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3-Butenamine hydrochloride
[CAS 17875-18-2]

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Identification
ClassificationChemical reagent >> Organic reagent >> Amine salt (ammonium salt)
Name3-Butenamine hydrochloride
Synonyms1-Amino-3-butene hydrochloride
Molecular Structure3-Butenamine hydrochloride molecular structure (CAS 17875-18-2)
Molecular FormulaC4H9N.HCl
Molecular Weight107.58
CAS Registry Number17875-18-2
EC Number627-654-5
SMILESC=CCCN.Cl
Properties
Melting point178-180 °C (ethanol ethyl ether ) (Expl.)*
*Koziara, Anna
Safety Data
Hazard Symbolssymbol symbol symbol symbol   GHS05;GHS06;GHS07;GHS08 Danger  Details
Risk StatementsH301-H315-H318-H334-H335  Details
Safety StatementsP233-P260-P261-P264-P264+P265-P270-P271-P280-P284-P301+P316-P302+P352-P304+P340-P305+P354+P338-P317-P319-P321-P330-P332+P317-P342+P316-P362+P364-P403-P403+P233-P405-P501  Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Skin irritationSkin Irrit.2H315
Acute toxicityAcute Tox.3H301
Specific target organ toxicity - single exposureSTOT SE3H335
Serious eye damageEye Dam.1H318
Respiratory sensitizationResp. Sens.1H334
Eye irritationEye Irrit.2H319
Skin sensitizationSkin Sens.1H317
Transport InformationUN 2811 6.1 / PGIII
SDSAvailable
up chemBlink Chemical Story
A four-carbon chain can carry two very different kinds of reactivity. In 3-buten-1-amine, a primary amino group occupies one end and a terminal carbon-carbon double bond occupies the other. The hydrochloride, CAS 17875-18-2, is the salt of that amine. The terminal alkene is separated from nitrogen by two methylene groups, making this a homoallylic amine framework rather than allylamine itself. That extra carbon changes the spacing available when the molecule is incorporated into larger structures.

The salt form is chemically consequential. Protonation converts the amine into an ammonium ion accompanied by chloride, while leaving the carbon-carbon double bond present. The free base and hydrochloride therefore have different compositions and handling properties. When a transformation requires a nucleophilic amine, reaction conditions must provide access to the unprotonated form. The chloride in the hydrochloride is a counterion, not a chlorine atom covalently attached to the carbon chain.

A documented synthetic use appears in the manufacturer's literature for this exact salt. Reaction with 2,3-dichloro-1,4-naphthoquinone in the presence of sodium bicarbonate gives 2-(3-butenylamino)-3-chloronaphthalene-1,4-dione. The nitrogen-containing end becomes attached to the quinone framework while the terminal alkene remains in the product. This example shows how the molecule can introduce an unsaturated side chain through an amino linkage. It does not establish a medicinal indication for either the starting salt or the reaction product.

More generally, having an amine and an alkene in the same molecule allows a chemist to consider different sequences of bond construction. Whether a proposed cyclization, addition or coupling is successful depends on its specific reaction partners and conditions. Such possibilities follow from functional-group chemistry, rather than proving that every conceivable transformation has been reported for this CAS. Publicly verified sources reviewed here support its identity and a specific preparative role, but not a distinctive discovery narrative or a broad commercial application. A short account of that established chemistry is more informative than attributing unrelated uses to this routine synthetic building block.

References:
1. Sigma-Aldrich. 3-Butenylamine hydrochloride, product 597678; CAS 17875-18-2. Identity and application record. https://www.sigmaaldrich.com/US/en/product/aldrich/597678
2. Tokyo Chemical Industry. 3-Buten-1-amine hydrochloride, product A3417; CAS 17875-18-2. https://www.tcichemicals.com/JP/en/p/A3417
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