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Basic Information
| CAS No.: | 144-19-4 |
|---|---|
| Name: | 2,2,4-Trimethyl-1,3-pentanediol |
| Article Data: | 44 |
| Molecular Structure: | |
|
|
|
| Formula: | C8H18O2 |
| Molecular Weight: | 146.23 |
| Synonyms: | 2,2,4-Trimethyl-1,3-pentanediol;NSC 6368;Nexcoat 795;TMPD (alcohol); |
| EINECS: | 205-619-1 |
| Density: | 0.935 g/cm3 |
| Melting Point: | 50-53 °C(lit.) |
| Boiling Point: | 231.999 °C at 760 mmHg |
| Flash Point: | 92.667 °C |
| Solubility: | 31.5g/L at 20℃ |
| Appearance: | white crystalline powder |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 36/37/38 |
| Safety: | 26-37/39 |
| PSA: | 40.46000 |
| LogP: | 1.02180 |
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Synthetic route
- 77-68-9
texanol
A
- 144-19-4
2,2,4-trimethylpentan-1,3-diol
B
- 6846-50-0
2,2,4-trimethyl-1,3-pentanediol diisobutyrate
Conditions
| Conditions | Yield |
|---|---|
| With Cr2O3/SO42 solid acid catalyst at 160℃; for 6h; Reagent/catalyst; Temperature; | A n/a B 93% |
Conditions
| Conditions | Yield |
|---|---|
| With nickel In sodium hydroxide at 20℃; Electrochemical reaction; | 92% |
| With sodium hydroxide | |
| With calcium hydroxide |
- 74-85-1
ethene
- 78-84-2
isobutyraldehyde
B
- 144-19-4
2,2,4-trimethylpentan-1,3-diol
C
- 3876-46-8, 3876-47-9, 60712-38-1, 82335-99-7, 97906-32-6, 98391-91-4, 103729-84-6, 103729-88-0, 129262-73-3
(2R,3S)-2,4-dimethyl-1,3-pentane diol
Conditions
| Conditions | Yield |
|---|---|
| Stage #1: ethene; isobutyraldehyde With carbon monoxide; hydrogen; triphenylphosphine; acetylacetonatodicarbonylrhodium(l); L-proline In N,N-dimethyl-formamide at 5℃; under 22502.3 Torr; for 48h; Stage #2: With sodium tetrahydroborate In methanol; N,N-dimethyl-formamide at 0℃; for 0.666667h; Further stages.; | A n/a B n/a C 76% |
...Expand
- 221319-52-4
7-Isopropyl-8,8-dimethyl-8,9-dihydro-7H-6,10-dioxabenzocyclononene-5,11-dione
- 144-19-4
2,2,4-trimethylpentan-1,3-diol
Conditions
| Conditions | Yield |
|---|---|
| 48% |
- 16889-18-2
5,5-dimethyl-2,6-bis(propan-2-yl)-1,3-dioxan-4-ol
- 144-19-4
2,2,4-trimethylpentan-1,3-diol
Conditions
| Conditions | Yield |
|---|---|
| With water; nickel at 50 - 85℃; Hydrogenation; | |
| With hydrogen; chromium nickel | |
| Multi-step reaction with 2 steps 1: aqueous acetic acid / Abdestillieren des entstehenden Isobutyraldehyds 2: Raney nickel; water / 125 - 165 °C / Hydrogenation View Scheme |
Conditions
| Conditions | Yield |
|---|---|
| With sodium amalgam; ethanol; sulfuric acid | |
| With water; nickel at 125 - 165℃; Hydrogenation; |
- 918-79-6
3-hydroxy-2,2,4-trimethyl-pentanal
A
- 144-19-4
2,2,4-trimethylpentan-1,3-diol
B
- 79-31-2
isobutyric Acid
Conditions
| Conditions | Yield |
|---|---|
| With potassium hydroxide zuletzt bei Siedetemperatur; |
- 78-84-2
isobutyraldehyde
A
- 144-19-4
2,2,4-trimethylpentan-1,3-diol
B
- 918-79-6
3-hydroxy-2,2,4-trimethyl-pentanal
Conditions
| Conditions | Yield |
|---|---|
| With potassium hydroxide |
Conditions
| Conditions | Yield |
|---|---|
| With sodium hydroxide at 200℃; | |
| With water; calcium carbonate at 150℃; under 40452.9 Torr; |
Conditions
| Conditions | Yield |
|---|---|
| With lithium aluminium tetrahydride |
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2,2,4-Trimethyl-1,3-pentanediol
Chemistry
Molecular Formula: C8H18O2 
Formula Weight: 146.23
mp : 50-53 °C(lit.)
