Epibromohydrin

Base Information

• Chemical Name: Epibromohydrin
• CAS No.: 3132-64-7
• Deprecated CAS: 82584-73-4
• Molecular Formula: C3H5BrO
• Molecular Weight: 136.976
• Hs Code.: 29109000
• European Community (EC) Number: 221-525-3
• NSC Number: 630
• UN Number: 2558
• UNII: 8E89677I6B
• DSSTox Substance ID: DTXSID5025237
• Nikkaji Number: J2.173C
• Wikidata: Q27109087
• Metabolomics Workbench ID: 53649
• ChEMBL ID: CHEMBL3183066
• Mol file: 3132-64-7.mol

Synonyms:Epibromohydrin;3132-64-7;1-Bromo-2,3-epoxypropane;2-(Bromomethyl)oxirane;Epibromohydrine;Epibromhydrin;(Bromomethyl)oxirane;Oxirane, (bromomethyl)-;(Bromomethyl)ethylene oxide;1,2-Epoxy-3-bromopropane;3-Bromo-1,2-epoxypropane;3-bromopropylene oxide;ALPHA-EPIBROMOHYDRIN;Epibromhydrine;Propane, 1-bromo-2,3-epoxy-;Propane, 3-bromo-1,2-epoxy-;Epibromhidrina;Epibromhydrine [French];Epibromhidrina [Spanish];NSC 630;Oxirane, 2-(bromomethyl)-;(R)-Epibromohydrine;CCRIS 2620;HSDB 2717;(RS)-3-bromo-1,2-epoxypropane;2,3-epoxypropyl bromide;EINECS 221-525-3;UN2558;BRN 0079786;AI3-03546;DTXSID5025237;UNII-8E89677I6B;CHEBI:18718;NSC-630;8E89677I6B;27815-35-6;OXIRANYLMETHYL BROMIDE;Bromohydrin;2-bromomethyloxiran;Propane,2-epoxy-;2-bromomethyloxirane;2-bromomethyl-oxirane;racemic epibromohydrine;Epibromohydrin, 98%;(+/-)-epibromohydrin;2-(bromomethyl) oxirane;2-(bromomethyl)-oxirane;EPOXY BROMOPROPANE;WLN: T3OTJ B1E;Oxirano, 2-(bromometil)-;1-bromo-2,3-epoxypropane-;SCHEMBL78600;EPIBROMOHYDRIN [HSDB];(r/s)-2-bromomethyl-oxirane;DTXCID605237;NSC630;CHEMBL3183066;(.+/-.)-(Bromomethyl)oxirane;EPIBROMOHYDRIN, (+/-)-;AMY31919;Tox21_202607;BR1167;Epibromohydrin [UN2558] [Poison];MFCD00005130;NA2558;AKOS002664702;AKOS016043519;Epibromohydrin [UN2558] [Poison];LS-1175;UN 2558;(BROMOMETHYL)OXIRANE, (+/-)-;NCGC00260155-01;BP-21061;Epibromohydrin, purum, >=97.5% (GC);CAS-3132-64-7;FT-0622147;EN300-55586;3-BROMO-1,2-EPOXYPROPANE, (+/-)-;W-106908;Q27109087

Chemical Property of Epibromohydrin

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 9.74mmHg at 25°C
• Melting Point: -40 °C(lit.)
• Refractive Index: n20/D 1.482(lit.)
• Boiling Point: 135 °C at 760 mmHg
• Flash Point: 56.1 °C
• PSA: 12.53000
• Density: 1.744 g/cm³
• LogP: 0.78010
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Soluble), Methanol (Sparingly)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 135.95238
• Heavy Atom Count: 5
• Complexity: 37.9
• Transport DOT Label: Poison Flammable Liquid

Purity/Quality:

99% ^*data from raw suppliers

EPIBROMOHYDRIN ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38-40
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Epoxides
• Canonical SMILES: C1C(O1)CBr
• Uses: Bromohydrin pyrophosphate enhances antibody-dependent cell-mediated cytotoxicity induced by therapeutic antibodies.

Technology Process of Epibromohydrin

There total 14 articles about Epibromohydrin 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%

1,3-dibromo-2-hydroxypropane (96-21-9) → 1,2-Epoxy-3-bromopropane (3132-64-7,82584-73-4)

Guidance literature:

With potassium bromide; In methanol; water; for 1.5h; Ambient temperature; ion-exchange membrane reactor, electrochemical process;

Reference yield: 91.0%

1-amino-3-bromopropan-2-ol (40152-79-2) → 1,2-Epoxy-3-bromopropane (3132-64-7,82584-73-4)

Guidance literature:

With aluminum oxide; 2-hydroxybromobenzene; potassium bromide; sodium sulfite; In hexane; water; at 13 - 75 ℃; for 11.83h; Temperature;

Reference yield: 54.0%

→ 1,2-Epoxy-3-bromopropane (3132-64-7,82584-73-4)

Guidance literature:

upstream raw materials:

1,3-dibromo-2-hydroxypropane

glycerol

epichlorohydrin

2,3-Dibromopropan-1-ol

Downstream raw materials:

1-bromo-2,3-propanediol

4-bromomethyl-2,2-diphenyl-[1,3]dioxolane

2,3-Epoxy-propyl-phosphonsaeure-dibutylester

2-oxiranylmethylisoindole-1,3-dione

Refernces

Small-molecule immunostimulants. Synthesis and activity of 7,8- disubstituted guanosines and structurally related compounds

10.1021/jm00047a014

The research focuses on the synthesis and activity of 7,8-disubstituted guanosines and related compounds as potential immunostimulants. The purpose of this study was to design and prepare a series of these derivatives to act as B-cell selective activators of the humoral immune response, evaluating their ability to act as B-cell mitogens, augment antibody responses, and stimulate natural killer (NK) cell responses. The research concluded that certain compounds, particularly those with a medium-length alkyl chain on the 7-position of 7-alkyl-8-oxoguanosines, demonstrated potent in vivo activity when administered intravenously, subcutaneously, or orally. Notably, 7-allyl-8-oxoguanosine (loxoribine, RWJ-21757) was identified as the most potent and was chosen for further development due to its overall biological profile and ease of synthesis. The study involved a variety of chemicals, including guanosine derivatives, alkyl and benzyl electrophiles, and various reagents used in the synthesis and purification processes, such as sodium hydride, epibromohydrin, and different protecting groups for the nucleosides.

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