Basic information
- CAS
109-59-1- Standard SMILES
CC(C)OCCO- InChIKey
HCGFUIQPSOCUHI-UHFFFAOYSA-N- Molecular formula
- C5H12O2
- Average molar mass
- 104.15 g/mol
- Monoisotopic mass
- 104.08372962
Overview
Ethylene glycol isopropyl ether appears as a clear liquid. An irritant.
Names & identifiers
- Preferred name
- Isopropylethanediol
- IUPAC
- 2-propan-2-yloxyethanol
- English name
- 2-Isopropoxyethanol
- Molecular formula
- C5H12O2
- Molecular weight
- 104.15
Names & synonyms
Isopropylethanediol2-(1-Methylethoxy)ethanolRefChem:7920992-Isopropoxyethanol109-59-1Dowanal EiPATIsopropyl cellosolveIsopropyl oxitolEthylene glycol monoisopropyl etherIsopropyl glycolEthylene glycol isopropyl etherISOPROPOXYETHANOL
Show more names
Ethylene glycol monoisopropyl2-(1-methylethoxy)-Ethanolucaracdowanoleipatdowanaleipat
Ucar ACEthanol, 2-isopropoxy-2-propan-2-yloxyethanolEthanol, 2-(1-methylethoxy)-Dowanol EiPAT2-Isopropoxy-ethanolMonoisopropyl ether of ethylene glycolDTXSID4047466
Database identifiers
- CAS
109-59-1- PubChem CID
- 7996
- DTXSID
DTXSID4047466- ChEMBL
CHEMBL3187409- UNII
- 9L4RL5EKZC
- EC Number
- 203-685-6
- Nikkaji
- J82.343K
Properties
Computed structural properties
- XLogP
- 0.1
- Topological polar surface area
- 29.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 3
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 35.1
Experimental & physicochemical properties
Chemical ClassesFlammable agents - 2nd degree
SolventsSolvents -> Glycol Ethers (E Series)
SpringerMaterials PropertiesBoiling point
LogP
0.05
0.05
Odor
MILD ETHEREAL ODOR
Mild, ethereal odor.
TasteBITTER TASTE
Density
0.91 (USCG, 1999) - Less dense than water; will float
0.9030 @ 20 °C/4 °C
Relative density (water = 1): 0.903 (20 °C)
0.90
Color/Form
COLORLESS LIQUID
Colorless liquid.
Solubility
Miscible (NIOSH, 2024)
SOL IN ALL PROP IN WATER, ALC, ETHER; SOL IN ACETONE
Solubility in water, g/100ml at 25 °C: 100
Miscible
Flash Point
91.4 °F (USCG, 1999)
33 °C
92 °F (33 °C) OC
44 °C c.c.
(oc) 92 °F
Boiling Point
285.8 °F at 760 mmHg (USCG, 1999)
144 °C @ 743 MM HG
at 99kPa: 139.5-144.5 °C
283 °F
Melting Point-60 °C
Physicochemical properties
- Melting point
- -60 °C · -60 °C
- Boiling point
- 42 · 42-44 °C13 mm Hg(lit.)
- Density
- 0.903 g/mL · 0.903 g/mL at 25 °C(lit.)
- vapor pressure
- 5.99 hPa · 5.99 hPa (25 °C)
- refractive index
- 20 · n20/D 1.41(lit.)
- Flash point
- 114 °F · 114 °F
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- 100 g/l · >100g/l soluble
- pka
- 14.47 · 14.47±0.10(Predicted)
- form
- Liquid
- color
- Colorless to Almost colorless
- Viscosity
- 2.7 mm2/s · 2.7mm2/s
- explosive limit
- 1.6 · 1.6-13.0%(V)
- Water Solubility
- It is soluble in water.
- BRN
- 1732184 · 1732184
- Henry's Law Constant
- 4.8 · 4.8×100 mol/(m3Pa) at 25℃, Johanson and Dynésius (1988)
- Exposure limits
- 25 ppm · TLV-TWA skin 25 ppm (106 mg/m3) (ACGIH). .
- Stability
- Stable. Incompatible with strong oxidizing agents. Combustible.
