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157147

Sigma-Aldrich

Valeroyl chloride

98%

Synonym(s):

Pentanoic acid chloride, n-Butanecarbonyl chloride, n-Pentanoyl chloride, n-Valeryl chloride

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About This Item

Linear Formula:
CH3(CH2)3COCl
CAS Number:
638-29-9
Molecular Weight:
120.58
Beilstein/REAXYS Number:
506293
EC Number:
211-330-1
MDL number:
MFCD00000757
UNSPSC Code:
12352100
PubChem Substance ID:
24849658
NACRES:
NA.22

assay

98%

form

liquid

refractive index

n20/D 1.42 (lit.)

bp

125-127 °C (lit.)

density

1.016 g/mL at 25 °C (lit.)

SMILES string

CCCCC(Cl)=O

InChI

1S/C5H9ClO/c1-2-3-4-5(6)7/h2-4H2,1H3

InChI key

XGISHOFUAFNYQF-UHFFFAOYSA-N

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Application

Valeroyl chloride was used in the enantioselective synthesis of propylisopropyl acetamide (PID), an amide analog of the major antiepileptic drug valproic acid. It was also used in the synthesis of (4R, 5S-4-methyl-3-(1-oxopentyl)-5-phenyl-oxazolidinone.

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Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Aquatic Chronic 3 - Eye Dam. 1 - Flam. Liq. 3 - Met. Corr. 1 - Skin Corr. 1A

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

89.6 °F - closed cup

flash_point_c

32 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R S Hauck et al.
Pharmaceutical research, 9(7), 850-855 (1992-07-01)
The teratogenic activities of R(+)- and S(-)-2-n-propyl-4-pentynoic acid (R and S-4-yn-VPA), the enantiomers of the highly teratogenic valproic acid (VPA) analogues (+/-)-4-yn-VPA, were investigated in mice. The enantiomers were prepared via asymmetric synthesis, each in three steps employing the chiral
O Spiegelstein et al.
Chirality, 11(8), 645-650 (1999-09-01)
Propylisopropyl acetamide (PID), an amide analogue of the major antiepileptic drug valproic acid (VPA), possesses favorable anticonvulsant and CNS properties. PID contains one chiral carbon atom and therefore exists in two enantiomeric forms. The purpose of this work was to
Janclei P Coutinho et al.
Talanta, 134, 256-263 (2015-01-27)
In this work a multivariate statistical tool (Derringer and Suich optimization) was proposed for the separation of seventeen capsinoids (natural and synthetic) using the UHPLC-DAD chromatography. Capsinoids were analyzed at 280 nm. The variables optimized were the mobile phase (water

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