bp : 232 °C(lit.)
density : 0,937 g/cm3
Fp : >230 °F
Flash Point: 125 °C ( 257.00 °F)
Vapor Pressure: 28 mbar @ 129 °C
Viscosity: 19.6 mPas 60 °C
Solubility in water: soluble in alcohol, acetone, ether, benz
Physical State of 2,2,4-TRIMETHYL-1,3-PENTANEDIOL (144-19-4): Crystalline Solid
Color of 2,2,4-TRIMETHYL-1,3-PENTANEDIOL (144-19-4) : white
Formula Weight: 146.23
mp : 50-53 °C(lit.)
bp : 232 °C(lit.)
density : 0,937 g/cm3
Fp : >230 °F
Flash Point: 125 °C ( 257.00 °F)
Vapor Pressure: 28 mbar @ 129 °C
Viscosity: 19.6 mPas 60 °C
Solubility in water: soluble in alcohol, acetone, ether, benz
Physical State of 2,2,4-TRIMETHYL-1,3-PENTANEDIOL (144-19-4): Crystalline Solid
Color of 2,2,4-TRIMETHYL-1,3-PENTANEDIOL (144-19-4) : white
Uses
2,2,4-TRIMETHYL-1,3-PENTANEDIOL (144-19-4) is mainly used in the manufacture of polyester resin, coating with alkyd resin, and also used for synthetic ester in coatings, plastic as plasticizers, etc.
Toxicity Data With Reference
| 1. | skn-rbt 9370 µg/24H open MLD | AIHAAP American Industrial Hygiene Association Journal. 23 (1962),95. | ||
| 2. | orl-rat LDLo:2000 mg/kg | KODAK* Kodak Company Reports .(Rochester, NY.: ),1971. | ||
| 3. | ipr-rat LDLo:800 mg/kg | TXAPA9 Toxicology and Applied Pharmacology. 29 (1974),87. | ||
| 4. | ivn-rat LDLo:145 mg/kg | TXAPA9 Toxicology and Applied Pharmacology. 29 (1974),87. | ||
| 5. | orl-mus LDLo:2200 mg/kg | KODAK* Kodak Company Reports .(Rochester, NY.: ),1971. | ||
| 6. | ipr-mus LDLo:800 mg/kg | TXAPA9 Toxicology and Applied Pharmacology. 29 (1974),87. | ||
| 7. | ivn-mus LDLo:145 mg/kg | TXAPA9 Toxicology and Applied Pharmacology. 29 (1974),87. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Hazard Codes : Xi (Irritant)
Risk Statements : 36/37/38 (Irritating to eyes, respiratory system and skin)
Safety Statements : 26-37/39 (In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Wear suitable gloves and eye/face protection)
WGK Germany : 1
RTECS : SA1400000
Poison by intravenous route. Moderately toxic by ingestion and intraperitoneal routes. A skin irritant. An insect repellent. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use CO2, fog, mist, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.
Risk Statements : 36/37/38 (Irritating to eyes, respiratory system and skin)
Safety Statements : 26-37/39 (In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Wear suitable gloves and eye/face protection)
WGK Germany : 1
RTECS : SA1400000
Poison by intravenous route. Moderately toxic by ingestion and intraperitoneal routes. A skin irritant. An insect repellent. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use CO2, fog, mist, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.
Specification
Handling of 2,2,4-TRIMETHYL-1,3-PENTANEDIOL (144-19-4): Keep container tightly closed. Avoid ingestion and inhalation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation.
Storage of 2,2,4-TRIMETHYL-1,3-PENTANEDIOL (144-19-4): Store in a cool, dry, well-ventilated area away from
incompatible substances. Store in a tightly closed container. Keep container closed when not in use.
Storage of 2,2,4-TRIMETHYL-1,3-PENTANEDIOL (144-19-4): Store in a cool, dry, well-ventilated area away from
incompatible substances. Store in a tightly closed container. Keep container closed when not in use.