Jump to content

Dibutyl sebacate: Difference between revisions

From Wikipedia, the free encyclopedia
Browse history interactively
← Previous editNext edit →
Content deleted Content added
VisualWikitext
add IUPAC name
Made an element of the nomenclature italics, to be consistent within the article.
Tag: Reverted
(5 intermediate revisions by 3 users not shown)
Line 1: Line 1:
{{Refimprove|find="dibutyl sebacate"|date=July 2009}}
{{page numbers improve|date=September 2024}}
<!--Issue with the Chembox referencing is that it is using a single inline citatons for tens of facts, then trying use a wide page range to cover them all. This violates WP:VERIFY principles requiring narrow page ranges. The immediate answer is that the editor that populated the Chembox return and use the combination of the <ref name="hand"/> markup, after removing the page numbers from it, and then add the {{rp:xx}} markup after each, to provide the actual page number, or narrow page range, from which the puported fact was taken. Broad ranges makes verification so arduous as to ensure it does not take place at all (nullifying WP:VERIFY). The fundamental policy of WP is that we facilitate verification of non-sky-is-blue content, because our veracity arises from tying facts to their published sources.-->
{{Chembox
{{Chembox
| Verifiedfields = changed
| Verifiedfields = changed
Line 8: Line 11:
| ImageSize1 =
| ImageSize1 =
| PIN = Dibutyl decanedioate
| PIN = Dibutyl decanedioate
| OtherNames = dibutyl sebacate, Proviplast 1944lkl;
| OtherNames = <!--Proviplast 1944lkl;-->
| Reference = <ref name="hand">
| Reference = <ref name="hand">
{{cite book | last = Lide | first = David R. | year = 1998
{{cite book | last = Lide | first = David R. | year = 1998
Line 15: Line 18:
| location = Boca Raton, Florida
| location = Boca Raton, Florida
| publisher = CRC Press
| publisher = CRC Press
| isbn = 0-8493-0594-2 | pages = 3–162, 15–18}}</ref>
| isbn = 0-8493-0594-2 | pages = 3–162, 15–18}}{{Page range too broad|date = September 2024}}</ref>{{Page range too broad|date = September 2024}}
|Section1={{Chembox Identifiers
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 7697
| ChemSpiderID = 7697
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 2106225
| ChEMBL = 2106225
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII_Ref = {{fdacite|correct|FDA}}
Line 71: Line 74:
}}
}}
}}
}}
'''Dibutyl sebacate''' ('''DBS''') is an [[organic chemical]], a di-[[butyl|''n''-butyl]] [[ester]] of [[sebacic acid]],{{fact|date=September 2024}} in pure form a clear liquid.<ref name=ATSDRottoII/> Its other commonly used names include its IUPAC name, '''dibutyl decanedioate''', various nonsystematic names for symmetric dialkyl esters of dialkanedioic acids (e.g., di-''n''-butyl sebacate and 1,10-dibutyl decanedioate), as well as Kodaflex DBS, PX 404,<!-- Morflex, polycizer, Proviplast 1944,{{fact|date=September 2024}} [NO SOURCE FOR THESE.]--> and many others.<ref>{{cite web| author = Pubchem Staff | date = 11 September 2024| title = Dibutyl Sebacate | work = [[PubChem]] | url = https://pubchem.ncbi.nlm.nih.gov/compound/Dibutyl-sebacate | access-date = 11 September 2024 | quote = <small> 2.4.2 Depositor-Supplied Synonyms... / Dibutyl decanedioate / 109-43-3 / Butyl sebacate / Decanedioic acid, dibutyl ester / Di-n-butyl sebacate / Kodaflex DBS / Dibutyl sebacinate / Staflex DBS / Monoplex DBS / Bis(n-butyl) sebacate / Sebacic acid, dibutyl ester / Di-n-butylsebacate / Bis(n-butyl)sebacate / 1,10-dibutyl decanedioate / FEMA No. 2373 / Dibutyl 1,8-octanedicarboxylate / Sebacic acid dibutyl ester / Dibutylester kyseliny sebakove / Di(n-butyl) sebacate / PX 404 / n-Butyl sebacate / Plasthall DBS / Uniflex DBS / NSC 3893 / Reomol DBS / Decanedioic Acid Dibutyl Ester / Dibutyl sebacate (NF) / Dibutyl sebacate [NF] / NSC-3893 / 4W5IH7FLNY / Decanedioic acid, 1,10-dibutyl ester / DTXSID1041847.</small>}}</ref>