- InChI
- 1S/C5H12O2/c1-5(2)7-4-3-6/h5-6H,3-4H2,1-2H3
- InChIKey
- HCGFUIQPSOCUHI-UHFFFAOYSA-N
- SMILES
- CC(C)OCCO
- LogP
- 0.43 at · 0.43 at 20℃
- CAS DataBase Reference
- 109 · 109-59-1(CAS DataBase Reference)
- EWG's Food Scores
- 3 · 3
- FDA UNII
- 9 L4RL5EKZC · 9L4RL5EKZC
- EPA Substance Registry System
- Isopropoxyethanol (109-59-1)
- UNSPSC Code
- 12352104 · 12352104
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 2 · GHS02,GHS07,GHS08
- Signal word
- Danger
- Hazard statements
- 312 · H312+H332-H315-H319-H370-H373-H226
- Precautionary statements
- 501 · P501-P260-P270-P240-P210-P233-P243-P241-P242-P271-P264-P280-P370+P378-P337+P313-P305+P351+P338-P308+P311-P362+P364-P303+P361+P353-P332+P313-P304+P340+P312-P403+P235-P405
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xn
- Risk Statements
- 20 · 20/21-36
- Safety Statements
- 24 · 24/25
- RIDADR
- 2929 · UN 2929 6.1/PG 2
- WGK Germany
- 1 · 1
- RTECS
- 5075000 · KL5075000
- Autoignition Temperature
- 240 °C · 240 °C
- TSCA
- TSCA listed
- HS Code
- 2909 · 2909 44 00
- HazardClass
- 3 · 3
- PackingGroup
- III
- Storage Class
- 3 · 3 - Flammable liquids
- Hazard Classifications
- 4 DermalAcute · Acute Tox. 4 DermalAcute Tox. 4 InhalationEye Irrit. 2Flam. Liq. 3Skin Irrit. 2
- Hazardous Substances Data
- 109 · 109-59-1(Hazardous Substances Data)
- Toxicity
- 50 orally · LD50 orally in Rabbit: 5111 mg/kg LD50 dermal Rabbit 1445 mg/kg
- REACH Registrations
- Active
- Limited Quantities
- 5 L · 5.0 L (1.3 gallons) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Safety & regulation
GHS classification
GHS Classification
Warning
H312: Harmful in contact with skin [Warning Acute toxicity, dermal]
P261, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P317, P321, P337+P317, P362+P364, and P501 (click each P-code to see the statement)
This chemical does not meet GHS hazard criteria for 0.2% (1 of 648) of reports.
Warning
H226 (41.7%): Flammable liquid and vapor [Warning Flammable liquids]
Hazard information
Regulatory Information
Chemical: Ethanol, 2-(1-methylethoxy)-
Status: Active Update: 07-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/12659
Ethanol, 2-(1-methylethoxy)-: HSNO Approval: HSR001158 Approved with controls
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 - 2-(1-methylethoxy)ethanol and its acetate: Human health tier II assessment
DOT LabelPoison Flammable Liquid
Fire Hazards
Special Hazards of Combustion Products: Emits toxic fumes when heated upon decomposition. (USCG, 1999)
Flammable. Above 44 °C explosive vapour/air mixtures may be formed.
Fire PotentialMODERATE; CAN REACT WITH OXIDIZING MATERIALS
Health HazardsMay be harmful by inhalation, ingestion or skin absorption. May cause skin and eye irritation. (USCG, 1999)
Hazards SummaryOsmotic fragility of rat erythrocytes markedly increased at exposures of 200 ppm; [ACGIH] Inhalation of high concentrations can cause CNS depression; [HSDB] May cause skin and eye irritation; [CAMEO] See Glycol ethers.
Reactive GroupAlcohols and Polyols
EC ClassificationSymbol: Xn; R: 20/21-36; S: (2)-24/25
UN ClassificationUN Hazard Class: 3; UN Pack Group: III
Reactivity AlertsHighly Flammable
Reactivity Profile
ETHYLENE GLYCOL ISOPROPYL ETHER acts both as an alcohol and ether. May react violently with strong oxidizing agents. May generate flammable and/or toxic gases with alkali metals, nitrides, and other strong reducing agents. May initiate the polymerization of isocyanates and epoxides.
Safety & protection
Fire Fighting
Fire Extinguishing Agents: Water, carbon dioxide, dry chemical, alcohol foam. (USCG, 1999)
Use water spray, powder, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
First Aid Measures
Fresh air, rest.
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. Give one or two glasses of water to drink.
First Aid
Excerpt from NIOSH Pocket Guide for 2-Isopropoxyethanol:
(General first aid procedures)
Safe StorageCool. Fireproof. Separated from strong oxidants.
Exposure Control and Personal Protection10.0 [ppm]
Fire Fighting Procedures"ALCOHOL" FOAM. WATER MAY BE INEFFECTIVE
Storage ConditionsSEE ETHERS. ETHERS SHOULD NOT BE STORED NEAR POWERFUL OXIDIZERS OR IN AREAS OF HIGH FIRE HAZARD. THEY SHOULD BE KEPT COOL AND THE CONTAINERS ELECTRICALLY GROUNDED TO AVOID SPARKS. /ETHERS/
Nonfire Spill ResponseExcerpt from ERG Guide 131 [Flammable Liquids - Toxic]:
Spillage Disposal
Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Remove all ignition sources. Ventilation. Collect leaking and spilled liquid in sealable containers as far as possible.
