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P78

Sigma-Aldrich

Palmitoyl chloride

98%

Synonym(s):

Hexadecanoyl chloride

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About This Item

Linear Formula:
CH3(CH2)14COCl
CAS Number:
112-67-4
Molecular Weight:
274.87
Beilstein/REAXYS Number:
972409
EC Number:
203-996-7
MDL number:
MFCD00000742
UNSPSC Code:
12352100
PubChem Substance ID:
24898879
NACRES:
NA.22

Quality Level

200

assay

98%

refractive index

n20/D 1.452 (lit.)

bp

88-90 °C/0.2 mmHg (lit.)

mp

11-13 °C (lit.)

density

0.906 g/mL at 25 °C (lit.)

SMILES string

CCCCCCCCCCCCCCCC(Cl)=O

InChI

1S/C16H31ClO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h2-15H2,1H3

InChI key

ARBOVOVUTSQWSS-UHFFFAOYSA-N

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Application

Palmitoyl chloride can be used:
  • To introduce carbon chain in glycosphingolipid galactosyl ceramide through stereoselective olefin cross-metathesis.
  • To prepare monoacyl and 1,3-symmetrical triacylglycerols via regioselective ring opening of an oxirane.

It can also be used in the total synthesis of:
  • Hericenone J and 5′ -deoxohericenone C (hericene A).
  • Seminolipid.
  • Mycobactin S and T equivalents having catechol-glycine group instead of phenol-oxazoline of the naturally occurring mycobactins.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

supp_hazards

EUH014

wgk_germany

WGK 1

flash_point_f

320.0 °F

flash_point_c

160 °C

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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Dodecanoyl chloride purum, ≥97.5% (GC)

Sigma-Aldrich

61670

Dodecanoyl chloride

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Synthesis of the glycosphingolipid β-galactosyl ceramide and analogues via olefin cross metathesis
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