Neopentyl alcohol
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Neopentyl alcohol
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CAS No:
75-84-3
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Formula:
C5H12O
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Chemical Name:
Neopentyl alcohol
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Synonyms:
1-Propanol,2,2-dimethyl-;2,2-Dimethyl-1-propanol;tert-Butylcarbinol;Neoamyl alcohol;Neopentanol;Neopentyl alcohol;2,2-Dimethylpropyl alcohol;α,α-Dimethylpropanol;2,2,2-Trimethylethanol
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CAS No:
Description
colorless waxy crystalline solid Amyl alcohols (pentanols) have eight isomers. All are flammable, colorless liquids, except the isomer 2,2- dimethyl-1-propanol, which is a crystalline solid.
Liquid
Neopentyl alcohol Basic Attributes
88.15
88.15
1730984
200-907-3
5I067PJD7S
1325
DTXSID9052501
CRYSTALS
29051990
Characteristics
20.2
1.31
Colorless Waxy Crystalline Solid
0.812 g/cm3 @ Temp: 20 °C
53 °C
114 °C
98 °F
1.407
H2O: 3.5 G/100 ML AT 25 ºC
Flammables area
16 mm Hg ( 20 °C)
3.0 (AIR= 1)
MODERATE, WHEN EXPOSED TO FLAME. HYDROGEN TRISULFIDE (H2S3) CAN EXPLODE IT. /AMYL ALCOHOL/
PEPPERMINT ODOR
5.53e-12 cm3/molecule*sec
Liquid molar volume = 0.121103 cu m/kmol (determined at triple point)|Ideal gas heat of formation = -319.07 kJ/mol
41.35 kJ/mole @ boiling point
Critical temperature: 276.85 °C; Critical pressure 29,100 mm Hg
Safety Information
III
4.1
UN 1325 4.1/PG 2
1
10-36/37-11
16-26-36/37-7/9-33
Xi,F
VOLATILE
P210-P305 + P351 + P338-P370 + P378
H228-H319-H335
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Flammable - 3rd degree
|Warning|H226 (32.12%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P312, P337+P313, P370+P378, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 201 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
...USE OF BARRIER CREAMS & PERSONAL PROTECTIVE CLOTHING TO PREVENT SKIN CONTACT. CANISTER-TYPE RESPIRATORS CAPABLE OF ABSORBING ORG VAPOR WILL PROTECT AGAINST PULMONARY ABSORPTION IN...LOW LEVELS OF AIR CONTAMINATION. AIRLINE RESPIRATORS OR SELF-CONTAINED AIR...WHERE THERE IS HIGH-LEVEL... /PENTYL ALCOHOL/
DANGEROUS, WHEN EXPOSED TO HEAT OR FLAME; CAN REACT WITH OXIDIZING MATERIALS. /AMYL ALCOHOL/
MODERATE, WHEN EXPOSED TO FLAME. HYDROGEN TRISULFIDE (H2S3) CAN EXPLODE IT. /AMYL ALCOHOL/
SEE AMYL ALCOHOL. ALCOHOL FOAM. DRY CHEMICAL. /AMYL ALCOHOL/
| 2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.| 3 - Liquids and solids that can be ignited under almost all ambient temperature conditions. Materials produce hazardous atmospheres with air under almost all ambient temperatures or, though unaffected by ambient temperatures, are readily ignited under almost all conditions.| 0 - Materials that in themselves are normally stable, even under fire conditions.
Toxicity
Amyl alcohols, such as neopentyl alcohol, are used as pharmaceutical preparations, flotation agents, and in organic synthesis(1). Therefore, neopentyl alcohol's production and use in these areas may result in its release to the environment through various waste streams(SRC).
TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 123(SRC), determined from an experimental log Kow(2) and a recommended regression-derived equation(3), indicates that neopentyl alcohol will have high mobility in soil(SRC). Volatilization of neopentyl alcohol may be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 5.3X10-5 atm-cu m/mole(SRC), calculated from experimental values of vapor pressure(4) and water solubility(5) and from dry soil surfaces(SRC) based on an experimental vapor pressure of 16 mm Hg(4). Insufficient data are available to determine the rate or importance of biodegradation of neopentyl alcohol in soil(SRC) but the quarternary carbon structure would suggest that biodegradation may be slow(6).|AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 123(SRC), determined from an experimental log Kow(2) and a recommended regression-derived equation(3), indicates that neopentyl alcohol may not adsorb to suspended solids and sediment(SRC) in the water. Neopentyl alcohol may volatilize from water surfaces based on an estimated Henry's Law constant of 5.3X10-5 atm-cu m/mole(SRC), calculated using an experimental vapor pressure(3) and an experimental water solubility(4). Estimated half-lives for a model river and model lake are 18.3 hours and 8.4 days, respectively(5,SRC). An estimated BCF value of 5.8(5,SRC), from an experimental log Kow(2), suggests that neopentyl alcohol will bioconcentrate in aquatic organisms(SRC) according to a recommended classification scheme(6). Insufficient data are available to determine the rate or importance of biodegradation of neopentyl alcohol in water(SRC) but the quarternary carbon structure would suggest that biodegradation may be slow(7).|ATMOSPHERIC FATE: According to a suggested classification scheme(1), an experimental vapor pressure of 16 mm Hg at 25 °C(2) indicates that neopentyl alcohol will exist in the vapor-phase in the ambient atmosphere. Vapor-phase neopentyl alcohol is degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 3.4 days(3,SRC). Neopentyl alcohol may be physically removed from the air by wet deposition(SRC).