Its main use is in production of [[plastics]],<ref name=ATSDRottoII/> as a [[plasticizer]],{{fact|date = September 2024}} for instance, in production of [[cellulose acetate butyrate]], [[cellulose acetate propionate]], [[ethyl cellulose]], [[polyvinyl butyral]], [[polyvinyl chloride]], [[polystyrene]], and other plastics, as well as many [[synthetic rubber]]s (especially [[nitrile rubber]] and [[neoprene]]).{{fact|date=September 2024}}
'''Dibutyl sebacate''' ('''DBS''') is an [[organic chemical]], a di[[butyl]] [[ester]] of [[sebacic acid]]. Its main use is as a [[plasticizer]] in production of [[plastics]], namely [[cellulose acetate butyrate]], [[cellulose acetate propionate]], [[ethyl cellulose]], [[polyvinyl butyral]], [[polyvinyl chloride]], [[polystyrene]], and many [[synthetic rubber]]s (especially [[nitrile rubber]] and [[neoprene]]) and other plastics. It can be used for plastics in use in the food [[packaging and labelling|packaging]] industry, in plastics used for medical devices, and for [[pharmaceutical]] applications, e.g. as a plasticizer for film coating of [[Tablet (pharmacy)|tablets]], beads, and granules.<ref name=chemicalland>chemicalland21.com [http://chemicalland21.com/industrialchem/plasticizer/DIBUTYL%20SEBACATE.htm ''Dibutyl Sebacate''] {{webarchive|url=https://web.archive.org/web/20100130215200/http://chemicalland21.com/industrialchem/plasticizer/DIBUTYL%20SEBACATE.htm |date=2010-01-30 }}</ref> It is also used as a [[lubricant]] in shaving lotions, and a flavoring additive in [[non-alcoholic beverage]]s, [[ice cream]], ices, [[candy]], and baked goods. It provides excellent compatibility{{Citation needed|date=September 2007}} with a range of plastic materials, superior properties at low temperatures, and good oil resistivity. Its other names include Morflex, Kodaflex, polycizer, Proviplast 1944 and PX 404. Dibutyl sebacate is also used as a [[Phlegmatized|desensitizer]] in [[Otto fuel II]], a [[torpedo]] [[monopropellant]].

DBS can be used in plastics for food [[packaging and labelling|packaging]],<ref name=ATSDRottoII/> for medical devices, and for [[pharmaceutical]] applications, e.g. as a plasticizer for film coating of [[Tablet (pharmacy)|tablets]], beads, and granules.{{fact|date=September 2024}}<!--THIS IS A REFERENCE TO A CHEMICAL SALES SITE. PLEASE CONNECT THIS MATERIAL TO A SCHOLARLY, NON-SELF-INTERESTED (NON-COMMERCIAL) SOURCE: <ref name=chemicalland>chemicalland21.com [http://chemicalland21.com/industrialchem/plasticizer/DIBUTYL%20SEBACATE.htm ''Dibutyl Sebacate''] {{webarchive|url=https://web.archive.org/web/20100130215200/http://chemicalland21.com/industrialchem/plasticizer/DIBUTYL%20SEBACATE.htm |date=2010-01-30 }}</ref>--> It is also used in shaving creams<ref name=ATSDRottoII/> (as a [[lubricant]]{{fact|date=September 2024}}) and as a [[flavor enhancer]] (e.g., in baked goods, [[candy]], [[ice cream]], <!--NOT SOURCED: ices, -->and [[non-alcoholic beverage]]s).<ref name=ATSDRottoII/> It is also used as a minor component in [[Otto fuel II]], a [[torpedo]] propellant,<ref name=ATSDRottoII>{{cite web| author = ATSDR Staff | date = 11 September 2024| title = ToxFAQs™ for Otto Fuel II and Its Components / What is Otto Fuel II| work = [[CDC.gov]] | location = Chamblee, GA | publisher = [[CDC]] Agency for Toxic Substances and Disease Registry (ATSDR) | url = https://wwwn.cdc.gov/TSP/ToxFAQs/ToxFAQsDetails.aspx?faqid=780&toxid=152 | access-date = 11 September 2024 | quote = <small>Otto Fuel II is a distinct-smelling, reddish-orange, oily liquid that the U.S. Navy uses as a fuel for torpedoes and other weapon systems. It is a mixture of three synthetic substances: propylene glycol dinitrate (the major component), 2-nitrodiphenylamine, and dibutyl sebacate. Propylene glycol dinitrate, a colorless liquid with an unpleasant odor, is explosive. 2-Nitrodiphenylamine is an orange solid used to control the explosion of propylene glycol dinitrate. Dibutyl sebacate is a clear liquid used for making plastics, many of which are used for food packaging. It is also used to enhance flavor in some foods such as ice cream, candy, baked goods, and nonalcoholic drinks, and is found in some shaving creams.</small>}}</ref> as a [[Phlegmatized|desensitizer]] in this [[monopropellant]].{{fact|date = September 2024}}

The compatibility of DBS with a range of plastic materials is excellent,{{Citation needed|date=September 2007}} its oil resistivity is good,{{fact|date=September 2024}} and its properties at low temperatures are "superior".{{what|date = September 2024}}{{cite quote|date = September 2024}}


==References==
==References==
{{More citations needed|date=July 2009}}
{{reflist}}
{{reflist}}


