Basic information
- Standard SMILES
CC(C)C(=O)OCC(C)(C)C(O)C(C)C- InChIKey
DAFHKNAQFPVRKR-UHFFFAOYSA-N- Molecular formula
- C12H24O3
- Average molar mass
- 216.32 g/mol
- Monoisotopic mass
- 216.17254463
Overview
2,2,4-trimethyl-1,3-pentanediol monoisobutyrate is a colorless liquid with a mild characteristic odor. Floats on water. (USCG, 1999)
Names & identifiers
- Preferred name
- Texanol
- IUPAC
- (3-hydroxy-2,2,4-trimethylpentyl) 2-methylpropanoate
- English name
- 2,2,4-Trimethyl-1,3-pentanediol monoisobutyrate
- Molecular formula
- C12H24O3
- Molecular weight
- 216.32
Names & synonyms
Show more names
Database identifiers
- CAS
25265-77-4、77-68-9- PubChem CID
- 6490
- DTXSID
DTXSID10872295- ChEMBL
CHEMBL3184970- ChEBI
CHEBI:229355- UNII
- 9LJI14453C
- EC Number
- 201-049-2
- Nikkaji
- J36.598J
Properties
Computed structural properties
- XLogP
- 3.1
- Topological polar surface area
- 46.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 6
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 207
Experimental & physicochemical properties
Density
0.95 at 68 °F (USCG, 1999) - Less dense than water; will float
Relative density (water = 1): 0.95
Flash Point
248 °F (USCG, 1999)
120 °C o.c.
Boiling Point
471 °F at 760 mmHg (USCG, 1999)
255-260 °C
Vapor Pressure
0.0097 [mmHg]
Vapor pressure, Pa at 20 °C: 1.3
Physicochemical properties
- Melting point
- -50 °C · -50 °C (lit.)
- Boiling point
- 255 °C · 255 °C (lit.)
- Density
- 0.95 g/mL · 0.95 g/mL at 25 °C (lit.)
- refractive index
- 1.44 · 1.44-1.442
- Flash point
- 244 °C · 244°C
- storage temp.
- Sealed in dry,Room Temperature
- form
- Liquid
- color
- Colorless
- Specific Gravity
- 0.95 · 0.95
- Odor
- Mild odor
- Water Solubility
- 900 mg/L · Soluble in water 900 mg/L.
- Cosmetics Ingredients Functions
- PLASTICISER
- InChI
- InChI=1S/C12H24O3/c1-8(2)10(13)12(5,6)7-15-11(14)9(3)4/h8-10,13H,7H2,1-6H3
- InChIKey
- DAFHKNAQFPVRKR-UHFFFAOYSA-N
- SMILES
- C(C)(C)(COC(=O)C(C)C)C(O)C(C)C
- LogP
- 3.2 at · 3.2 at 20℃
- CAS DataBase Reference
- 25265 · 25265-77-4(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 6 ZZH846Y · ID6ZZH846Y
- EPA Substance Registry System
- 2 · 2,2,4-Trimethylpentane-1,3-diol monoisobutyrate (25265-77-4)
- UNSPSC Code
- 12352001 · 12352001
- NACRES
- 21 · NA.21
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 303 · H303
- Precautionary statements
- 270 · P270-P301+P312-P403-P501c
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 24 · 24/25
- WGK Germany
- 1 · 1
- RTECS
- 6000000 · UF6000000
- TSCA
- TSCA listed
- HS Code
- 29156000 · 29156000
- Storage Class
- 10 · 10 - Combustible liquids
- Toxicity
- 20 mL/kg · guinea pig,LD,skin,> 20mL/kg (20mL/kg),Kodak Company Reports. Vol. M-158E, Pg. 1981,
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Warning
H320: Causes eye irritation [Warning Serious eye damage/eye irritation]
P264+P265, P273, P305+P351+P338, P337+P317, and P501 (click each P-code to see the statement)
Hazard information
Regulatory Information
Chemical: Propanoic acid, 2-methyl-, 3-hydroxy-2,2,4-trimethylpentyl ester
Chemical: Propanoic acid, 2-methyl-, monoester with 2,2,4-trimethyl-1,3-pentanediol
Propanoic acid, 2-methyl-, monoester with 2,2,4-trimethyl-1,3-pentanediol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Propanoic acid, 2-methyl-, monoester with 2,2,4-trimethyl-1,3-pentanediol are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
2,2,4-Trimethylpentane-1,3-diol monoisobutyrate: Does not have an individual approval but may be used under an appropriate group standard
Propanoic acid, 2-methyl-, 3-hydroxy-2,2,4-trimethylpentyl ester: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Fire Hazards
Special Hazards of Combustion Products: Irritating vapors and toxic gases, such as carbon dioxide and carbon monoxide, may be formed when involved in fire. (USCG, 1999)
Combustible.
