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Merck

P78

Sigma-Aldrich

Palmitoyl chloride

98%

Sinónimos:

Hexadecanoyl chloride

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About This Item

Fórmula lineal:
CH3(CH2)14COCl
Número de CAS:
Peso molecular:
274.87
Beilstein/REAXYS Number:
972409
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

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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

signalword

Danger

hcodes

Hazard Classifications

Skin Corr. 1B

supp_hazards

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

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


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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
Total syntheses of seminolipid and its analogues by using 2, 6-bis (trifluoromethyl) phenylboronic acid as protective reagent
Shimada N, et al.
Organic & Biomolecular Chemistry, 17(31), 7325-7329 (2019)
Synthesis and studies of catechol-containing mycobactin S and T analogs
Walz AJ, et al.
Organic & Biomolecular Chemistry, 5(10), 1621-1628 (2007)
Synthesis of the glycosphingolipid β-galactosyl ceramide and analogues via olefin cross metathesis
Rai AN and Basu A
The Journal of Organic Chemistry, 70(20), 8228-8230 (2005)
Nrupa Borkar et al.
The Journal of pharmacy and pharmacology, 69(9), 1110-1115 (2017-06-18)
Apomorphine is used to symptomatically treat Parkinson's disease (PD). Oral delivery of apomorphine is generally limited by its short plasma half-life and a hepatic first-pass metabolism. This study was aimed at evaluating the behavioural response of apomorphine and its prodrug

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