Revision as of 23:53, 11 September 2024

Dibutyl sebacate[1][page range too broad]
Names
Preferred IUPAC name
Dibutyl decanedioate
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.003.339 Edit this at Wikidata
EC Number
  • 203-672-5
RTECS number
  • VS1150000
UNII
  • InChI=1S/C18H34O4/c1-3-5-15-21-17(19)13-11-9-7-8-10-12-14-18(20)22-16-6-4-2/h3-16H2,1-2H3
    Key: PYGXAGIECVVIOZ-UHFFFAOYSA-N
  • CCCCOC(=O)CCCCCCCCC(=O)OCCCC
Properties
C18H34O4
Molar mass 314.466 g·mol−1
Appearance colorless liquid
Density 0.9405 g/cm3 at 15 °C
Melting point −10 °C (14 °F; 263 K)
Boiling point 344.5 °C (652.1 °F; 617.6 K)
0.04 g/L
Solubility soluble in diethyl ether, carbon tetrachloride
Structure
2.48 D
Thermochemistry
1.968 J·g−1·K−1
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Flash point 178 °C (352 °F; 451 K)
365 °C (689 °F; 638 K)
Explosive limits >0.4%
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Dibutyl sebacate (DBS) is an organic chemical, a di-n-butyl ester of sebacic acid,[citation needed] in pure form a clear liquid.[2] Its other commonly used names include its IUPAC name, dibutyl decanedioate, various nonsystematic names for symmetric dialkyl esters of dialkanedioic acids (e.g., di-n-butyl sebacate and 1,10-dibutyl decanedioate), as well as Kodaflex DBS, PX 404, and many others.[3]

Its main use is in production of plastics,[2] as a plasticizer,[citation needed] for instance, in production of cellulose acetate butyrate, cellulose acetate propionate, ethyl cellulose, polyvinyl butyral, polyvinyl chloride, polystyrene, and other plastics, as well as many synthetic rubbers (especially nitrile rubber and neoprene).[citation needed]

DBS can be used in plastics for food packaging,[2] for medical devices, and for pharmaceutical applications, e.g. as a plasticizer for film coating of tablets, beads, and granules.[citation needed] It is also used in shaving creams[2] (as a lubricant[citation needed]) and as a flavor enhancer (e.g., in baked goods, candy, ice cream, and non-alcoholic beverages).[2] It is also used as a minor component in Otto fuel II, a torpedo propellant,[2] as a desensitizer in this monopropellant.[citation needed]

The compatibility of DBS with a range of plastic materials is excellent,[citation needed] its oil resistivity is good,[citation needed] and its properties at low temperatures are "superior".[clarification needed][This quote needs a citation]

References

  1. ^ Lide, David R. (1998). Handbook of Chemistry and Physics (87 ed.). Boca Raton, Florida: CRC Press. pp. 3–162, 15–18. ISBN 0-8493-0594-2.[page range too broad]
  2. ^ a b c d e f ATSDR Staff (11 September 2024). "ToxFAQs™ for Otto Fuel II and Its Components / What is Otto Fuel II". CDC.gov. Chamblee, GA: CDC Agency for Toxic Substances and Disease Registry (ATSDR). Retrieved 11 September 2024. Otto Fuel II is a distinct-smelling, reddish-orange, oily liquid that the U.S. Navy uses as a fuel for torpedoes and other weapon systems. It is a mixture of three synthetic substances: propylene glycol dinitrate (the major component), 2-nitrodiphenylamine, and dibutyl sebacate. Propylene glycol dinitrate, a colorless liquid with an unpleasant odor, is explosive. 2-Nitrodiphenylamine is an orange solid used to control the explosion of propylene glycol dinitrate. Dibutyl sebacate is a clear liquid used for making plastics, many of which are used for food packaging. It is also used to enhance flavor in some foods such as ice cream, candy, baked goods, and nonalcoholic drinks, and is found in some shaving creams.
  3. ^ Pubchem Staff (11 September 2024). "Dibutyl Sebacate". PubChem. Retrieved 11 September 2024. 2.4.2 Depositor-Supplied Synonyms... / Dibutyl decanedioate / 109-43-3 / Butyl sebacate / Decanedioic acid, dibutyl ester / Di-n-butyl sebacate / Kodaflex DBS / Dibutyl sebacinate / Staflex DBS / Monoplex DBS / Bis(n-butyl) sebacate / Sebacic acid, dibutyl ester / Di-n-butylsebacate / Bis(n-butyl)sebacate / 1,10-dibutyl decanedioate / FEMA No. 2373 / Dibutyl 1,8-octanedicarboxylate / Sebacic acid dibutyl ester / Dibutylester kyseliny sebakove / Di(n-butyl) sebacate / PX 404 / n-Butyl sebacate / Plasthall DBS / Uniflex DBS / NSC 3893 / Reomol DBS / Decanedioic Acid Dibutyl Ester / Dibutyl sebacate (NF) / Dibutyl sebacate [NF] / NSC-3893 / 4W5IH7FLNY / Decanedioic acid, 1,10-dibutyl ester / DTXSID1041847.
Retrieved from "https://en.wikipedia.org/w/index.php?title=Dibutyl_sebacate&oldid=1245262239"