7252-83-7 Usage
Description
2-Bromo-1,1-dimethoxyethane (Bromoacetaldehyde dimethyl acetal) is used in the synthesis of 2,3-O-acetal via reaction with 2,3-diol in the presence of 10-camphorsulphonic acid (CSA). 2-bromo-1,1-dimethoxyethane was used to react with 4-hydroxylbenzaldehyde, and finally aldehyde substituted prodrug was generated by TFA-mediated deacetalization. It is widely used in chemistry for the synthesis of a variety of antibiotics (including erythromycin and cephalosporins) and other drugs. It is an important and highly reactive bifunctional compound with a good leaving group and a masked aldehyde function. It can be used as a starting material in a variety of reactions to provide N-alkylated compounds, lactams, aldehydes, oximes, azides, and acyclic di-/polyselenides.
Reference
Gotkowska, Joanna. "Bromoacetaldehyde Diethyl Acetal." Synlett26.15(2015):2185-2186.
Chemical Properties
clear colourless to light yellow liquid
Uses
Different sources of media describe the Uses of 7252-83-7 differently. You can refer to the following data:
1. 2-Bromo-1,1-dimethoxyethane (Bromoacetaldehyde dimethyl acetal) was used in the synthesis of 2,3-O-acetal via reaction with 2,3-diol in the presence of 10-camphorsulphonic acid (CSA). 2-bromo-1,1-dimethoxyethane was used to react with 4-hydroxylbenzaldehyde, and finally aldehyde substituted prodrug was generated by TFA-mediated deacetalization.
2. 2-Bromo-1,1-dimethoxyethane (Bromoacetaldehyde dimethyl acetal) was used in the synthesis of 2,3-O-acetal via reaction with 2,3-diol in the presence of 10-camphorsulphonic acid (CSA).
Check Digit Verification of cas no
The CAS Registry Mumber 7252-83-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,2,5 and 2 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 7252-83:
(6*7)+(5*2)+(4*5)+(3*2)+(2*8)+(1*3)=97
97 % 10 = 7
So 7252-83-7 is a valid CAS Registry Number.
InChI:InChI=1/C4H9BrO2/c1-6-4(3-5)7-2/h4H,3H2,1-2H3
7252-83-7Relevant articles and documents
Synthesis of functionalized tetrahydro-1,3-diazepin-2-ones and 1-carbamoyl-1H-pyrroles via ring expansion and ring expansion/ring contraction of tetrahydropyrimidines
Fesenko, Anastasia A.,Trafimova, Ludmila A.,Shutalev, Anatoly D.
supporting information; experimental part, p. 447 - 462 (2012/01/14)
A general approach to 6-phenylthio-substituted 2,3,4,5-tetrahydro-1H-1,3- diazepin-2-ones based on the ring expansion reaction of 1,2,3,4- tetrahydropyrimidin-2-ones under the action of nucleophiles has been developed. The first step of the synthesis was preparation of N-[(2-benzoyloxy-1-tosyl) ethyl]urea by three-component condensation of 2-benzoyloxyethanal, urea and p-toluenesulfinic acid. Nucleophilic substitution of the tosyl group in the obtained sulfone with sodium enolates of α-phenylthioketones followed by cyclization-dehydration, and debenzoylation gave 4-hydroxymethyl-5-phenylthio-1, 2,3,4-tetrahydropyrimidin-2-ones which were transformed into the 4-mesyloxymethyl-derivatives. Treatment of the latter with nucleophilic reagents, such as NaCN, sodium diethyl malonate, PhSNa, MeONa, NaBH4, sodium succinimide, or potassium phthalimide, afforded the target multi-functionalized diazepinones. The obtained 6-phenylthio-diazepinones and their 6-tosyl-substituted analogues were converted into 3-substituted 1-carbamoyl-1H-pyrroles under acidic conditions as a result of ring contraction. Effective one-pot synthesis of the latter from 4-mesyloxymethyl-pyrimidines was realized using a ring expansion/ring contraction sequence.
Synthesis of Substituted Benzocyclobutenediones
Liebeskind, Lanny S.,Lescosky, Leonard J.,McSwain, Charles M.
, p. 1435 - 1439 (2007/10/02)
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