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Merck

P78

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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24898879
EC Number:
203-996-7
Beilstein/REAXYS Number:
972409
MDL number:
MFCD00000742

Product Name

Palmitoyl chloride, 98%

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

SMILES string

CCCCCCCCCCCCCCCC(Cl)=O

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.)

Quality Level

200

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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

Storage Class

8A - Combustible corrosive hazardous materials

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN9893
BCCM3662
BCCL6597
BCCK7075
BCCH1259

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Kyoung-Hwa Choi et al.
Carbohydrate polymers, 246, 116487-116487 (2020-08-05)
The purpose of this study was to investigate the improvement in the hydrophobicity of cellulose through gas grafting treatment with long chain fatty acid chloride using high pressure during pressing at high temperature. To do this, the gas grafting treatment
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)
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)
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
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)
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