Pentanoyl chloride

Pentanoyl chloride is an acyl chloride derived from pentanoic acid. It is a colorless liquid that is used to attach the valeroyl group. It is usually produced by chlorination of valeric acid.^[1]

Pentanoyl chloride

Names
Preferred IUPAC name Pentanoyl chloride
Other names Valeroyl chloride; n-Pentanoyl chloride
Identifiers
CAS Number	638-29-9 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1607711
ChemSpider	55132
ECHA InfoCard	100.010.301
EC Number	211-330-1
PubChem CID	61186
UNII	KJ3B4CY5GG Y
UN number	2502
CompTox Dashboard (EPA)	DTXSID2034091
InChI InChI=1S/C5H9ClO/c1-2-3-4-5(6)7/h2-4H2,1H3 Key: XGISHOFUAFNYQF-UHFFFAOYSA-N
SMILES CCCCC(=O)Cl
Properties
Chemical formula	C5H9ClO
Molar mass	120.58 g·mol−1
Related compounds
Related compounds	Butyryl chloride Hexanoyl chloride
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Reactions

Like related acyl chlorides, valeryl chloride hydrolyzes readily:

CH₃(CH₂)₃C(O)Cl + H₂O → CH₃(CH₂)₃CO₂H + HCl

Alcohols react to give esters:

CH₃(CH₂)₃C(O)Cl + ROH → CH₃(CH₂)₃CO₂R + HCl

Amines react to give amides:

CH₃(CH₂)₃C(O)Cl + R₂NH → CH₃(CH₂)₃C(O)NR₂ + HCl

Benzene reacts under conditions of the Friedel-Crafts reaction to give valerophenone:

CH₃(CH₂)₃C(O)Cl + C₆H₆ → CH₃(CH₂)₃C(O)C₆H₅ + HCl