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115-77-5

Basic Information
CAS No.: 115-77-5
Name: Pentaerythritol
Article Data: 119
Cas Database
Molecular Structure:
Molecular Structure of 115-77-5 (Pentaerythritol)
Formula: C5H12O4
Molecular Weight: 136.148
Synonyms: Pentaerythritol Tech Grade;Tetrahydroxymethylmethane;1,3-propanediol, 2,2-bis(hydroxymethyl)-;Methane tetramethylol;Pentaerythrite;Pentaerythritol(PE);Pentaerythritol, technical grade;Petaerythritol;Mo-pentaerythritol;New plasticizer Polyol benzoate;Sell Pentaerythritol;pentaerythritol (mono-penta);Mono- Pentaerythritol;Pentaerythritol;;Pentaerythritol(Micronized);Pentaerythritol for Sale;Pentaerithritol;Penetek;Pentek;1,3-Propanediol, 2, 2-bis (hydroxymethyl)-;2,2-bis(hydroxymethyl)propane-1,3-diol;Tetramethylolmethane;1,3-Propanediol,2,2-bis(hydroxymethyl)-;2,2-Bishydroxymethyl-1,3-propanediol;Tetrakis(hydroxymethyl)methane;Mono Pentaerythritol;
EINECS: 204-104-9
Density: 1.396 g/cm3
Melting Point: 260.5 °C
Boiling Point: 380.4 °C at 760 mmHg
Flash Point: 200.1 °C
Solubility: 1 g/18 mL (15 °C) in water
Appearance: white crystalline solid
Risk Codes: 33
Safety: 24/25
PSA: 80.92000
LogP: -2.05800
Synthetic route
50-00-0

formaldehyd

64-18-6

formic acid

75-07-0

acetaldehyde

A

115-77-5

Pentaerythritol

B

126-58-9

Dipentaerythritol

C

141-53-7

sodium formate

Conditions
ConditionsYield
Stage #1: formaldehyd; acetaldehyde With sodium hydroxide at 45 - 65℃; under 1500.15 Torr; for 1.38333h; Inert atmosphere;
Stage #2: formic acid pH=6; Product distribution / selectivity;
A 87.4%
B 5%
C 99.7%
50-00-0

formaldehyd

75-07-0

acetaldehyde

115-77-5

Pentaerythritol

Conditions
ConditionsYield
Stage #1: formaldehyd; acetaldehyde With sodium hydroxide In water
Stage #2: With formic acid In water pH=5.7; Product distribution / selectivity;
90%
With ortho-tungstic acid; calcium hydroxide In water at 30 - 48℃; for 1.16667h; Reagent/catalyst;7.7%
With sodium hydroxide at 10℃; for 4.16667h; Product distribution; pH=12.7; different reaction times;
6228-26-8

Formaldehyd-bis(pentaerythrityl)acetal

A

6228-25-7

5,5-bis-hydroxymethyl-[1,3]dioxane

B

115-77-5

Pentaerythritol

Conditions
ConditionsYield
With hydrogenchloride at 80℃; for 2h; Title compound not separated from byproducts;A 33.8 % Chromat.
B 65%
With hydrogenchloride at 80℃; for 0.166667h; Title compound not separated from byproducts;A 9.3 % Chromat.
B 88.6 % Chromat.
With hydrogenchloride at 60℃; for 2h; Product distribution; further temperatures: 23, 40, 80 deg C; different times: 10, 20, 30, 60, 120 min;A 21.9 % Chromat.
B 76.8 % Chromat.
50-00-0

formaldehyd

78-97-7

2-hydroxy-propionitrile

115-77-5

Pentaerythritol

Conditions
ConditionsYield
With sodium hydroxide; water
50-00-0

formaldehyd

107-89-1

acetaldol

115-77-5

Pentaerythritol

Conditions
ConditionsYield
With lead(II) hydroxide on calcium carbonate; water
With calcium hydroxide; water
50-00-0

formaldehyd

2134-29-4

3-Hydroxypropanal

115-77-5

Pentaerythritol

Conditions
ConditionsYield
With sodium hydroxide; water in mehreren Stufen;
5419-74-9

pentaerythritol bisacetate

A

115-77-5

Pentaerythritol

B

13051-30-4

pentaerythritol triacetate

C

597-71-7

pentaerythritol tetracetate

Conditions
ConditionsYield
beim Aufbewahren;
50-00-0

formaldehyd

75-07-0

acetaldehyde

A

115-77-5

Pentaerythritol

B

6228-26-8

Formaldehyd-bis(pentaerythrityl)acetal

Conditions
ConditionsYield
With methyllithium Title compound not separated from byproducts;
With methyllithium; ethyl acetate 2) 1 h, reflux; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
als Nebenprodukt bei der Darstellung von Pentaerythrit; Isolierung aus technischen Pentaerytrit;
50-00-0

