2020
DOI: 10.1021/acs.oprd.0c00034
|View full text |Cite
|
Sign up to set email alerts
|

Safety Case Study. Intrinsic Instability of Concentrated Solutions of Alcoholic Hydrogen Chloride: Potential Hazards Associated with Methanol

Abstract: Methanolic hydrochloride is a commonly used reagent on the lab scale and on larger scales as well. It is commercially available or can be prepared by bubbling gaseous hydrogen chloride in methanol. After we experienced an incident using a concentrated solution, observations and data were collected. This allowed us to implement a few recommendations to prevent the recurrence and alert of a potential hazard that to our knowledge has not been clearly reported in the literature.

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2
2

Citation Types

0
9
0

Year Published

2020
2020
2024
2024

Publication Types

Select...
4
1

Relationship

0
5

Authors

Journals

citations
Cited by 7 publications
(9 citation statements)
references
References 17 publications
0
9
0
Order By: Relevance
“…With literature precedent of more sustainable, non-chlorinated solvents being employed successfully for Boc deprotection, chemists may be able to move away from traditional methods employing DCM and 1,4-dioxane especially with the commercial availability of HCl solutions in EtOAc, IPA, EtOH, MeOH, 1-butanol, and CPME . Regarding the use of methanolic HCl, a recent incident report has highlighted its intrinsic instability on storage leading to spontaneous degassing and spraying out of a bottle leading to a near miss incident . Ethanolic HCl was examined for the same behavior and was found to be a much safer alternative …”
Section: Viable Alternatives To Chlorinated Solvents For Different Si...mentioning
confidence: 99%
See 3 more Smart Citations
“…With literature precedent of more sustainable, non-chlorinated solvents being employed successfully for Boc deprotection, chemists may be able to move away from traditional methods employing DCM and 1,4-dioxane especially with the commercial availability of HCl solutions in EtOAc, IPA, EtOH, MeOH, 1-butanol, and CPME . Regarding the use of methanolic HCl, a recent incident report has highlighted its intrinsic instability on storage leading to spontaneous degassing and spraying out of a bottle leading to a near miss incident . Ethanolic HCl was examined for the same behavior and was found to be a much safer alternative …”
Section: Viable Alternatives To Chlorinated Solvents For Different Si...mentioning
confidence: 99%
“…Regarding the use of methanolic HCl, a recent incident report has highlighted its intrinsic instability on storage leading to spontaneous degassing and spraying out of a bottle leading to a near miss incident . Ethanolic HCl was examined for the same behavior and was found to be a much safer alternative …”
Section: Viable Alternatives To Chlorinated Solvents For Different Si...mentioning
confidence: 99%
See 2 more Smart Citations
“…12.4 wt %) . HCl in MeOH is well-known to be unstable and decomposes slowly to give MeCl, dimethyl ether, and water at or below 25 °C; this can pose a significant handling and safety risk from the off-gassing of extremely flammable MeCl (bp −24 °C, fp −45.5 °C, LEL 8.1%, UEL 17.2%) and dimethyl ether (bp −25 °C, fp −4 °C, LEL 2%, UEL 50%) and the interaction of such gaseous vent streams with scrubbers and/or thermal oxidizers. In the laboratory, off-gassing was observed throughout the reaction using this 30% methanolic HCl solution.…”
mentioning
confidence: 99%