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2,2-bis(bromomethyl)-1,3-dioxolane, with the molecular formula C5H8Br2O2, is a colorless liquid that belongs to the class of halogenated organic compounds. It is recognized for its role as a crosslinking agent in the polymer industry, particularly in the production of epoxy resins and polyurethane. Due to its chemical properties, it is classified as a hazardous substance, posing potential risks for skin and eye irritation, and is considered an environmental hazard, necessitating careful handling and disposal.

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  • 20599-01-3 Structure
  • Basic information

    1. Product Name: 2,2-Bis(broMoMethyl)-1,3-dioxolane
    2. Synonyms: 2,2-Bis(broMoMethyl)-1,3-dioxolane
    3. CAS NO:20599-01-3
    4. Molecular Formula: C5H8Br2O2
    5. Molecular Weight: 259.92382
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 20599-01-3.mol
  • Chemical Properties

    1. Melting Point: 26 °C
    2. Boiling Point: 261.2°Cat760mmHg
    3. Flash Point: 103.2°C
    4. Appearance: /
    5. Density: 1.887g/cm3
    6. Vapor Pressure: 0.019mmHg at 25°C
    7. Refractive Index: 1.518
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 2,2-Bis(broMoMethyl)-1,3-dioxolane(CAS DataBase Reference)
    11. NIST Chemistry Reference: 2,2-Bis(broMoMethyl)-1,3-dioxolane(20599-01-3)
    12. EPA Substance Registry System: 2,2-Bis(broMoMethyl)-1,3-dioxolane(20599-01-3)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 20599-01-3(Hazardous Substances Data)

20599-01-3 Usage

Uses

Used in Polymer Industry:
2,2-bis(bromomethyl)-1,3-dioxolane is used as a crosslinking agent for enhancing the properties of polymers such as epoxy resins and polyurethane. Its ability to form covalent bonds between polymer chains contributes to improved mechanical strength, thermal stability, and chemical resistance in the final products.
Used in Chemical Synthesis:
In the realm of organic chemistry, 2,2-bis(bromomethyl)-1,3-dioxolane serves as a building block for the synthesis of other organic compounds. Its reactivity and structural features make it a valuable intermediate in the creation of various chemical entities, expanding its utility beyond its direct applications in polymer production.
Used in Industrial Applications:
Beyond its direct use in polymers, 2,2-bis(bromomethyl)-1,3-dioxolane finds application in a range of industrial processes where its chemical properties can be leveraged to achieve specific outcomes. Its versatility in chemical reactions and compatibility with different substrates make it a candidate for use in formulations and processes across several industries.

Check Digit Verification of cas no

The CAS Registry Mumber 20599-01-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,0,5,9 and 9 respectively; the second part has 2 digits, 0 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 20599-01:
(7*2)+(6*0)+(5*5)+(4*9)+(3*9)+(2*0)+(1*1)=103
103 % 10 = 3
So 20599-01-3 is a valid CAS Registry Number.
InChI:InChI=1/C5H8Br2O2/c6-3-5(4-7)8-1-2-9-5/h1-4H2

20599-01-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,2-BIS(BROMOMETHYL)-1,3-DIOXOLANE

1.2 Other means of identification

Product number -
Other names -

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:20599-01-3 SDS

20599-01-3Relevant articles and documents

Diastereomeric Right- and Left-Handed Helical Structures with Fourteen (R)-Chiral Centers

Eto, Ryo,Oba, Makoto,Ueda, Atsushi,Uku, Tsubasa,Doi, Mitsunobu,Matsuo, Yosuke,Tanaka, Takashi,Demizu, Yosuke,Kurihara, Masaaki,Tanaka, Masakazu

, p. 18120 - 18124 (2017)

The relationship between chiral centers and the helical-screw control of their peptides has already been reported, but it has yet to be elucidated in detail. A chiral four-membered ring α,α-disubstituted α-amino acid with a (R,R)-butane-2,3-diol acetal moiety at the γ-position, but no α-chiral carbon, was synthesized. X-ray crystallographic analysis unambiguously revealed that its homo-chiral heptapeptide formed right-handed (P) and left-handed (M) 310-helical structures at a ratio of 1:1. They appeared to be enantiomeric at the peptide backbone, but diastereomeric with fourteen (R)-configuration chiral centers. Conformational analyses of homopeptides in solution also indicated that diastereomeric (P) and (M) helices existed at approximately equal amounts, with a slight preference toward right-handedness, and they quickly interchanged at room temperature. The circumstances of chiral centers are important for the control of their helical-screw direction.

