Neopentyl alcohol

HCID 6404CAS 75-84-3

Basic information

Standard SMILES
CC(C)(C)CO
InChIKey
KPSSIOMAKSHJJG-UHFFFAOYSA-N
Molecular formula
C5H12O
Average molar mass
88.15 g/mol
Monoisotopic mass
88.088815

Names & identifiers

Preferred name
Neopentyl alcohol
IUPAC
2,2-dimethylpropan-1-ol
English name
2,2-Dimethyl-1-propanol
Molecular formula
C5H12O
Molecular weight
88.14818

Names & synonyms

NEOPENTYL ALCOHOL75-84-32,2-dimethylpropan-1-ol2,2-Dimethyl-1-propanol2,2-Dimethylpropanoltert-ButylcarbinolNeoamyl alcoholNeopentanol1-Propanol, 2,2-dimethyl-tert-Butyl carbinol2,2-Dimethylpropyl alcohol5I067PJD7S
Show more names
DTXSID9052501RefChem:832324DTXCID3031074200-907-3NeopentylalcoholMFCD000046822,2,2-Trimethylethanol2,2-dimethyl-propan-1-ol

Database identifiers

CAS
75-84-3
PubChem CID
6404
DTXSID
DTXSID9052501
ChEMBL
CHEMBL458630
UNII
5I067PJD7S
EC Number
200-907-3
Nikkaji
J4.163G

Properties

Computed structural properties

XLogP
1.3
Topological polar surface area
20.2 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
1
Heavy atoms
6

Experimental & physicochemical properties

Chemical ClassesFlammable agents - 3rd degree
SolventsSolvents -> Alcohols (<C12)
SpringerMaterials PropertiesBoiling point
LogP · 2 items

log Kow = 1.31

1.29

OdorPEPPERMINT ODOR
Density · 2 items

0.812 @ 20 °C/4 °C

Liquid density = 851.5 kg/cu m

Physicochemical properties

Melting point
53 °C · 53 °C
Boiling point
114 °C · 114 °C
Density
0.812 g/cm3 · 0.812 g/cm3
pka
15.24 · 15.24±0.10(Predicted)
Symbol(GHS)
2 · GHS02,GHS07
Signal word
Danger

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 15.7% (29 of 185) of reports.

Danger

H226 (23.8%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264+P265, P271, P280, P303+P361+P353, P304+P340, P305+P351+P338, P317, P319, P337+P317, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 185 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: 1-Propanol, 2,2-dimethyl-

2,2-Dimethyl-1-propanol: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Fire PotentialDANGEROUS, WHEN EXPOSED TO HEAT OR FLAME; CAN REACT WITH OXIDIZING MATERIALS. /AMYL ALCOHOL/
Hazards Summary · 1 item

Higher alcohols are not highly toxic in the industrial setting; Can cause liver injury, somnolence, and respiratory depression in experimental animals; Related compounds can cause irritation of eye, nose, and throat and CNS depression in high concentrations; [HSDB] Related compounds cause nose, throat, and respiratory tract irritation; Inhalation of high concentrations can cause CNS depression; Aqueous solutions cause severe eye irritation, based on animal studies; [CHEMINFO] An irritant; [MSDSonline]

NFPA Hazard Classification · 3 items

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.

Hazard Classes and Categories · 2 items

Flam. Liq. 3 (23.8%)

Flammable agents - 3rd degree

Explosive Limits and PotentialMODERATE, WHEN EXPOSED TO FLAME. HYDROGEN TRISULFIDE (H2S3) CAN EXPLODE IT. /AMYL ALCOHOL/

Safety & protection

Exposure Control and Personal Protection20.0 [ppm]
Fire Fighting ProceduresSEE AMYL ALCOHOL. ALCOHOL FOAM. DRY CHEMICAL. /AMYL ALCOHOL/
Storage ConditionsSTORAGE REQUIREMENTS: EVEN SLIGHTLY FLAMMABLE MATERIALS SHOULD BE ISOLATED FROM OXIDIZERS. ...STORAGE AREA SHOULD BE KEPT COOL & VENTILATED & SHOULD BE FIREPROOF.
Disposal Methods · 1 item

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.

Personal Protective Equipment (PPE) · 1 item

...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/

Toxicology

Environmental Fate · 3 items

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).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Soil Adsorption/Mobility · 1 item

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).

Human Toxicity Excerpts · 5 items

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.

Artificial Pollution Sources · 1 item

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).

Environmental BiodegradationAlthough no biodegradation data are available for neopentyl alcohol, the quarternary carbon structure would suggest that biodegradation may be slow(1).

Safety data

Signal word
Danger
Symbol(GHS)
GHS02,GHS07
Hazard statements
H228-H332-H335
Precautionary statements
P210-P240-P241-P261-P271-P304+P340+P312

Chemistry & industry

Pharmacology

Metabolism/MetabolitesThe primary alcohols are rapidly metabolized largely via the ADH route ... . /Primary amyl alcohols/
Absorption, Distribution and Excretion · 3 items

...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/

Uses & manufacturing

Uses · 2 items

No specific uses were located for 2,2-dimethyl-1-propanol. In general, pentanols are used in the manufacture of lacquers, chemicals, pharmaceuticals and plastics; and used as flavouring agents and in fragrances. [CHEMINFO]

USED IN PHARMACEUTICAL PREPARATIONS; FLOTATION AGENT; ORGANIC SYNTHESIS /AMYL ALCOHOLS/

U.S. Imports(1984) 1.89X10+8 g/AMYL ALCOHOLS/
Methods of ManufacturingReview 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).
General Manufacturing Information · 3 items

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/

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
阜新孚隆宝医药科技有限公司15901742157 · [email protected]
利兹化工(上海)有限公司021-57620989 13601674297 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]

Related reactions

159 records

Linked notes

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