Hazards Summary
A minor skin irritant in guinea pigs and minor eye irritant in rabbits; Not sensitizing to guinea pig skin; Increased absolute and relative liver weights with minor histopathological changes (considered adaptive and reversible) observed in sub-chronic oral study of rats; No evidence of reproductive toxicity, developmental toxicity, or teratogenicity in rats; [IUCLID] A skin and eye irritant; [ICSC] A mild eye, nose, and throat irritant; May cause smarting and reddening of the skin if spilled on clothes and not removed; High vapor concentrations may cause mild smarting of the eyes and respiratory system; [CHRIS] May cause irritation; [Sigma-Aldrich MSDS]
Reactivity Profile
2,2,4-TRIMETHYL-1,3-PENTANEDIOL MONOISOBUTYRATE is an ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. Special Hazards of Combustion Products: Irritating vapors and toxic gases, such as carbon dioxide and carbon monoxide, may be formed when involved in fire (USCG, 1999).
Lower Explosive Limit (LEL)
0.62 % at 300 °F (USCG, 1999)
6000 [ppm]
Safety & protection
Fire Fighting
Fire Extinguishing Agents Not to Be Used: Since material is lighter than water and insoluble, fire could be spread by using water in an uncontained area.
Use powder, AFFF, foam, carbon dioxide.
First Aid Measures
Rinse and then wash skin with water and soap.
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
Protective Action Criteria (PAC)
20 [mg/m3]
210 [mg/m3]
1300 [mg/m3]
Toxicology
Signs and Symptoms
Redness.
Redness.
Safety data
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- UF6000000
- hs_code
- 29156000
- Toxicity
- guinea pig,LD,skin,> 20mL/kg (20mL/kg),Kodak Company Reports. Vol. M-158E, Pg. 1981,
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Storage Class
- 10 - Combustible liquids
- Hazard statements
- H303
- REACH Registrations
- Active
- Precautionary statements
- P270-P301+P312-P403-P501c
Chemistry & industry
Uses & manufacturing
Uses
Permitted for use as an inert ingredient in non-food pesticide products; [EPA] Mainly used as a coalescing agent in industrial paints and coatings; Used in the chemical, paints, lacquers, and varnishes, and polymers industries; Used as a process regulator, solvent, and coalescing agent; [IUCLID] Also used for architectural and industrial maintenance, as a chemical intermediate, in electrodeposition primers and coatings, floor polishes, high-bake enamels, lithographic and letterpress oil-based inks, as recovery solvent in drilling muds and ore flotation, and as solvent for wood preservatives, cosmetics, and personal care products; [ExPub: TCEQ]
Petroleum Production and Refining [Category: Industry]
Use Classification
EPA Safer Chemical Functional Use Classes -> Solvents
Safer Chemical Classes -> Yellow triangle - The chemical has met Safer Choice Criteria for its functional ingredient-class, but has some hazard profile issues
Fragrance Ingredients
General Manufacturing Information
Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing
Propanoic acid, 2-methyl-, 3-hydroxy-2,2,4-trimethylpentyl ester: ACTIVE
Propanoic acid, 2-methyl-, monoester with 2,2,4-trimethyl-1,3-pentanediol: ACTIVE
Applications
Description2,2,4-Trimethyl-1,3-pentanediolmono(2-methylpropanoate) is a volatile organic compound (VOC) being useful in paints and printing inks. As coalescent for latex paints, it finds applications in various fields including coatings, nail care, Printing inks, Solvents for cosmetics and personal care, plasticizers. It is also utilized as a coalescing agent to reduce the minimal film forming temperature (MFFT) during latex film preparation. Study using coupled capillary gas chromatography-mass spectrometry (HRGC-MS) has confirmed its detection in polypropylene packed food samples1. It is also employed in pharma industry. It may be further used in the prepare carbon nanotube (CNT) paste employed in field emission displays (FED).
UsesIntermediate in the manufacture of plasticizers, surfactants, pesticides, and resins.
UsesEmployed In pharma industry. As Coalescent for latex paints. Finds applications in Coatings, Nail care, Printing inks, Solvents for cosmetics and personal care, plasticizers.
Uses2,2,4-Trimethyl-1,3-pentanediol monoisobutyrate (texanol) may be used in the prepare carbon nanotube (CNT) paste employed in field emission displays (FED).
General Description2,2,4-Trimethyl-1,3-pentanediol monoisobutyrate (TMPD-MIB, texanol), a volatile organic compound (VOC), is an important component found in paints and printing inks. It is utilized as a coalescing agent to reduce the minimal film forming temperature (MFFT) during latex film preparation. Its detection in polypropylene packed food samples has been reported by coupled capillary gas chromatography-mass spectrometry (HRGC-MS). The performance of various dispersant affecting the dispersion of multi-walled carbon nanotube (MWCNT) in texanol has been studied.
Upstream & downstream products
Upstream raw materials
Suppliers11 total
Related reactions
Linked notes
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