Preparation method of 3-oxazetidine-1-carboxylic acid tert-butyl ester

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Paragraph 0029-0032, (2020/07/15)

The invention discloses a preparation method of 3-oxaazetidine-1-carboxylic acid tert-butyl ester. The preparation method comprises the following steps: firstly, synthesizing 2,2-bis(bromomethyl)-1,3-dioxolane from 1,3-dibromoacetone and ethylene glycol under the action of an acid, and cyclizing the 2,2-bis(bromomethyl)-1,3-dioxolane and tert-butyl carbamate under the action of an alkali to generate the 3-oxazetidine-1-carboxylic acid tert-butyl ester. The raw materials adopted in the method are cheap and easy to obtain, and the method is simple to operate, mild in reaction conditions, low inequipment requirements and suitable for industrial large-scale production.

Preparation method of baricitinib

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Page/Page column 10-12, (2018/07/06)

The invention discloses a preparation method of baricitinib and belongs to the technical field of drug preparation. The method comprises that 4-chloropyrrolopyrimidine as a starting raw material is subjected to amino protection, the product, hydrazine hydrate and acrolein undergo a one-pot displacement reaction and a cyclization reaction to produce an intermediate 4, a starting raw material 1, 3-dibromoacetone and ethylene glycol undergo a condensation reaction to produce an intermediate 5, the intermediate 5 and ethyl sulfonamide undergo a condensation reaction to produce an intermediate 6, the intermediate 6 and diethyl cyanomethylphosphonate undergo a reaction under action of a strong base to produce an intermediate 7, the intermediate 4 and the intermediate 7 undergo an addition reaction under the action of a catalyst, and the product undergoes a deprotection reaction to produce a desired product 1. The preparation method needs mild reaction conditions. The intermediate purification method is simple and easy, has a total yield of 40-55% and is suitable for industrial production.

INHIBITORS OF AKT ACTIVITY

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Page/Page column 139-140, (2010/10/03)

The instant invention provides for substituted fused naphthyridine derivatives that inhibit Akt activity. In particular, the compounds disclosed selectively inhibit one or two of the Akt isoforms. The invention also provides for compositions comprising such inhibitory compounds and methods of inhibiting Akt activity by administering the compound to a patient in need of treatment of cancer.

NOVEL PHOSPHODI ESTERASE INHIBITORS

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Page/Page column 46, (2008/12/08)

The present invention relates to a compound according to formula I, wherein X, A, G, E, R1, R2, R3 are as shown herein; and pharmaceutically acceptable salts, hydrates, N-oxides or solvates hereof. The invention further re

A Convenient Procedure for the Synthesis of Acetals from α-Halo Ketones

Carlson, Rolf,Gautun, Hanna,Westerlund, Andreas

, p. 57 - 60 (2007/10/03)

A study for determining the scope and limitations of a procedure for synthesising ethylene acetals from haloketones is presented. The method uses 1,2-bis(trimethylsilyloxy)ethane, BTSE, as reagent and Nafion-TMS as catalyst. Two procedures have been tested: (A) stoichiometric amounts of the haloketone and BTSE and a catalytic amount of Nafion-TMS were heated to reflux in chloro-form solution, and (B) stoichiometric amounts of the reactants and a catalytic amount of Nafion-TMS were heated to 90-100°C in the absence of solvent. The following ketones have been tested: 2-bromo-1-phenyl-1-ethanone, 2-bromo-cyclopentenone, 3-bromo-3-methyl-2-butanone, 3-chloro-3-methyl-2-butanone, 1-bromo-3,3-dimethyl-2-butanone, 1-chloro-3,3-dimethyl-2-butanone, 2-bromocyclohexanone, 2-chloro-1-cyclohexyl-1-ethanone, 1,1-dibromo-3,3-dimethyl-2-butanone, 1,3-dibromo-3-methyl-2-butanone, 1,3-dibromo-2-butanone, 1,3-dibromo-2-propanone, 2-chloro-1-phenyl-1-ethanone, and endo-2-bromocamphor. Yields were in the range 57-100% with the exceptions of endo-2-bromocamphor which afforded 10% yield and the dibromoketones 1,1-dibromo-3,3-dimethyl-2-butanone and 1,3-dibromo-3-methyl-2-butanone for which the method failed. Factors determining the scope and limitations are briefly discussed. Full experimental details and spectroscopic data of the acetals are given.

A convenient synthesis of dihydroxyacetone phosphate from acetone

Valentin, Marie-Lise,Bolte, Jean

, p. 1167 - 1172 (2007/10/03)

A new chemical method for preparation of dihydroxyacetone phosphate (DHAP) from acetone is described.This method improves the synthesis of a stable precursor of DHAP, which is the necessary substrate of several aldolases.Thus, monosaccharides and their de

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