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1,1,1-Tribromo-2-methyl-2-propanol

HCID 6424
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Basic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
76-08-4
Standard SMILES
CC(C)(O)C(Br)(Br)Br
InChIKey
JUGRTVJQTFZHOM-UHFFFAOYSA-N
Molecular formula
C4H7Br3O
Average molar mass
310.81 g/mol
Monoisotopic mass
307.8047

Names & identifiers

Preferred name
1,1,1-Tribromo-2-methyl-2-propanol
IUPAC
1,1,1-tribromo-2-methylpropan-2-ol
English name
1,1,1-tribromo-2-methylpropan-2-ol
Molecular formula
C4H7Br3O
Molecular weight
310.81

Names & synonyms

BrometoneBromobutanol1,1,1-Tribromo-2-methylpropan-2-ol1,1,1-TRIBROMO-2-METHYL-2-PROPANOLTribromo-t-butyl alcoholUNII-H9LQ7C4SAQHSDB 5212NSC-2865EINECS 200-931-4BROMOBUTANOL [HSDB]AI3-14655DTXSID50870396
Show more names
Acetone-bromoformTribromo-tert-butyl Alcohol2,2,2-Tribromo-tert-butyl alcohol2-Propanol,1,1,1-tribromo-2-methyl-1,1,1-Tribromo-2-methyl-2-propanol.
2-Methyl-1,1,1-tribromo-2-propanolAcetonebromoform2Tribromomethyl2propanolRefChem:70842Tribromotertbutyl alcoholDTXCID408181212Propanol, 1,1,1tribromo2methylJUGRTVJQTFZHOM-UHFFFAOYSA-N

Database identifiers

CAS
76-08-4
PubChem CID
6424
DTXSID
DTXSID50870396
UNII
H9LQ7C4SAQ
EC Number
200-931-4
Nikkaji
J4.168H

Properties

Computed structural properties

XLogP
2.5
Topological polar surface area
20.2 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
0
Heavy atoms
8
Formal charge
0
Complexity
83.8

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Halogenated Alcohols
DrugsDEA NFLIS-Drug Category -> Depressants and Tranquilizers
OdorCAMPHOR-LIKE ODOR
TasteCAMPHOR-LIKE TASTE
Color/FormFINE WHITE CRYSTALS
SolubilitySLIGHTLY SOL IN WATER; SOL IN ALCOHOL, ETHER
Melting Point167-176 °C (CRYSTALS FROM DIL ALCOHOL); 169 °C (CRYSTALS FROM ETHER)
Vapor Pressure0.00111 [mmHg]
Physical DescriptionWhite solid with a camphor-like odor; [HSDB]
Stability/Shelf LifeVOLATILIZES IN AIR

Physicochemical properties

Melting point
167 · 167-176° (Aldrich); mp 169° (Viehe)
Boiling point
254.2 · 254.2±35.0 °C(Predicted)
Density
2.1779 · 2.1779 (rough estimate)
refractive index
1.558 · 1.5580 (estimate)
pka
13.55 · 13.55±0.29(Predicted)
Henry's Law Constant
1 · 1.0×103 mol/(m3Pa) at 25℃, HSDB (2015)
FDA UNII
9 LQ7C4SAQ · H9LQ7C4SAQ
EPA Substance Registry System
Brometone (76-08-4)
Symbol(GHS)
7 · GHS07,GHS05
Signal word
Danger
Hazard statements
315 · H315-H335-H318
Precautionary statements
264 · P264-P280-P302+P352-P321-P332+P313-P362-P280-P305+P351+P338-P310
Hazardous Substances Data
76 · 76-08-4(Hazardous Substances Data)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Danger

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Fire PotentialCOMBUSTIBLE.
Hazards SummaryAbuse may lead to habituation or addiction. [HSDB] See 1-Chloro-2-propanol and 1-Bromo-2-propanol.
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety & protection

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.

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 7(SRC), determined from a structure estimation method(2), indicates that 1,1,1-tribromo-2-methyl-2-propanol is expected to have very high mobility in soil(SRC). Volatilization of 1,1,1-tribromo-2-methyl-2-propanol from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 9.6X10-9 atm-cu m/mole(SRC), obtained using a fragment constant estimation method(3). 1,1,1-Tribromo-2-methyl-2-propanol is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.001 mm Hg(SRC), determined from a fragment constant method(4). The importance of biodegradation of 1,1,1-tribromo-2-methyl-2-propanol in soil is not known(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 7(SRC), determined from a structure estimation method(2), indicates that 1,1,1-tribromo-2-methyl-2-propanol is not expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 9.6X10-9 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 13(3,SRC), from an estimated log Kow(6,SRC), suggests the potential for bioconcentration in aquatic organisms is low(SRC). The importance of biodegradation of 1,1,1-tribromo-2-methyl-2-propanol in water is not known(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1,1,1-tribromo-2-methyl-2-propanol, which has an estimated vapor pressure of 0.001 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1,1,1-tribromo-2-methyl-2-propanol 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 14 days(SRC) from its estimated rate constant of 1.17X10-12 atm cu m/mol(3).

