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P78

Sigma-Aldrich

Palmitoyl chloride

98%

Synonym(s):

Hexadecanoyl chloride

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100 ML
$112.00
500 ML
$442.00
1 L
$770.00

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100 ML
$112.00
500 ML
$442.00
1 L
$770.00

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

$112.00

In StockDetails

Request a Bulk Order

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.[1]
  • To prepare monoacyl and 1,3-symmetrical triacylglycerols via regioselective ring opening of an oxirane.[2]

It can also be used in the total synthesis of:
  • Hericenone J and 5′ -deoxohericenone C (hericene A).[3]
  • Seminolipid.[4]
  • Mycobactin S and T equivalents having catechol-glycine group instead of phenol-oxazoline of the naturally occurring mycobactins.[5]

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

supp_hazards

EUH014

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCM3662
BCCL6597
BCCK7075
BCCH1259
BCCJ5045

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Dodecanoyl chloride purum, ≥97.5% (GC)

Sigma-Aldrich

61670

Dodecanoyl chloride

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)
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)
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
Synthesis and studies of catechol-containing mycobactin S and T analogs
Walz AJ, et al.
Organic & Biomolecular Chemistry, 5(10), 1621-1628 (2007)
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
View All Related Papers

Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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