1-Bromodecane

Base Information

• Chemical Name: 1-Bromodecane
• CAS No.: 112-29-8
• Deprecated CAS: 2127404-17-3
• Molecular Formula: C10H21Br
• Molecular Weight: 221.181
• Hs Code.: 29033036
• European Community (EC) Number: 203-955-3
• NSC Number: 8780
• UNII: Y2JDF9ZCB6
• DSSTox Substance ID: DTXSID9051581
• Nikkaji Number: J5.209D
• Wikidata: Q57981791
• ChEMBL ID: CHEMBL3559832
• Mol file: 112-29-8.mol

Synonyms:1-bromodecane;decyl bromide

Chemical Property of 1-Bromodecane

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Vapor Pressure: 0.0572mmHg at 25°C
• Melting Point: -29.6 °C
• Refractive Index: n20/D 1.456(lit.)
• Boiling Point: 240.96 °C at 760 mmHg
• Flash Point: 94.444 °C
• PSA: 0.00000
• Density: 1.06 g/cm³
• LogP: 4.52200
• Storage Temp.: Store below +30°C.
• Water Solubility.: SLIGHTLY SOLUBLE
• XLogP3: 6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 8
• Exact Mass: 220.08266
• Heavy Atom Count: 11
• Complexity: 61.9

Purity/Quality:

99% ^*data from raw suppliers

1-Bromodecane ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Aliphatics, Saturated
• Canonical SMILES: CCCCCCCCCCBr
• General Description: 1-Bromodecane is a brominated alkane used as a reactant to introduce a decyloxy (C10H21O) side chain into molecular structures, particularly in the synthesis of liquid crystalline compounds. Its bromine atom contributes to the polarizability and polarity of the resulting molecules, influencing mesomorphic behavior by promoting lamellar packing and stabilizing smectic phases, such as the smectic A (SmA) phase, while hindering other phases like smectic C (SmC) due to steric effects. This makes it a valuable reagent in the design of liquid crystalline materials with tailored properties.

Technology Process of 1-Bromodecane

There total 17 articles about 1-Bromodecane 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: 98.0%

1-Decanol (112-30-1) → 1-bromo dodecane (112-29-8)

Guidance literature:

With toluene-4-sulfonic acid; 1-(1-methylethyl)-3-methylimidazolium bromide; at 200 ℃; for 0.05h; under 10343 Torr; microwave irradiation;

DOI:10.1016/S0040-4020(03)00214-X

Reference yield: 95.5%

cis-1-bromo-dec-4-ene (77899-13-9) → 1-bromo dodecane (112-29-8)

Guidance literature:

With sodium tetrahydroborate; hydrogen; nickel diacetate; zinc(II) oxide; In isopropyl alcohol; at 35 - 55 ℃; for 6h;

Reference yield: 90.0%

10-bromodec-1-ene (62871-09-4) → 1-bromo dodecane (112-29-8)

Guidance literature:

With ethanol; (^BQ?NC^OP)IrHCl; sodium t-butanolate; at 60 ℃; for 4h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/jacs.8b01038

upstream raw materials:

1-Decanol

dibromotriphenylphosphorane

methanesulfonic acid decyl ester

decyl trifluoroacetate

Downstream raw materials:

N-decyl-pyridinium bromide

4-decyl-piperazine-1-carboxylic acid ethyl ester

6-decylmercapto-7(9)H-purine

octadec-7-yne

Refernces

Influence of bromoalkyloxy side chain on mesomorphic behavior in heterocyclic 7-(4-bromoalkyloxy)-3-(4′-decyloxyphenyl)-4H-1-benzopyran-4- ones

10.1016/j.cclet.2011.03.006

The research investigates the influence of a bromoalkyloxy side chain on the mesomorphic behavior of a new homologous series of isoflavone-based ethers, specifically 7-(4-bromoalkyloxy)-3-(4'-decyloxyphenyl)-4H-1-benzopyran-4-ones. The purpose is to understand how structural modifications, particularly the presence of a bromine atom in the alkyloxy side chain, affect the liquid crystalline properties of these compounds. Resorcinol (1,3-dihydroxybenzene) is used as a core reactant in the synthesis of the isoflavone-based ethers. 1-Bromodecane is used as a reactant to introduce the decyloxy (C10H21O) side chain into the molecular structure of the target compounds. Differential scanning calorimetry (DSC) and polarizing optical microscopy (POM) were employed to study the mesomorphic properties. The results showed that all homologues exhibited a stable enantiotropic smectic A (SmA) phase, independent of the side chain length. The bromine atom in the alkyloxy chain was found to facilitate lamellar packing due to its polarizability and polarity, leading to the formation of the SmA phase. However, it also prevented the formation of the smectic C (SmC) phase due to steric effects when molecules are tilted. The study concluded that the stability of the mesophase is due to the polar bromine atom, the planarity and enhanced polarity of the ether linkages, and the heterocyclic central moiety. This research provides insights into the structure–property relationships in liquid crystalline compounds, which can be useful for designing materials with specific mesomorphic behaviors.