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2-Amino-2-methyl-1-propanol

HCID 11807
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Basic information

CAS
124-68-5
Standard SMILES
CC(C)(N)CO
InChIKey
CBTVGIZVANVGBH-UHFFFAOYSA-N
Molecular formula
C4H11NO
Average molar mass
89.14 g/mol
Monoisotopic mass
89.08406397

Overview

2-amino-2-methyl-1-propanol appears as a clear light colored liquid. Insoluble in water and about the same density as water. Flash point 172 °F. Used to make other chemicals.

Names & identifiers

Preferred name
2-Amino-2-methyl-1-propanol
IUPAC
2-amino-2-methylpropan-1-ol
English name
2-Amino-2-methyl-1-propanol
Molecular formula
C4H11NO
Molecular weight
89.14

Names & synonyms

2-Amino-2-methyl-1-propanol124-68-52-AminoisobutanolAminomethylpropanolIsobutanol-2-amineAMP Regular1-Propanol, 2-amino-2-methyl-2-AminodimethylethanolAmp-952-AMINO-2-METHYLPROPANOL2-Methyl-2-aminopropanolCorrguard 75
Show more names
2-AMINO-2-METHYLPROPAN-1-OLKarl Fischer2-methyl-2-amino-1-propanolmonoisobutanolamine2,2-Diethyl-ethanolamine2-amino-2-methyl-1-propano
Hydroxy-tert-butylamineAMP (thinner)2-Amino-2,2-dimethylethanolIsobutanolamine1,1-Dimethyl-2-hydroxyethylamine2-Hydroxymethyl-2-propylamine2-Methyl-2-aminopropanol-12-Amino-1-hydroxy-2-methylpropane

Database identifiers

CAS
124-68-5
PubChem CID
11807
DTXSID
DTXSID8027032
ChEMBL
CHEMBL122588
UNII
LU49E6626Q
EC Number
204-709-8
Nikkaji
J38.382A

Properties

Computed structural properties

XLogP
-0.8
Topological polar surface area
46.3 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
2
Rotatable bonds
1
Heavy atoms
6
Formal charge
0
Complexity
42.8

Experimental & physicochemical properties

Chemical Classes · 2 items

Nitrogen Compounds -> Amines, Aliphatic

Flammable agents - 2nd degree

Cosmetics · 3 items

Cosmetic ingredients (Aminomethyl Propanol) -> CIR (Cosmetic Ingredient Review)

Cosmetic ingredients (Aminomethylpropanol) -> CIR (Cosmetic Ingredient Review)

Buffering

pHPH OF 0.1 AQ SOLN 11.3
SpringerMaterials PropertiesChemical diffusion
Density · 5 items

0.935 (USCG, 1999) - Less dense than water; will float

0.934 @ 20 °C/20 °C

0.93 g/cm³

0.935

0.934 @25 °C

Color/FormCRYSTALLINE MASS
Solubility · 2 items

MISCIBLE WITH WATER; SOL IN ALCOHOLS

Solubility in water: miscible

Flash Point · 5 items

153 °F (USCG, 1999)

67 °C

67 °C CC

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 · 6 items

Warning

H315: Causes skin irritation [Warning Skin corrosion/irritation]

P264, P264+P265, P273, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 0.3% (12 of 4294) of reports.

Warning

H315 (99.7%): Causes skin irritation [Warning Skin corrosion/irritation]

Hazard information

Regulatory Information · 5 items

Chemical: 1-Propanol, 2-amino-2-methyl-

1-Propanol, 2-amino-2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Propanol, 2-amino-2-methyl- 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)

REACH registered substance: 2-amino-2-methylpropanol (EC: 204-709-8)

2-Amino-2-methyl-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.)

Other Safety InformationIMAP assessments - 1-Propanol, 2-amino-2-methyl-: Environment tier I assessment
DOT LabelCombustible Liquid
Fire Hazards · 2 items

Special Hazards of Combustion Products: Emits toxic fumes during fire conditions. (USCG, 1999)

Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 67 °C explosive vapour/air mixtures may be formed.

