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Merck
CN

P78

Palmitoyl chloride

98%

Synonym(s):

Hexadecanoyl chloride

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About This Item

Linear Formula:
CH3(CH2)14COCl
CAS Number:
Molecular Weight:
274.87
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-996-7
Beilstein/REAXYS Number:
972409
MDL number:
Assay:
98%
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Quality Level

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

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.



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Warning

Hazard Classifications

Acute Tox. 4 Dermal - Skin Irrit. 2 - Skin Sens. 1

wgk

WGK 1

flash_point_f

320.0 °F - closed cup

flash_point_c

160 °C - closed cup

ppe

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

Storage Class

10 - Combustible liquids

Regulatory Information

危险化学品

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Takeshi Harayama et al.
Journal of lipid research, 56(7), 1370-1379 (2015-05-30)
The surfactant proteins (SPs), SP-B and SP-C, are important components of pulmonary surfactant involved in the reduction of alveolar surface tension. Quantification of SP-B and SP-C in surfactant drugs is informative for their quality control and the evaluation of their
Regioselective opening of an oxirane system with trifluoroacetic anhydride. A general method for the synthesis of 2-monoacyl-and 1, 3-symmetrical triacylglycerols
Stamatov SD and Stawinski J
Tetrahedron, 61(15), 3659-3669 (2005)
Rapid access to 6-bromo-5, 7-dihydroxyphthalide 5-methyl ether by a CuBr2-mediated multi-step reaction: concise total syntheses of hericenone J and 5′ -deoxohericenone C (hericene A)
Kobayashi S, et al.
Tetrahedron, 67(47), 9087-9092 (2011)



Global Trade Item Number

SKUGTIN
P78-500ML04061834398202
P78-100ML04061834398189
P78-1L04061837373169
P78-5ML04061837373183