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Bis(2-ethylhexyl) adipate

Bis(2-ethylhexyl) adipate or DEHA or DOA is an organic compound with the formula (CH2CH2CO2C8H17)2. It is the diester of 2-ethylhexanol and adipic acid. It is a colorless oily liquid.

Bis(2-ethylhexyl) adipate
Names
Preferred IUPAC name
Bis(2-ethylhexyl) hexanedioate
Other names
DEHA; DOA, Di(2-ethylhexyl) adipate, dioctyl adipate (archaic)[1]
Identifiers
  • 103-23-1 Y
3D model (JSmol)
  • Interactive image
Abbreviations DEHA & DOA
ChEBI
  • CHEBI:34675
ChEMBL
  • ChEMBL1414950
ChemSpider
  • 7358 Y
ECHA InfoCard 100.002.810
EC Number
  • 203-090-1
KEGG
  • C14240 Y
  • 7641
RTECS number
  • AU9700000
UNII
  • MBY1SL921L Y
UN number 3082
  • DTXSID0020606
  • InChI=1S/C22H42O4/c1-5-9-13-19(7-3)17-25-21(23)15-11-12-16-22(24)26-18-20(8-4)14-10-6-2/h19-20H,5-18H2,1-4H3 Y
    Key: SAOKZLXYCUGLFA-UHFFFAOYSA-N Y
  • InChI=1/C22H42O4/c1-5-9-13-19(7-3)17-25-21(23)15-11-12-16-22(24)26-18-20(8-4)14-10-6-2/h19-20H,5-18H2,1-4H3
    Key: SAOKZLXYCUGLFA-UHFFFAOYAQ
  • O=C(OCC(CC)CCCC)CCCCC(=O)OCC(CCCC)CC
Properties
C22H42O4
Molar mass 370.574 g·mol−1
Appearance colourless oily liquid
Density 0.93 g/cm3
Melting point −67.8 °C (−90.0 °F; 205.3 K)
Boiling point 417 °C (783 °F; 690 K)
negligible
Vapor pressure 2.6 mm Hg at 200 °C
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Mildly toxic (for humans and animals)
Flash point 196 °C (385 °F; 469 K)
377 °C (711 °F; 650 K)
Lethal dose or concentration (LD, LC):
900 mg/kg (rat, oral)[2]
Safety data sheet (SDS) Oxford University
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)

DEHA is sometimes called "dioctyl adipate", incorrectly. Another name is di(2-ethylhexyl) adipate. The abbreviation DOA has been unfortunately used for both Bis(-2-ethylhexyl)-adipate and dioctyl adipate

Use Edit

As well as related diesters derived from octanol, decanol, isodecanol, etc., it is used as a plasticizer.[3]

DEHA is used as a hydraulic fluid, and a component of aircraft lubricants. It is sometimes also used as an ingredient in PVC-based plastic wrap.

Toxicity Edit

DEHA has very low toxicity. The LD50 is estimated at 900 mg/kg (rat, i.v.).[3]

According to the International Agency for Research on Cancer (IARC), it is "not classifiable as to its carcinogenicity to humans (Group 3)."[4][5]

References Edit

  1. ^ Bis(2-ethylhexyl)adipate
  2. ^ DEHP toxicity
  3. ^ a b Musser, M. T. (2005). "Adipic Acid". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a01_269. ISBN 3527306730.
  4. ^ IARC - Summaries & Evaluations: DI(2-ETHYLHEXYL) ADIPATE, vol. 77, International Agency for Research on Cancer, 2000, p. 149, retrieved 20 December 2008
  5. ^ Inchem Preamble Evaluation, International Agency for Research on Cancer, 1 May 1999, retrieved 20 December 2008

ethylhexyl, adipate, deha, organic, compound, with, formula, ch2ch2co2c8h17, diester, ethylhexanol, adipic, acid, colorless, oily, liquid, namespreferred, iupac, name, ethylhexyl, hexanedioateother, names, deha, ethylhexyl, adipate, dioctyl, adipate, archaic, . Bis 2 ethylhexyl adipate or DEHA or DOA is an organic compound with the formula CH2CH2CO2C8H17 2 It is the diester of 2 ethylhexanol and adipic acid It is a colorless oily liquid Bis 2 ethylhexyl adipate NamesPreferred IUPAC name Bis 2 ethylhexyl hexanedioateOther names DEHA DOA Di 2 ethylhexyl adipate dioctyl adipate archaic 1 IdentifiersCAS Number 103 23 1 Y3D model JSmol Interactive imageAbbreviations DEHA amp DOAChEBI CHEBI 34675ChEMBL ChEMBL1414950ChemSpider 7358 YECHA InfoCard 100 002 810EC Number 203 090 1KEGG C14240 YPubChem CID 7641RTECS number AU9700000UNII MBY1SL921L YUN number 3082CompTox Dashboard EPA DTXSID0020606InChI InChI 1S C22H42O4 c1 5 9 13 19 7 3 17 25 21 23 15 11 12 16 22 24 26 18 20 8 4 14 10 6 2 h19 20H 5 18H2 1 4H3 YKey SAOKZLXYCUGLFA UHFFFAOYSA N YInChI 1 C22H42O4 c1 5 9 13 19 7 3 17 25 21 23 15 11 12 16 22 24 26 18 20 8 4 14 10 6 2 h19 20H 5 18H2 1 4H3Key SAOKZLXYCUGLFA UHFFFAOYAQSMILES O C OCC CC CCCC CCCCC O OCC CCCC CCPropertiesChemical formula C 22H 42O 4Molar mass 370 574 g mol 1Appearance colourless oily liquidDensity 0 93 g cm3Melting point 67 8 C 90 0 F 205 3 K Boiling point 417 C 783 F 690 K Solubility in water negligibleVapor pressure 2 6 mm Hg at 200 CHazardsOccupational safety and health OHS OSH Main hazards Mildly toxic for humans and animals Flash point 196 C 385 F 469 K Autoignitiontemperature 377 C 711 F 650 K Lethal dose or concentration LD LC LD50 median dose 900 mg kg rat oral 2 Safety data sheet SDS Oxford UniversityExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox references DEHA is sometimes called dioctyl adipate incorrectly Another name is di 2 ethylhexyl adipate The abbreviation DOA has been unfortunately used for both Bis 2 ethylhexyl adipate and dioctyl adipateUse EditAs well as related diesters derived from octanol decanol isodecanol etc it is used as a plasticizer 3 DEHA is used as a hydraulic fluid and a component of aircraft lubricants It is sometimes also used as an ingredient in PVC based plastic wrap Toxicity EditDEHA has very low toxicity The LD50 is estimated at 900 mg kg rat i v 3 According to the International Agency for Research on Cancer IARC it is not classifiable as to its carcinogenicity to humans Group 3 4 5 References Edit Bis 2 ethylhexyl adipate DEHP toxicity a b Musser M T 2005 Adipic Acid Ullmann s Encyclopedia of Industrial Chemistry Weinheim Wiley VCH doi 10 1002 14356007 a01 269 ISBN 3527306730 IARC Summaries amp Evaluations DI 2 ETHYLHEXYL ADIPATE vol 77 International Agency for Research on Cancer 2000 p 149 retrieved 20 December 2008 Inchem Preamble Evaluation International Agency for Research on Cancer 1 May 1999 retrieved 20 December 2008 Retrieved from https en wikipedia org w index php title Bis 2 ethylhexyl adipate amp oldid 1171616378, wikipedia, wiki, book, books, library,

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