The rate constant for the vapor-phase reaction of neopentyl alcohol with photochemically produced hydroxyl radicals has been estimated as 4.66X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 3.4 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC).
An estimated BCF value of 5.8 was calculated for neopentyl alcohol(SRC), using an experimental log Kow of 1.31(1) and a recommended regression-derived equation(2). According to a recommended classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms will not be an important fate process(SRC).
The Koc of neopentyl alcohol is estimated as approximately 123(SRC), using an experimental log Kow of 1.31(1) and a regression-derived equation(2). According to a recommended classification scheme(3), this estimated Koc value suggests that neopentyl alcohol has high mobility in soil(SRC).
The Henry's Law constant for neopentyl alcohol is estimated as 5.3X10-5 atm-cu m/mole(SRC) from its experimental values for vapor pressure, 16 mm Hg(1), and water solubility, 3.5X10+4 mg/l(2). This Henry's Law constant value indicates that neopentyl alcohol will volatilize from water surfaces(3,SRC). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec) is estimated as approximately 18.3 hours(3,SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is estimated as approximately 8.4 days(3,SRC). Neopentyl alcohol's vapor pressure(1) and Henry's Law constant(1,2,SRC) indicate that volatilization from dry and moist soil may occur(SRC).
DRINKING WATER: Neopentyl alcohol was reported in advanced treatment water in Orange County, CA(1).
Occupational exposure to pentyl alcohols, such as neopentyl alcohol, can occur through dermal contact, inhalation, and ingestion(1).
Drug Information
...BECAUSE OF THEIR LOW VOLATILITY &...LOW SOLUBILITY IN BODY FLUIDS, THEY ARE ABSORBED SLOWLY & ONLY TO SMALL EXTENT. /AMYL ALCOHOL/|RATE OF ELIMINATION...OF AMYL ALCOHOLS FROM BODY DECREASES IN FOLLOWING ORDER: PRIMARY, SECONDARY, TERTIARY. /AMYL ALC/|Small amounts of the primary and secondary alcohols, and appreciable amts of the tertiary isomer, are excreted unchanged in the respired air and urine. /Amyl alcohols/
The primary alcohols are rapidly metabolized largely via the ADH route ... . /Primary amyl alcohols/
PENTYL ALCOHOL IS IRRITATING TO THE MUCOUS MEMBRANES OF THE EYES, NOSE, AND THROAT... THE COMPLAINTS FROM SYSTEMIC ILLNESS INCLUDE HEADACHE, DIZZINESS, NAUSEA, VOMITING, DIARRHEA, DELIRIUM, &.../CNS DEPRESSION/. /PENTYL ALCOHOL/|NO EFFECTS UPON NERVES OF SKIN OF MEN & NO LOCAL WHEAL FORMATION, ERYTHEMA, OR HYPEREMIA WERE OBSERVED...FOLLOWING APPLICATION OF ALL ISOMERS EXCEPT 1-PENTANOL. /AMYL ALCOHOL/|ACCORDING TO ANIMAL EXPERIMENTS, AMYL ALCOHOLS ARE ABOUT FOUR TIMES AS TOXIC AS ETHYL ALCOHOL. HOWEVER, BECAUSE OF THEIR LOW VOLATILITY &...LOW SOLUBILITY IN BODY FLUIDS, THEY ARE ABSORBED SLOWLY & ONLY TO SMALL EXTENT. /AMYL ALCOHOL/|The exposure of 2,2-dimethyl-1-propanol for 5 min induced erythema in only 17% of the 12 human subjects over the subsequent 60 min.|For more Human Toxicity Excerpts (Complete) data for NEOPENTYL ALCOHOL (8 total), please visit the HSDB record page.
2,2-dimethylpropanol
Neopentyl alcohol Use and Manufacturing
Review of manuf (by fractionation of fusel oil & via chlorination of pentanes) and properties: Industrial Chemicals, 2nd ed. W.L. Faith et al., Eds. NY,NY: Wiley & Sonspp. 107-14 (1957).
Solids separation agents
Mining (except oil and gas) and support activities|1-Propanol, 2,2-dimethyl-: ACTIVE|...USED IN MFR OF LACQUERS, CHEMICALS, RUBBER, PLASTICS, FRUIT ESSENCES, & EXPLOSIVES, THEY ARE USED AS COMPONENT OF PAINT STRIPPERS & HYDRAULIC FLUIDS & AS INTERMEDIATE OF ORE-FLOTATION AGENTS & OTHER AMYL DERIVATIVES. /AMYL ALC/|...SOLVENTS FOR CAMPHOR, ALKALOIDS, SOFT COPALS, ESTER GUMS, RESINS, IODINE, PHOSPHORUS & SULFUR. /PENTANOLS/
Fire Hazards -> Flammable - 3rd degree
Computed Properties
Molecular Weight:88.15
XLogP3:1.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:88.088815002
Monoisotopic Mass:88.088815002
Topological Polar Surface Area:20.2
Heavy Atom Count:6
Complexity:33.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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