Preventive Measures
SEE ETHERS. ONLY ELECTRICAL EQUIPMENT OF EXPLOSION-PROOF TYPE (GROUP C CLASSIFICATION) IS PERMITTED TO BE OPERATED IN ETHER AREAS. /ETHERS/
...ADVISABLE TO PROTECT PERSONNEL BY ENCLOSING PROCESS OR PROVIDING LOCAL EXHAUST VENTILATION. MAIN HAZARD...THAT OF INGESTION, CAN USUALLY BE PREVENTED BY KEEPING /CHEM/ IN PROPERLY LABELLED CONTAINERS. /GLYCOL & DERIV/
The worker should immediately wash the skin when it becomes contaminated.
Work clothing that becomes wet should be immediately removed due to its flammability hazard.
Isolation and EvacuationExcerpt from ERG Guide 131 [Flammable Liquids - Toxic]:
Eye PreventionWear safety goggles.
Toxicology
Target OrgansEyes, skin, respiratory system, blood
Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure Routes
The substance can be absorbed into the body by inhalation of its vapour and through the skin.
inhalation, skin absorption, ingestion, skin and/or eye contact
Signs and Symptoms
Cough.
MAY BE ABSORBED! Redness.
Redness. Pain.
Nausea.
In Animals: irritation eyes, skin; hematuria (blood in the urine), anemia, pulmonary edema
Human Toxicity Excerpts
SYMPTOMATOLOGY: 1. CENTRAL NERVOUS DEPRESSION CHARACTERIZED BY TRANSIENT EXHILARATION, DRUNKENNESS, ATAXIA, VERTIGO PROGRESSING TO STUPOR &...COMA, WITH OR WITHOUT TRANSIENT PERIOD OF CONVULSIONS. DEATH FROM RESP ARREST OR...CARDIOVASCULAR COLLAPSE... /ETHYLENE GLYCOL/
SYMPTOMATOLOGY: 2. NAUSEA, VOMITING, ABDOMINAL PAIN, DEHYDRATION, WEAKNESS, MUSCLE TENDERNESS. 3. HYPERPNEA MAY INDICATE EITHER SEVERE METABOLIC ACIDOSIS OR PULMONARY EDEMA. 4. ...CARPOPEDAL SPASM OR OTHER SIGNS OF HYPOCALCEMIC TETANY. /ETHYLENE GLYCOL/
SYMPTOMATOLOGY: 5. LUMBAR PAIN, ALBUMINURIA, HEMATURIA, OLIGURIA PROGRESSING TO ANURIA. 6. ACUTE RENAL FAILURE WITH UREMIA, PERIPHERAL EDEMA, ASCITES, PULMONARY EDEMA, DROWSINESS, CYANOSIS, COMA, & DEATH IN 7 TO 10 DAYS. /ETHYLENE GLYCOL/
SEE GLYCOLS. THERE IS SOME EVIDENCE THAT THE GLYCOL ETHERS ARE MORE TOXIC THAN OTHER MEMBERS OF THE GLYCOL GROUP. /GLYCOLS/
For more Human Toxicity Excerpts (Complete) data for ISOPROPOXYETHANOL (7 total), please visit the HSDB record page.
Non-Human Toxicity Excerpts
THE MATERIAL IS APPRECIABLY IRRITATING TO EYES OF RABBITS CAUSING INJURY TO CONJUNCTIVAL MEMBRANES, CORNEA, &...SOME IRITIS. HEALING APPEARED TO BE COMPLETE WITHIN A WEEK.
THE MATERIAL IS NOT APPRECIABLE IRRITATING TO THE SKIN UNDER ORDINARY CONDITIONS OF EXPOSURE, BUT IF IT IS CONFINED FOR PROLONGED PERIODS, IT MAY CAUSE APPRECIABLE IRRITATION, EVEN A BURN. ...THE MATERIAL MAY READILY BE ABSORBED THROUGH THE INTACT SKIN IN LETHAL AMT.
FOUR/FOUR RATS DIED DURING 7 HR OF EXPOSURE TO VAPORS AT ESSENTIALLY SATURATED CONCN, AT 100 °C & COOLED TO ROOM TEMP. AFTER 3 HR, BLOOD APPEARED IN URINE; 1 RAT AUTOPSIED AFTER EXPOSURE HAD BLACK & SEVERELY ENLARGED KIDNEYS. /FROM TABLE/
TWO/THREE RATS DIED DURING 4 HR OF EXPOSURE TO VAPORS AT ESSENTIALLY SATURATED CONCN. BLOODY URINE WAS PASSED IMMEDIATELY AFTER EXPOSURE. THERE WAS EXCESS URINE. THREE DAYS AFTER EXPOSURE THE KIDNEYS WERE SEVERELY NECROTIC AND DARK IN COLOR. /FROM TABLE/
For more Non-Human Toxicity Excerpts (Complete) data for ISOPROPOXYETHANOL (10 total), please visit the HSDB record page.
