Sebacoyl chloride

{{chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 432939426

| Name = Sebacoyl chloride

| ImageFile = Sebacoyl-chloride-2D-skeletal.png

| ImageSize = 240px

| ImageName = Skeletal formula of sebacoyl chloride

| ImageFile1 = Sebacoyl-chloride-3D-balls.png

| ImageSize1 = 240px

| ImageName1 = Ball-and-stick model

| PIN = Decanedioyl dichloride

| OtherNames = Sebacoyl dichloride

|Section1={{Chembox Identifiers

| CASNo_Ref = {{cascite|correct|??}}

| CASNo = 111-19-3

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 8JT2RJH7AU

| SMILES = ClC(=O)CCCCCCCC(=O)CCl

| EINECS = 203-843-4

| PubChem = 66072

| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}

| ChemSpiderID = 59462

| InChI = 1/C10H16Cl2O2/c11-9(13)7-5-3-1-2-4-6-8-10(12)14/h1-8H2

| InChIKey = WMPOZLHMGVKUEJ-UHFFFAOYAH

| StdInChI_Ref = {{stdinchicite|changed|chemspider}}

| StdInChI = 1S/C10H16Cl2O2/c11-9(13)7-5-3-1-2-4-6-8-10(12)14/h1-8H2

| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}

| StdInChIKey = WMPOZLHMGVKUEJ-UHFFFAOYSA-N

| RTECS =

| MeSHName = C061659

}}

|Section2={{Chembox Properties

| Formula = C₁₀H₁₆Cl₂O₂

| MolarMass = 239.14 g/mol

| Density = 1.12 g cm⁻³

| MeltingPtC = −2.5

| BoilingPtC = 220

}}

|Section7={{Chembox Hazards

| NFPA-H = 3

| NFPA-F = 0

| NFPA-R = 2

| NFPA-S = W

| ExternalSDS = [http://www.pcl.ox.ac.uk/MSDS/SE/sebacoyl_chloride.html External MSDS]

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}}

Sebacoyl chloride (or sebacoyl dichloride) is a di-acyl chloride, with formula (CH₂)₈(COCl)₂. A colorless oily liquid with a pungent odor, it is soluble in hydrocarbons and ethers. Sebacoyl chloride is corrosive; like all acyl chlorides, it hydrolyzes, evolving hydrogen chloride. It is less susceptible to hydrolysis though than shorter chain aliphatic acyl chlorides.{{cite journal|last1=Morgan|first1=Paul W.|last2=Kwolek|first2=Stephanie L.|title=The nylon rope trick: Demonstration of condensation polymerization|journal=Journal of Chemical Education|date=April 1959|volume=36|issue=4|pages=182|doi=10.1021/ed036p182|bibcode=1959JChEd..36..182M}}