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

Using a structure estimation method based on molecular connectivity indices(1), the Koc for 1,1,1-tribromo-2-methyl-2-propanol can be estimated to be about 7(SRC). According to a classification scheme(2), this estimated Koc value suggests that 1,1,1-tribromo-2-methyl-2-propanol is expected to have very high mobility in soil.

Human Toxicity ExcerptsABUSE MAY LEAD TO HABITUATION OR ADDICTION.
Artificial Pollution Sources1,1,1-Tribromo-2-methyl-2-propanol's production and use as a modifier in the polymerization of vinyl chloride(1) may result in its release to the environment through various waste streams(SRC).
Environmental Bioconcentration · 1 item

An estimated BCF of 13 was calculated for 1,1,1-tribromo-2-methyl-2-propanol(SRC), using an estimated log Kow of 2.35(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low.

Volatilization from Water/Soil · 1 item

The Henry's Law constant for 1,1,1-tribromo-2-methyl-2-propanol is estimated as 9.6X10-9 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 1,1,1-tribromo-2-methyl-2-propanol is expected to be essentially nonvolatile(2). 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)(2) is estimated as >6,000 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as >50,000 days(SRC). 1,1,1-Tribromo-2-methyl-2-propanol's Henry's Law constant(1) indicates that volatilization from moist soil surfaces is not expected to occur(SRC). 1,1,1-Tribromo-2-methyl-2-propanol is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.001 mm Hg(3) determined from a fragment constant method(3).

Environmental Abiotic Degradation · 1 item

The rate constant for the vapor-phase reaction of 1,1,1-tribromo-2-methyl-2-propanol with photochemically-produced hydroxyl radicals has been estimated as 1.17X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 14 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 1,1,1-Tribromo-2-methyl-2-propanol is not expected to directly photolyze due to the lack of absorption in the environmental spectrum(2).

Probable Routes of Human ExposureOccupational exposure to 1,1,1-tribromo-2-methyl-2-propanol may occur through inhalation and dermal contact with this compound at workplaces where 1,1,1-tribromo-2-methyl-2-propanol is produced or used. (SRC)
Environmental Fate/Exposure Summary · 1 item

1,1,1-Tribromo-2-methyl-2-propanol's production and use as a modifier in the polymerization of vinyl chloride may result in its release to the environment through various waste streams. If released to air, an estimated vapor pressure of 0.001 mm Hg at 25 °C indicates 1,1,1-tribromo-2-methyl-2-propanol will exist solely as a vapor in the ambient atmosphere. Vapor-phase 1,1,1-tribromo-2-methyl-2-propanol will be degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals; the half-life for this reaction in air is estimated to be 14 days. If released to soil, l,1,1-tribromo-2-methyl-2-propanol is expected to have very high mobility based upon an estimated Koc of 7. The importance of biodegradation of 1,1,1-tribromo-2-methyl-2-propanol in soil and water is not known. Volatilization from moist soil surfaces is not expected to be an important fate process based upon an estimated Henry's Law constant of 9.6X10-9 atm-cu m/mole. If released into water, 1,1,1-tribromo-2-methyl-2-propanol is not expected to adsorb to suspended solids and sediment in the water column based upon the estimated Koc. Volatilization from water surfaces is not expected to be an important fate process based upon this compound's estimated Henry's Law constant. An estimated BCF of 13 suggests the potential for bioconcentration in aquatic organisms is low. Occupational exposure to 1,1,1-tribromo-2-methyl-2-propanol may occur through inhalation and dermal contact with this compound at workplaces where 1,1,1-tribromo-2-methyl-2-propanol is produced or used. (SRC)

Safety data

Signal word
Danger
Symbol(GHS)
GHS07,GHS05
Hazard statements
H315-H335-H318
Precautionary statements
P264-P280-P302+P352-P321-P332+P313-P362-P280-P305+P351+P338-P310
Hazardous Substances Data
76-08-4(Hazardous Substances Data)

Chemistry & industry

Uses & manufacturing

Uses · 3 items

Used as modifier in polymerization of vinyl chloride and in other organic synthesis; [HSDB]

AS MODIFIER IN POLYMERIZATION OF VINYL CHLORIDE

Organic synthesis

Methods of ManufacturingPREPD FROM ACETONE & BROMOFORM IN THE PRESENCE OF SODIUM OR POTASSIUM HYDROXIDE.

Applications

UsesAs modifier in polymerization of vinyl chloride, Seymour, US 2716112 (1955 to U.S. Rubber).

Suppliers4 total

Zhejiang J&C Biological Technology Co.,Limited+1-2135480471 · [email protected]
陕西缔都医药化工有限公司029-029-81120477 17792793610 · [email protected]
湖北玖天生物医药科技有限公司027-88013699 17354350817 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]

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Compound notes

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