2-Bromomethyl-1,3-dioxolane

Base Information

• Chemical Name: 2-Bromomethyl-1,3-dioxolane
• CAS No.: 4360-63-8
• Molecular Formula: C4H7BrO2
• Molecular Weight: 167.002
• Hs Code.: 29049090
• European Community (EC) Number: 224-443-6
• DSSTox Substance ID: DTXSID1063431
• Nikkaji Number: J205.742E
• Wikidata: Q72447065
• Mol file: 4360-63-8.mol

Synonyms:2-Bromomethyl-1,3-dioxolane;4360-63-8;2-(bromomethyl)-1,3-dioxolane;Bromoacetaldehyde ethylene acetal;1,3-Dioxolane, 2-(bromomethyl)-;MFCD00003214;EINECS 224-443-6;Bromoacetaldehyde diethyl acetall;bromomethyl dioxolane;(1,3-Dioxolan-2-yl)methyl bromide;2-bromomethyl-1,3-dioxolan;SCHEMBL169073;2-bromomethyl-[1,3]dioxolane;2-Bromomethyl-1, 3-dioxolane;DTXSID1063431;Bromomethyl-1,3-dioxolane, 2-;CKIIJIDEWWXQEA-UHFFFAOYSA-;(1,3-dioxolan-2-yl)methylbromide;AMY39416;BBL027424;STL370326;2-Bromomethyl-1,3-dioxolane, 96%;AKOS005216542;CS-W021428;AS-17571;SY013531;B1152;FT-0611577;EN300-77092;O10502;A826339;W-106221;F2190-0187

Chemical Property of 2-Bromomethyl-1,3-dioxolane

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 1.32mmHg at 25°C
• Refractive Index: n20/D 1.482(lit.)
• Boiling Point: 178.7 °C at 760 mmHg
• Flash Point: 62.8 °C
• PSA: 18.46000
• Density: 1.589 g/cm³
• LogP: 0.75420
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Solubility.: Chloroform, Ethyl Acetate (Slightly)
• Water Solubility.: Immiscible with water.
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 165.96294
• Heavy Atom Count: 7
• Complexity: 51.7

Purity/Quality:

99% ^*data from raw suppliers

2-(Bromomethyl)-1,3-dioxolane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1COC(O1)CBr
• Uses: 2-Bromomethyl-1,3-dioxolane is used in the preparation of alfa, beta-unsaturated aldehyde and 1, 4-two aldehyde monoacetals synthesis of monomers. 2-Bromomethyl-1,3-dioxolane was used in the synthesis of 1,4-benzoxazepine (BZO) compounds.

Technology Process of 2-Bromomethyl-1,3-dioxolane

There total 12 articles about 2-Bromomethyl-1,3-dioxolane 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: 96.0%

2-methyl-1,3-dioxolane (497-26-7) → 2-bromomethyl-1,3-dioxolane (4360-63-8)

Guidance literature:

With bromine; di-tert-butyldicyclohexano-18-crown-18; In benzene; at 20 ℃; for 0.166667h;

Reference yield: 94.0%

1-bromo-2,2-dimethoxyethane (7252-83-7) + ethylene glycol (107-21-1) → 2-bromomethyl-1,3-dioxolane (4360-63-8)

Guidance literature:

With Dowex 50(H⁺); at 120 ℃; for 1h;

DOI:10.1080/00397919308009850

Reference yield: 87.0%

ethylene glycol (107-21-1) + Bromoacetaldehyde diethyl acetal (2032-35-1) → 2-bromomethyl-1,3-dioxolane (4360-63-8)

Guidance literature:

With toluene-4-sulfonic acid; at 110 ℃; for 2h;

upstream raw materials:

vinyl acetate

ethylene glycol

1-bromo-2,2-dimethoxyethane

bis-(1,2-dibromo-ethyl) ether

Downstream raw materials:

bromoethyl acetate

Bromessigsaeure-monoglykolester

(3R,5R,8aR)-5-[1,3]Dioxolan-2-ylmethyl-3-phenyl-hexahydro-oxazolo[3,2-a]pyridine-5-carbonitrile

1,3-dioxolan-2-ylmethylenetriphenylphosphorane

Refernces

• 1、 Bogat'skii et al.. "-". . . Retrieved 1978.
• 2、 -. "Preparation methods of doxofylline". Paragraph 0055-0057. . Retrieved 2017/01/23.
• 3、 Kotlyar,Pluzhnik-Gladyr'. "Catalytic Effect of Crown Ethers in the Bromination of 2-Alkyl-substituted 1,3-Dioxacyclanes". . p. 914 - 916. Retrieved 2007/10/03.