai, Xixi,Chen, Qifang,Chen, Si,Song, Yang,Yang, Yujin,Zhu, Xiaokang

, (2019)

Twelve azole derivatives of emodin were designed to possess anti-inflammatory activity and synthesized via a two-step sequence composed of the Williamson ether reaction and N-alkylation. The anti-inflammatory properties of these compounds were evaluated in RAW264.7 cells by measuring lipopolysaccharide (LPS)-induced nitric oxide (NO) production. The introduction of imidazole and four carbons into the scaffold of emodin led to the discovery of the potent compound 7e, which showed the best inhibition of NO production among twelve analogs. In our experiential setting, the IC50 of compound 7e in NO production is 1.35 μM, which is lower than that of indomethacin. Mechanically, compound 7e effectively inhibited the protein and messenger RNA expressions of cyclooxygenase-2 and inducible NO synthase, as well as that of the proinflammatory cytokine interleukin-6, and the cytokines interleukin-1β and tumor necrosis factor-α in the LPS-stimulated RAW 264.7 macrophages. Compound 7e exerted inhibitory effects on the nuclear factor κB pathway by reducing the LPS-induced phosphorylation of the inhibitor of NF-κB and the nuclear translation of p-p65. These results suggest the potential of compound 7e in improving inflammatory conditions and diseases.

Host-guest complexation induced emission: A pillar[6]arene-based complex with intense fluorescence in dilute solution

Wang, Pi,Yan, Xuzhou,Huang, Feihe

, p. 5017 - 5019 (2014)

A host-guest inclusion complex was constructed from a water-soluble pillar[6]arene and a tetraphenylethene derivative in water and it exhibited strong fluorescence in dilute solution.

Synthesis of copillar[5]arenes and their host-guest complexation with two types of guests

Huang, Hongfei,Liu, Luzhi,Duan, Wengui,Huang, Yan,Lin, Guishan

, p. 384 - 388 (2015)

A series of novel copillar[5]arenes 1a-1f containing different substituents were synthesized. And their complexation with two types of guests was investigated. For symmetrical guests, 1,4-dibromobutane (DBB) could thread in the cavity of copillar[5]arenes to form inclusion complexes. But for the unsymmetrical guests, copillar[5]arene 1f bearing 4-(naphthalen-1-yloxy)butoxy could not complex with sec-butyl iodide (SBI) and sec-butyl bromide (SBB) at all, while 1f showed weak interaction with sec-butylamine·HCl (SBA) outside the cavity. These results indicated that the modified group of copillar[5]arene and the symmetry of guest played an important role in the complexation model and selectivity.

Iron(II) and Copper(I) Control the Total Regioselectivity in the Hydrobromination of Alkenes

Cruz, Daniel A.,Sinka, Victoria,De Armas, Pedro,Steingruber, Hugo Sebastian,Fernández, Israel,Martín, Víctor S.,Miranda, Pedro O.,Padrón, Juan I.

, p. 6105 - 6109 (2021/08/18)

A new method that allows the complete control of the regioselectivity of the hydrobromination reaction of alkenes is described. Herein, we report a radical procedure with TMSBr and oxygen as common reagents, where the formation of the anti-Markovnikov product occurs in the presence of parts per million amounts of the Cu(I) species and the formation of the Markovnikov product occurs in the presence of 30 mol % iron(II) bromide. Density functional theory calculations combined with Fukui's radical susceptibilities support the obtained results.

Nickel-Catalyzed Multicomponent Coupling Reaction of Alkyl Halides, Isocyanides and H2O: An Expedient Way to Access Alkyl Amides

Li, Qiao,Jin, Hongwei,Liu, Yunkui,Zhou, Bingwei

supporting information, p. 3466 - 3472 (2020/09/15)

We herein describe a Ni-catalyzed multicomponent coupling reaction of alkyl halides, isocyanides, and H2O to access alkyl amides. Bench-stable NiCl2(dppp) is competent to initiate this transformation under mild reaction conditions, thus allowing easy operation and adding practical value. Substrate scope studies revealed a broad functional group tolerance and generality of primary and secondary alkyl halides in this protocol. A plausible catalytic cycle via a SET process is proposed based on preliminary experiments and previous literature.

The one-pot synthesis of butyl-1H-indol-3-alkylcarboxylic acid derivatives in ionic liquid as potent dual-acting agent for management of BPH

Chen, Kaixuan,Jiang, Zhenzhou,Liu, Shuwen,Xi, Baomin,Yang, Fubiao,Zeng, Li-Yan,Zeng, Yunong

, (2020/09/18)

Based on the SAR of both α1-AR antagonists and 5α-reductase (5AR) inhibitors, the dual-acting agent 4-(1-(4-(4-(2-methoxyphenyl)piperazin-1-yl)butyl)-1H-indol-3-yl)butanoic acid 4aaa was designed against BPH and synthesized by two steps of N-alkylation. One-pot protocol towards 4aaa was newly developed. With IL [C6min]Br as solvent, the yield of 4aaa was increased to 75.1% from 16.0% and the reaction time was shortened in 1.5 h from 48 h. 25 derivatives structurally based on arylpiperazine and indolyl butyric acid with alkyl linker were prepared. The protocol was futher extended to get another 14 derivatives wherein O-alkylation was involved, and applied to the synthesis of biologically efficient molecules DPQ and Aripiprazole. Expectedly, compound 4aaa exhibited dual inhibition of α1-AR and 5α-reductase, and exhibited no obvious cytotoxicity against human cells. The pharmacokinetic properties of 4aaa was also determined.

Promising fungicides from allelochemicals: Synthesis of umbelliferone derivatives and their structure–activity relationships

Pan, Le,Lei, Dongyu,Jin, Lu,He, Yuan,Yang, Qingqing

, (2018/11/24)

Umbelliferone was discovered to be an important allelochemical in our previous study, but the contribution of its activity and structure has not yet been revealed. In this study, a series of analogues were synthesized to determine the skeleton of umbelliferone and examine its fungicidal activity. Furthermore, targeted modifications were conducted with three plant parasitic fungi to examine the lead compounds. Among those tested, compounds 2f and 10 were found to show excellent antifungal activity with an inhibitory rate over 80% at 100 ug/mL. The study proves that umbelliferone can be a promising skeleton for fungicides discovery. In addition, the primary structure–activity relationship provides a good guidance for the discovery of novel fungicides based on natural products in the future.

2-AMINO-1,3,4-THIADIAZINE AND 2-AMINO-1,3,4-OXADIAZINE BASED ANTIFUNGAL AGENTS

-

Page/Page column 84, (2017/02/09)

The invention provides a compound which is a diazine of formula (I) or a tautomer thereof, or a pharmaceutically acceptable salt thereof, for use as an antifungal agent: (I) wherein X, N', C', A and E are as defined herein. The invention also provides a compound of Formula (I) as defined herein.

Curcumin derivative and preparation method and application thereof

-

Paragraph 0036; 0037; 0038; 0044; 0045; 0046; 0047, (2016/10/09)

The invention relates to the field of medicinal chemistry and discloses a synthesis method of a curcumin derivative (I) and application thereof to preparation of a near-infrared small-molecule probe used for early diagnosis of the Alzheimer's disease. Experiments prove that the related compound has good selectivity on soluble Abeta, fluorescence intensity is obviously enhanced after the compound is combined with the soluble Abeta, and the most potential near-infrared fluorescent small-molecule probe with soluble Abeta selectivity has the selectivity on soluble Abeta. The molecular formula is described in the description.

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