1,1,1-trimethylol propane

Structural formula
General
Surname	1,1,1-trimethylol propane
other names	2-ethyl-2- (hydroxymethyl) -1,3-propanediol ( IUPAC ) ; 1,1,1-tris (hydroxymethyl) propane; 2,2-bis (hydroxymethyl) butan-1-ol; TMP; Propylidyn trimethanol; TRIMETHYLOL PROPANE ( INCI ) ;
Molecular formula	C 6 H 14 O 3
Brief description	white, flammable solid with a faint odor
External identifiers / databases
EC number	201-074-9
ECHA InfoCard	100,000,978
PubChem	6510
ChemSpider	6264
Wikidata	Q161270
properties
Molar mass	134.18 g mol −1
Physical state	firmly
density	1.08 g cm −3
Melting point	60 ° C
boiling point	295 ° C
Vapor pressure	<0.1 Pa (20 ° C)
solubility	easily soluble in water
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
Toxicological data	14100 mg kg −1 ( LD 50 , rat , oral ) ; 14400 mg l −1 ( LC 50 , fish , 96 h ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

1,1,1-Trimethylolpropane is an organic compound from the group of alcohols , which is in the form of a white, flammable powder.

Extraction and presentation

1,1,1-Trimethylolpropane is obtained from formaldehyde with n- butyraldehyde in the presence of sodium hydroxide, two moles of formaldehyde initially reacting in an aldol reaction with butyraldehyde to form 2,2-bis-hydroxymethylbutanal; a Cannizzaro reaction then takes place with a further mole of formaldehyde, the aldehyde group being reduced to the alcohol .

properties

1,1,1-Trimethylolpropane has three hydroxyl groups and thus enables polymers to be crosslinked three-dimensionally. The flash point is 179 ° C, the ignition temperature 375 ° C.

use

1,1,1-Trimethylolpropane is used as an intermediate in the synthesis of other organic compounds (for example trimethylolpropane trimethacrylate (TMPTMA), for polyurethanes , polyester polyols and polyether polyols , binders and adhesives, synthetic lubricants, polyester and alkyd resin coatings ). These are used in the furniture, construction and automotive industries.

Web links

OECD : Screening Information Dataset (SIDS) Initial Assessment Report (SIAR) for 1,3-propanediol, 2-ethyl-2- (hydroxymethyl) -

Individual evidence

↑ Entry on TRIMETHYLOLPROPANE in the CosIng database of the EU Commission, accessed on April 16, 2020.
↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on 1,1,1-trimethylolpropane in the GESTIS substance database of the IFA , accessed on December 19, 2019(JavaScript required) .
↑ Nachrichten aus der Chemie , 03/2011, p. 219 doi : 10.1002 / nadc.201179640 .

[CosIng-1] Entry on TRIMETHYLOLPROPANE in the CosIng database of the EU Commission, accessed on April 16, 2020.

[GESTIS-2] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on 1,1,1-trimethylolpropane in the GESTIS substance database of the IFA , accessed on December 19, 2019(JavaScript required) .

[3] Nachrichten aus der Chemie , 03/2011, p. 219 doi : 10.1002 / nadc.201179640 .