formaldehyd

75-07-0

acetaldehyde

A

115-77-5

Pentaerythritol

B

126-58-9

Dipentaerythritol

Conditions
ConditionsYield
With alkali Trennung ueber die Salpersaeureester;
With alkali Trennung von Pentaerythrit ueber die Salpetersaeureester;
With calcium hydroxide; water at 20℃;
50-00-0

formaldehyd

107-02-8

acrolein

115-77-5

Pentaerythritol

Conditions
ConditionsYield
With calcium hydroxide; water
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    Product Name: Pentaerythritol CAS: 115-77-5 MF: C5H12O4 MW: 136.15 EINECS: 204-104-9 Mol File: 115-77-5.mol Pentaerythritol Structure Pentaerythritol Chemical Properties Melting point 253-258 °C (lit.) Boiling point 27

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Specification

The pentaerythritol, with the CAS registry number 115-77-5,is also known as Tetrakis(hydroxymethyl)methane; 2,2-Bis(hydroxymethyl)-1,3-propanediol. It belongs to the product categories of Inorganic & organic chemicals;Organics. Its EINECS number is 204-104-9. This chemical's molecular formula is C5H12O4 and molecular weight is 136.15. What's more,Its systematic name is pentaerythritol.It is a odorless white solid,sinks and mixes slowly with water,stable,incompatible with strong acids,strong oxidizing agents, acid chlorides, acid anhydrides,combustible.It is danger of cumulative effects, so you should avoid contact with skin and eyes.

Physical properties about  pentaerythritol are:
(1)ACD/LogP: -2.592; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -2.59; (4)ACD/LogD (pH 7.4): -2.59; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 4; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 8; (12)Index of Refraction: 1.532; (13)Molar Refractivity: 31.319 cm3; (14)Molar Volume: 101.141 cm3; (15)Surface Tension: 70.5199966430664 dyne/cm; (16)Density: 1.346 g/cm3; (17)Flash Point: 200.145 °C; (18)Enthalpy of Vaporization: 72.706 kJ/mol; (19)Boiling Point: 380.408 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.

Preparation of Pentaerythritol:
Pentaerythritol is manufactured by reaction of formaldehyde and acetaldehyde in the presence of a basic catalyst, generally an alkali or alkaline-earth hydroxide.
In the process (Fig. 1), the main concern in mixing is to avoid loss of temperature control in this exothermic reaction, which can load to excessive by-product formation and/or reduced yields of pentaerythritol. The reaction time depends on the reaction temperature and may vary from about 0.5 to 4 hours at final temperatures of about 65 and 35 °C, respectively. The reactor product, neutralized with acetic or formic acid, is then stripped of excess formaldehyde and water to produce a highly concentrated solution of pentaerythritol reaction products. This is then cooled under carefully controlled crystallization conditions so that the crystals can be readily separated from the liquors by subsequent filtration.
Staged reactions, where only part of the initial reactants is added, either to consecutive reactors or with a time lag to the same reactor, may be used to reduce dipentaerythritol content. This technique increases the effective formaldehyde-to-acetaldehyde mole ratio, maintaining the original stoichiometric one. It also permits easier thermal control of the reaction. Both batch and continuous reaction systems are used.
Dipentaerythritol and tripentaerythritol are obtained as by-products of the pentaerythritol process and may be further purified by fractional crystallization or extraction.
          preparation of Pentaerythritol
                        FIGURE 1: Manufacture of pentaerythritol

You can still convert the following datas into molecular structure:
(1)SMILES:OCC(CO)(CO)CO;
(2)Std. InChI:InChI=1S/C5H12O4/c6-1-5(2-7,3-8)4-9/h6-9H,1-4H2;
(3)Std. InChIKey:WXZMFSXDPGVJKK-UHFFFAOYSA-N.

The toxicity data of pentaerythritol as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 11300mg/kg (11300mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: ATAXIA
Toxicology and Applied Pharmacology. Vol. 6, Pg. 351, 1964.
mouse LD50 oral 25500mg/kg (25500mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: TREMOR

BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)
Toxicology and Applied Pharmacology. Vol. 6, Pg. 351, 1964.
rabbit LD50 oral 18500mg/kg (18500mg/kg) BEHAVIORAL: GENERAL ANESTHETIC

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH

LIVER: OTHER CHANGES
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 36(2), Pg. 25, 1971.
rat LC inhalation > 11gm/m3/6H (11000mg/m3)   Toxicology and Applied Pharmacology. Vol. 6, Pg. 351, 1964.
rat LD50 oral 19500mg/kg (19500mg/kg) LIVER: OTHER CHANGES

BEHAVIORAL: GENERAL ANESTHETIC

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM STOMACH
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 36(2), Pg. 25, 1971.

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