Probable Routes of Human Exposure
NO REPORTS OF ADVERSE EFFECTS FROM THE HANDLING OR USE OF ETHYLENE GLYCOL MONOISOPROPYL ETHER HAVE BEEN MADE. ...THIS MAY BE BECAUSE OF ITS LIMITED USE TO DATE.
...NO DATA AVAILABLE THAT WOULD ALLOW THE ESTABLISHMENT OF A HYGIENIC STANDARD FOR REPEATED EXPOSURE TO VAPORS. IN VIEW OF HIGH TOXICITY.../TO/ ANIMALS, IT WOULD SEEM...PRUDENT TO TAKE PARTICULAR CARE TO PREVENT ALL POSSIBLE EXPOSURE OF HUMAN BEINGS TO THIS MATERIAL...
Toxicity DataLC50 (rat) = 3,100 mg/m3/4h
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- KL5075000
- ridadr
- UN 2929 6.1/PG 2
- hs_code
- 2909 44 00
- Toxicity
- LD50 orally in Rabbit: 5111 mg/kg LD50 dermal Rabbit 1445 mg/kg
- risk_code
- 20/21-36
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07,GHS08
- hazard_code
- Xn
- safety_code
- 24/25
- hazard_class
- 3
- Storage Class
- 3 - Flammable liquids
- packing_group
- III
- Hazard statements
- H312+H332-H315-H319-H370-H373-H226
- Limited Quantities
- 5.0 L (1.3 gallons) (liquid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationEye Irrit. 2Flam. Liq. 3Skin Irrit. 2
- Autoignition Temperature
- 240 °C
- Precautionary statements
- P501-P260-P270-P240-P210-P233-P243-P241-P242-P271-P264-P280-P370+P378-P337+P313-P305+P351+P338-P308+P311-P362+P364-P303+P361+P353-P332+P313-P304+P340+P312-P403+P235-P405
- Hazardous Substances Data
- 109-59-1(Hazardous Substances Data)
Chemistry & industry
Pharmacology
Metabolism/MetabolitesMAJOR URINARY METABOLITES OF (14)C-LABELED ISOPROPYL OXITOL (0.993 MG, IP) WERE ISOPROPOXYACETIC ACID, N-ISOPROPOXYACETYLGLYCINE, & ETHANEDIOL (ACCOUNTING FOR 30, 46 & 13% OF URINARY RADIOACTIVITY).
Absorption, Distribution and Excretion
THE MATERIAL MAY READILY BE ABSORBED THROUGH THE INTACT SKIN...
WITHIN 24 HR AFTER (14)C-LABELED ISOPROPYL OXITOL (0.993 MG, IP) ADMIN 71% OF THE RADIOACTIVITY HAD BEEN EXCRETED IN THE URINE & 9% IN THE EXPIRED AIR.
Uses & manufacturing
Uses
Used as a solvent, particularly in paints and lacquers; [ACGIH]
Painting (Solvents) [Category: Paint]
COMPONENT OF LACQUERS & OTHER COATINGS; AS SOLVENT FOR RESINS; DYES FOR TEXTILES
Methods of Manufacturing
...MONOALKYL ETHERS ARE USUALLY PRODUCED BY REACTING ETHYLENE OXIDE WITH ALCOHOL OF CHOICE.../OR/ BY DIRECT ALKYLATION OF...GLYCOL WITH AN ALKYLATING AGENT...AB BOESE JR ET AL IN GURME & JOHNSTON, EDITORS, GLYCOLS (AMER CHEM SOC MONOGRAPH, SERIES 114) REINHOLD, NY, 1952.
General Manufacturing Information
Ethanol, 2-(1-methylethoxy)-: ACTIVE
IN THE PRESENCE OF GLUCOSE, 10% 2-ISOPROPOXYETHANOL PREVENTED SPORE GERMINATION & MYCELIAL GROWTH OF C RESINAE, A PROBLEM ORGANISM IN JET FUEL.
Applications
Uses2-Isopropoxyethanol was used to study the products of the gas-phase reactions of OH radical with n-butyl methyl ether and 2-isopropoxyethanol in the presence of NO. 2-Isopropoxyethanol was used to develop methodology for evaluating electromagnetic sensor performance in nonrelaxing and nonconducting (e.g., sandy soil) media
UsesEthylene glycol monoisopropyl ether (EGIE) is used as a solvent for resins, dyes, and cellulose esters, and in coatings..
UsesSolvent in latex paints, lacquers, and other coatings, resins, coalescing aids, and coupling solvents
General DescriptionA clear liquid. Density 0.903 g / cm3. Flash point 114°F. An irritant.
Upstream & downstream products
Upstream raw materials
Downstream products
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Related reactions
53 records
Compound notes
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