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Acetaldehyde 3-Bromopropyl Ethyl Acetal

  1. Heinrich J. Schostarez

Published Online: 15 APR 2001

DOI: 10.1002/047084289X.ra002

e-EROS Encyclopedia of Reagents for Organic Synthesis

e-EROS Encyclopedia of Reagents for Organic Synthesis

How to Cite

Schostarez, H. J. 2001. Acetaldehyde 3-Bromopropyl Ethyl Acetal. e-EROS Encyclopedia of Reagents for Organic Synthesis. .

Author Information

  1. Upjohn Laboratories, Kalamazoo, MI, USA

Publication History

  1. Published Online: 15 APR 2001

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Abstract

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 [34399-67-2] C7H15BrO2 (MW 211.1)

(electrophilic or nucleophilic hydroxypropylation reagent1)

Alternate Name:1-bromo-3-(1-ethoxyethoxy)propane.

Physical Data: colorless liquid, bp 49–51 °C/1 mmHg.1

Solubility: sol common organic solvents (i.e. diethyl ether, THF, 1,3-propanediol).

Analysis of Reagent Purity:1H NMR.

Preparative Method: the reagent has been prepared from 3-bromo-1-propanol and Ethyl Vinyl Ether using dichloroacetic acid as the catalyst.1 The choice of the catalyst was reported to be crucial to the success of the procedure. This preparation provided the product in 92% yield.

Purification: purification was performed by vacuum distillation, bp 49–51 °C/1 mmHg.1

Handling, Storage, and Precautions: the reagent is acid sensitive and is stored at −30 °C over powdered sodium carbonate.1 This is an alkylation reagent; proper protective equipment should be worn and use restricted to a fume hood.

Featured Compounds

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  1. 1 - 17
Compound Information
Molecular Weight:211.097
Molecular Formula:C7H15BrO2
InChIKey:OGVSYCZHGUMILG-UHFFFAOYSA-N
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Compound Information
Molecular Weight:194.3132
Molecular Formula:C13H22O
InChIKey:FVZYJMMSUCCQRO-UHFFFAOYSA-N
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Compound Information
Molecular Weight:254.4082
Molecular Formula:C16H30O2
InChIKey:FAOHNEGQDAGSFA-AKAXFMLLSA-N
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Compound Information
Molecular Weight:6.941
Molecular Formula:Li
InChIKey:HBBGRARXTFLTSG-UHFFFAOYSA-N
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Compound Information
Molecular Weight:251.302
Molecular Formula:C12H13NO3S
InChIKey:ZDYVRSLAEXCVBX-UHFFFAOYSA-N
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Compound Information
Molecular Weight:74.1216
Molecular Formula:C4H10O
InChIKey:RTZKZFJDLAIYFH-UHFFFAOYSA-N
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Compound Information
Molecular Weight:46.0684
Molecular Formula:C2H6O
InChIKey:LFQSCWFLJHTTHZ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:114.1424
Molecular Formula:C6H10O2
InChIKey:JBFHTYHTHYHCDJ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:156.2221
Molecular Formula:C9H16O2
InChIKey:DCWKALWZHORJAO-UHFFFAOYSA-N
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Compound Information
Molecular Weight:36.461
Molecular Formula:ClH
InChIKey:VEXZGXHMUGYJMC-UHFFFAOYSA-N
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Compound Information
Molecular Weight:154.2063
Molecular Formula:C9H14O2
InChIKey:NJUHKLKUSKDEGO-UHFFFAOYSA-N
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Compound Information
Molecular Weight:235.402
Molecular Formula:C7H15BrMgO2
InChIKey:MJOQVYRJPPFQLZ-UHFFFAOYSA-M
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Compound Information
Molecular Weight:240.3386
Molecular Formula:C14H24O3
InChIKey:XDRHRGKQXOIGIP-UHFFFAOYSA-N
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Compound Information
Molecular Weight:72.1057
Molecular Formula:C4H8O
InChIKey:WYURNTSHIVDZCO-UHFFFAOYSA-N
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Compound Information
Molecular Weight:128.2153
Molecular Formula:C7H16N2
InChIKey:LXFGNBFOJJSPPZ-UHFFFAOYSA-N
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Compound Information
Molecular Weight:258.4002
Molecular Formula:C14H30N2O2
InChIKey:VYGDOCPXLIZRPK-PFONDFGASA-N
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Compound Information
Molecular Weight:107.123
Molecular Formula:C6H14LiN
InChIKey:ZCSHNCUQKCANBX-UHFFFAOYSA-N
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