Health Hazards

Chemistry & industry

Pharmacology

Absorption, Distribution and Excretion · 1 item

METABOLISM AND DISTRIBUTION OF (3)H-LABELED 2-AMINO-2-METHYLPROPANOL WAS STUDIED IN RATS RECEIVING NORMAL OR CHOLINE-DEFICIENT DIETS. TRITIUM APPEARED IN THE SERUM OF BOTH GROUPS 30 MIN AFTER THE IP INJECTION BUT THE LEVEL WAS GENERALLY LOWER IN THE CHOLINE-DEFICIENT GROUP. RATS ON THE NORMAL DIET EXCRETED MORE OF THE AMINO ACID IN THE URINE THAN DID THE CHOLINE-DEFICIENT RATS IN BOTH GROUPS ONLY THE UNCHANGED AMINO ACID WAS EXCRETED. LIVERS FROM THE CHOLINE-DEFICIENT GROUP HAD A GREATER UPTAKE AND RETENTION OF THE LABEL THAN THOSE FROM NORMAL RATS. MOST OF THE LABEL WAS FOUND IN THE CYTOSOL OF BOTH LIVER AND KIDNEY.

Uses & manufacturing

Uses · 5 items

CIR ingredient: Aminomethyl Propanol

CIR ingredient: Aminomethylpropanol

Used to make other chemicals (surface-active agents, vulcanization accelerators, and pharmaceuticals) and as an emulsifying agent for cosmetic creams and lotions, mineral oil and paraffin wax emulsions, leather dressings, textile specialties, polishes, cleaning compounds, and so-called soluble oils; Also used in hair sprays, wave sets, hair dyes, Pamabrom (drug), and absorbents for acidic gases; [Merck Index] Used as a pigment dispersant for water-based paints, resin solubilizer, corrosion inhibitor, protecting agent for carbonyl groups and in boiler-water treatment; [CHEMINFO]

Painting (Pigments, Binders, and Biocides) [Category: Paint]

IN SYNTH OF SURFACE-ACTIVE AGENTS, VULCANIZATION ACCELERATORS, PHARMACEUTICALS; ABSORBENT FOR ACIDIC GASES; EMULSIFYING AGENT FOR COSMETIC CREAMS AND LOTIONS, MINERAL OIL & PARAFFIN WAX EMULSIONS, LEATHER DRESSINGS, TEXTILE SPECIALTIES, POLISHES, CLEANING COMPOUNDS, SO-CALLED SOL OILS; INGREDIENT OF DIURETIC PAMABROM

U.S. Production2023: 10,000,000 - <50,000,000 lb
Consumer UsesNot Known or Reasonably Ascertainable
Industry UsesPigment

Related reactions

785 records
New reaction record
HRID 9724 reaction equation
HRID 9724As reactantuspto-grants-2006_08
HRID 11208 reaction equation
HRID 11208As reactantuspto-grants-2006_08
HRID 12913 reaction equation
HRID 12913As reactantuspto-grants-2010_06
HRID 21053 reaction equation
HRID 21053As reactantuspto-grants-2010_06
HRID 21333 reaction equation
HRID 21333As reactantuspto-grants-2010_06
HRID 23182 reaction equation
HRID 23182As reactantuspto-grants-2005_02
HRID 24274 reaction equation
HRID 24274As reactantuspto-grants-2005_02
HRID 27244 reaction equation
HRID 27244As reactantuspto-grants-1980_09
Page 1 of 99

Compound notes

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67 °C c.c.

153 °F

Boiling Point · 5 items

329 °F at 760 mmHg (99+% compound) (USCG, 1999)

165 °C @ 760 MM HG

165 °C

329 °F

165 °C @760 [mm Hg]

Melting Point · 4 items

89.6 °F (USCG, 1999)

31 °C

31 °C

89.6 °F

Vapor Density · 2 items

3.0 (AIR= 1)

Relative vapor density (air = 1): 3.0

Vapor Pressure · 2 items

1.0 [mmHg]

