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Pentaerythritol information


Pentaerythritol
Names
Preferred IUPAC name
2,2-Bis(hydroxymethyl)propane-1,3-diol[1]
Other names
2,2-Bis(hydroxymethyl)1,3-propanediol
Pentaerythritol[1]
Hercules P 6
Monopentaerythritol
Tetramethylolmethane
THME
PETP
Pentaerythrite
Pentek
Hercules Aqualon improved technical PE-200
Identifiers
CAS Number
  • 115-77-5 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:134760
ChEMBL
  • ChEMBL3186112
ChemSpider
  • 7984 checkY
DrugBank
  • DB13526
ECHA InfoCard 100.003.732 Edit this at Wikidata
EC Number
  • 204-104-9
KEGG
  • D08331
PubChem CID
  • 8285
RTECS number
  • RZ2490000
UNII
  • SU420W1S6N checkY
CompTox Dashboard (EPA)
  • DTXSID2026943 Edit this at Wikidata
InChI
  • InChI=1S/C5H12O4/c6-1-5(2-7,3-8)4-9/h6-9H,1-4H2 ☒N
    Key: WXZMFSXDPGVJKK-UHFFFAOYSA-N ☒N
  • InChI=1/C5H12O4/c6-1-5(2-7,3-8)4-9/h6-9H,1-4H2
    Key: WXZMFSXDPGVJKK-UHFFFAOYAH
SMILES
  • OCC(CO)(CO)CO
Properties
Chemical formula
 C5H12O4
Molar mass 136.15 g/mol
Appearance white solid
Density 1.396 g/cm3
Melting point 260.5 °C (500.9 °F; 533.6 K)
Boiling point 276 °C (529 °F; 549 K) at 30 mmHg
Solubility in water
  • 38.46 g/L (0°C)
  • 47.62 g/L (10°C)
  • 52.60 g/L (15°C)
  • 56.60 g/L (20°C)
  • 74.07 g/L (30°C)
  • 115.0 g/L (40°C)
  • 180.3 g/L (60°C)
  • 285.7 g/L (80°C)
  • 500.0 g/L (100°C)[2]
Solubility
  • TBuOH, 15g/L (60°C)[3]
  • DMSO, 20g/L (25°C)

Slightly soluble in:methanol, ethanol, glycerol, ethylene glycol, formamide;

insoluble in: acetone, toluene, heptane, diethyl ether, dichloromethane

Vapor pressure 0.00000008 mmHg (20°C)[4]
Hazards
Flash point 200.1 °C (392.2 °F; 473.2 K)
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 15 mg/m3 (total) TWA 5 mg/m3 (resp)[4]
REL (Recommended)
 TWA 10 mg/m3 (total) TWA 5 mg/m3 (resp)[4]
IDLH (Immediate danger)
 N.D.[4]
Related compounds
Related compounds
 Neopentane, Neopentyl alcohol, Neopentyl glycol, Trimethylolethane, Orthocarbonic acid
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 ?)
Infobox references

Pentaerythritol is an organic compound with the formula C(CH2OH)4. Classified as a polyol, it is a white solid. Pentaerythritol is a building block for the synthesis and production of explosives, plastics, paints, appliances, cosmetics, and many other commercial products.

The word pentaerythritol is a blend of penta- in reference to its 5 carbon atoms and erythritol, which also possesses 4 alcohol groups.

  1. ^ a b Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 691. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
  2. ^ Yalkowsky, Samuel H. (2010). Handbook of aqueous solubility data (Second ed.). Boca Raton, FL: CRC Press. p. 185. ISBN 9781439802465.
  3. ^ Yadav, Manish G.; Vadgama, Rajeshkumar N.; Kavadia, Monali R.; Odaneth, Annamma Anil; Lali, Arvind M. (September 2019). "Production of Pentaerythritol Monoricinoleate (PEMR) by immobilized Candida antarctica lipase B". Biotechnology Reports. 23: e00353. doi:10.1016/j.btre.2019.e00353. PMC 6599945. PMID 31304100.
  4. ^ a b c d NIOSH Pocket Guide to Chemical Hazards. "#0485". National Institute for Occupational Safety and Health (NIOSH).

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civilian purposes, e.g., warheads and booster charges. It is made of pentaerythritol tetranitrate (PETN) phlegmatized with trinitrotoluene (TNT) by melt...

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letter bombs would contain three to four ounces of semtex (mostly pentaerythritol tetranitrate); the Downing Street mortar attack of 7 February 1991;...

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formaldehyde in the presence of calcium hydroxide adds to MeCHO to give pentaerythritol, C(CH2OH)4 and formate. In a Strecker reaction, acetaldehyde condenses...

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host-side endpoint of a SCSI session Monomeric polyols, such as glycerin, pentaerythritol, ethylene glycol and sucrose, serving as the starting point for polymeric...

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butyraldehyde, aldol condensation to 2-ethylhexenal and finally hydrogenation. Pentaerythritol is produced on a large scale beginning with crossed aldol condensation...

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Vasodilation

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as nitroglycerin) isosorbide mononitrate and isosorbide dinitrate pentaerythritol tetranitrate (PETN) sodium nitroprusside PDE5 inhibitors: these agents...

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be reacted with epichlorohydrin to produce the triglycidyl ether. Pentaerythritol Neopentyl glycol Trimethylolethane Peter Werle, Marcus Morawietz, Stefan...

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Acrolein

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a prominent one being the spirocycle derived from pentaerythritol, diallylidene pentaerythritol. Acrolein participates in many Diels-Alder reactions...

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Irganox 1098

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for its thermal stability as well as its non-discoloring properties. Pentaerythritol tetrakis(3,5-di-tert-butyl-4-hydroxyhydrocinnamate) Alger, Mark (1996)...

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Erythritol

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phycite. Zerose is a tradename for erythritol. Erythritol tetranitrate Pentaerythritol Threitol, the diastereomer of erythritol O'Neil M, ed. (2006). The...

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Cordtex

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as a generic term for detonating cord. It uses an explosive core of pentaerythritol tetranitrate (PETN) inside its plastic coating. It is commonly the...

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Penta

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taken an interest in XPN along with erythritol tetranitrate (ETN) and pentaerythritol tetranitrate (PETN) due to their ease of synthesis, which makes them...

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Aldol reaction

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Cannizzaro reaction

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