Vapor pressure, Pa at 20 °C: 133

Physicochemical properties

Melting point
24 · 24-28 °C (lit.)
Boiling point
165 °C · 165 °C (lit.)
Density
0.934 g/mL · 0.934 g/mL at 25 °C (lit.)
vapor density
3 · 3 (vs air)
vapor pressure
1 mm · <1 mm Hg ( 25 °C)
refractive index
20 · n20/D 1.4455(lit.)
Flash point
153 °F · 153 °F
storage temp.
30 °C · Store below +30°C.
solubility
2 O: · H2O: 0.1 M at 20 °C, clear, colorless
form
Low Melting Solid
Specific Gravity
0.934 · 0.934
color
Colorless
PH
11 · 11.0-12.0 (25℃, 0.1M in H2O)
pka
9.7 · 9.7(at 25℃)
Odor
100 % · at 100.00%. mild ammonia
PH Range
9 · 9.0 - 10.5
Water Solubility
miscible
λmax
260 nm · λ: 260 nm Amax: 0.01λ: 280 nm Amax: 0.01
Merck
14 · 14,449
BRN
505979 · 505979
Henry's Law Constant
2.1 · 2.1×102 mol/(m3Pa) at 25℃, Du et al. (2017)
Stability
Stable. Combustible. Incompatible with strong oxidizing agents. May present an explosion hazard if heated.
Cosmetics Ingredients Functions
BUFFERING
Cosmetic Ingredient Review (CIR)
2 · 2-Amino-2-methyl-1-propanol (124-68-5)
InChI
1S/C4H11NO/c1-4(2,5)3-6/h6H,3,5H2,1-2H3
InChIKey
CBTVGIZVANVGBH-UHFFFAOYSA-N
SMILES
CC(C)(N)CO
LogP
-0.63 at · -0.63 at 20℃
Indirect Additives used in Food Contact Substances
2 · 2-AMINO-2-METHYL-1-PROPANOL
CAS DataBase Reference
124 · 124-68-5(CAS DataBase Reference)
FDA 21 CFR
175.105 · 175.105; 176.170
FDA UNII
49 E6626Q · LU49E6626Q
NIST Chemistry Reference
1 · 1-Propanol, 2-amino-2-methyl-(124-68-5)
EPA Substance Registry System
2 · 2-Amino-2-methyl-1-propanol (124-68-5)
Cosmetics Info
Aminomethyl Propanol
UNSPSC Code
12352104 · 12352104
NACRES
25 · NA.25
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
315 · H315-H319-H412
Precautionary statements
264 · P264-P273-P280-P302+P352-P305+P351+P338-P332+P313
PPE
95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes
Xi,F
Risk Statements
36 · 36/38-52/53
Safety Statements
61 · 61-26
RIDADR
2735 · 2735
WGK Germany
1 · 1
RTECS
5950000 · UA5950000
Autoignition Temperature
438 °C · 438 °C
Hazard Note
Harmful/Flammable
TSCA
TSCA listed
PackingGroup
III
HS Code
2922199090 · 2922199090
Storage Class
8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications
3 Eye · Aquatic Chronic 3Eye Dam. 1Skin Corr. 1
Hazardous Substances Data
124 · 124-68-5(Hazardous Substances Data)
Toxicity
50 orally · LD50 orally in Rabbit: 2900 mg/kg LD50 dermal Rabbit > 2000 mg/kg
REACH Registrations
Active
· 1 item

Causes severe irritation. Inhalation may be fatal as a result of spasm, inflammation, and edema of laryns and bronchi, chemical pneumonitis, and pulmonary edema. Symptoms of exposure may include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea and vomiting. (USCG, 1999)

Hazards Summary · 1 item

Corrosive to the eyes; A respiratory tract and severe skin irritant; May cause liver injury if ingested; [ICSC] May cause skin irritation after prolonged contact; Emergency treatment: Irritants; [HSDB] Highly irritating or corrosive to rabbit skin; Not sensitizing to guinea pig skin in the Buehler Test; Histopathological changes to liver observed in 28-day and 3-month feeding studies of dogs; [IUCLID] Irritating to skin; May be corrosive to eye; Harmful to aquatic organisms; [Alfa Aesar MSDS] Skin designation; [MAK]

Reactive GroupAlcohols and Polyols
EC ClassificationSymbol: Xi; R: 36/38-52/53; S: (2)-61
Reactivity Profile · 1 item

2-AMINO-2-METHYL-1-PROPANOL is an organic compound with both amine and alcohol substituents. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Chemical DangersDecomposes on burning. This produces toxic fumes including nitrogen oxides. The solution in water is a medium strong base. Reacts with strong acids and strong oxidants.
Air and Water ReactionsInsoluble in water.
NFPA Hazard Classification · 6 items

2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.

2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.

0 - Materials that in themselves are normally stable, even under fire conditions.

2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.

2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.

0 - Materials that in themselves are normally stable, even under fire conditions.

Safety & protection

Fire Fighting · 2 items

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:

Use water spray, powder, alcohol-resistant foam, carbon dioxide.

First Aid Measures · 4 items

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Do NOT induce vomiting. Give one or two glasses of water to drink. Refer for medical attention .

First AidINHALATION: Call for medical aid. Remove victim to fresh air. If breathing has stopped, give artificial respiration. If breathing is difficult, give oxygen.
Safe StorageSeparated from strong oxidants and strong acids.
Exposure Control and Personal Protection1.0 [ppm]
Nonfire Spill ResponseExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Spillage Disposal · 1 item

Personal protection: filter respirator for organic gases and particulates adapted to the airborne concentration of the substance. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

Isolation and EvacuationExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Eye PreventionWear safety goggles or eye protection in combination with breathing protection if powder.
Fire PreventionNO open flames. Above 67 °C use a closed system and ventilation.
Inhalation RiskNo indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
Skin PreventionProtective gloves.

Toxicology

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure RoutesThe substance can be absorbed into the body by inhalation and by ingestion.
Toxicity Summary · 2 items

Safe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org

Safe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org

Signs and Symptoms · 4 items

Cough. Sore throat.

Redness. Pain.

Redness. Pain. Severe deep burns.

Abdominal pain. Burning sensation.

Human Toxicity Excerpts · 2 items

PROLONGED SKIN EXPOSURE MAY CAUSE IRRITATION DUE TO THE ALKALINITY OF THE FREE MATERIAL...

...IN MOST COMMERCIAL FORMULAS /OF 2-AMINO-2-METHYL-1-PROPANOL/...ALKALINITY IS NEUTRALIZED.

Safety data

PPE
dust mask type N95 (US), Eyeshields, Faceshields, Gloves
wgk
1
tsca
TSCA listed
rtecs
UA5950000
ridadr
2735
hs_code
2922199090
Toxicity
LD50 orally in Rabbit: 2900 mg/kg LD50 dermal Rabbit > 2000 mg/kg
risk_code
36/38-52/53
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xi,F
hazard_note
Harmful/Flammable
safety_code
61-26
Storage Class
8A - Combustible corrosive hazardous materials
packing_group
III
Hazard statements
H315-H319-H412
REACH Registrations
Active
Hazard Classifications
Aquatic Chronic 3Eye Dam. 1Skin Corr. 1
Autoignition Temperature
438 °C
Precautionary statements
P264-P273-P280-P302+P352-P305+P351+P338-P332+P313
Hazardous Substances Data
124-68-5(Hazardous Substances Data)
Methods of Manufacturing
AN AMINO ALCOHOL PREPD BY REDN OF THE CORRESPONDING NITRO COMPD: VANDERBILT, HASS, US PATENT 2,174,242 (1940); JOHNSON, DEGERING, J ORG CHEM 8: 7 (1943).
Household ProductsInformation on 247 consumer products that contain Aminoethylpropanol in the following categories is provided:
Use ClassificationCosmetics -> Buffering
General Manufacturing Information · 2 items

Fabricated Metal Product Manufacturing

1-Propanol, 2-amino-2-methyl-: ACTIVE

Applications · 4 items

Uses2-Amino-2-methylpropanol is used for the preparation of buffer solutions, suitable for the determination of alkaline phosphatase.

Uses2-Amino-2-methyl-1-propanol is also used in ATR-FTIR spectroscopic investigation of the carbon monoxide absorption characteristics of a series of heterocyclic diamines.

Uses2-Amino-2-methyl-1-propanol has been used as an component in enzyme assay for screening the alkaline phosphatase activity in sarcoma osteogenic (SaOS-2) cells..

General DescriptionA clear light colored liquid. Insoluble in water and about the same density as water. Flash point 172°F. Used to make other chemicals.

Upstream & downstream products

Upstream raw materials

Nitroformaldehyde2-Methyl-2-nitropropan-1-olNickel2-NitropropanePropanamide, 3-hydroxy-2,2-dimethyl-carbon monoxideIsopropylaminePalladium (II) AcetateTricresyl Phosphate

Downstream products

2,2-dimethylaziridine2-[1-(4-Bromophenyl)-1-methylethyl]-4,4-dimethyl-4,5-dihydrooxazoline2-Benzylamino-2-methyl-1-propanol2-Methyl-2-pyrrolidin-1-ylpropan-1-olIsopropylamine, 2-(methoxymethyl)-2-Dimethylamino-2-methyl-1-propanol4,4-Dimethyl-2-oxazolidinone1-Propanol,2-methyl-2-(propylamino)-OTAVA-BB 7020690004N-(1-Hydroxy-2-methylpropan-2-yl)-2-methylbenzamide