Basic information
- CAS
91-68-9- Standard SMILES
CCN(CC)c1cccc(O)c1- InChIKey
WAVOOWVINKGEHS-UHFFFAOYSA-N- Molecular formula
- C10H15NO
- Average molar mass
- 165.23 g/mol
- Monoisotopic mass
- 165.1153641
Names & identifiers
- Preferred name
- 3-(Diethylamino)phenol
- IUPAC
- 3-(diethylamino)phenol
- English name
- 3-Diethylaminophenol
- Molecular formula
- C10H15NO
- Molecular weight
- 165.23
Names & synonyms
Show more names
Database identifiers
- CAS
91-68-9- PubChem CID
- 7062
- DTXSID
DTXSID9025037- ChEMBL
CHEMBL1420719- UNII
- BQY98Q7YU5
- EC Number
- 202-090-9
- Nikkaji
- J134.659H
Properties
Computed structural properties
- XLogP
- 2.3
- Topological polar surface area
- 23.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 3
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 123
Experimental & physicochemical properties
Physical Description
3-diethylaminophenol is a black solid. (NTP, 1992)
Black solid; [CAMEO] Crystalline solid; [Sigma-Aldrich MSDS]
Physicochemical properties
- Melting point
- 69 · 69-72 °C (lit.)
- Boiling point
- 170 °C/15 · 170 °C/15 mmHg (lit.)
- Density
- 1.0203 · 1.0203 (rough estimate)
- vapor pressure
- 0.345 Pa · 0.345Pa at 25℃
- refractive index
- 1.482 · 1.4820 (estimate)
- Flash point
- 141 °C · 141 °C
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- 4.087 g/L · 4.087g/L in organic solvents at 20 ℃
- form
- Flakes or Granules
- pka
- 10.08 · 10.08±0.10(Predicted)
- color
- Gray-brown to rose or red
- Water Solubility
- 0.1 g/100 · <0.1 g/100 mL at 20.5 ºC
- BRN
- 908212 · 908212
- Cosmetics Ingredients Functions
- HAIR DYEING
- InChI
- 1S/C10H15NO/c1-3-11(4-2)9-6-5-7-10(12)8-9/h5-8,12H,3-4H2,1-2H3
- InChIKey
- WAVOOWVINKGEHS-UHFFFAOYSA-N
- SMILES
- CCN(CC)c1cccc(O)c1
- LogP
- 0.929 at · 0.929 at 23℃
- CAS DataBase Reference
- 91 · 91-68-9(CAS DataBase Reference)
- FDA UNII
- 98 Q7YU5 · BQY98Q7YU5
- NIST Chemistry Reference
- 3 · Phenol, 3-(diethylamino)-(91-68-9)
- EPA Substance Registry System
- m-(Diethylamino)phenol (91-68-9)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 6 · GHS06
- Signal word
- Danger
- Hazard statements
- 301 · H301
- Precautionary statements
- 264 · P264-P270-P301+P310-P405-P501
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- T,Xi
- Risk Statements
- 25 · 25-36/37/38
- Safety Statements
- 36 · 36/37/39-45-22-26-36-24/25
- RIDADR
- 2512 · UN 2512 6.1/PG 3
- WGK Germany
- 2 · 2
- RTECS
- 550500 · SL0550500
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1
- HS Code
- 29222900 · 29222900
- Storage Class
- 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- 3 Oral · Acute Tox. 3 Oral
- REACH Registrations
- Active
- Limited Quantities
- 5 L · 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Safety & regulation
GHS classification
GHS Classification
Danger
H301 (72.5%): Toxic if swallowed [Danger Acute toxicity, oral];H315 (26.9%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (26.9%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (25.6%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H411 (71.9%): Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P261, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 160 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Hazards Summary
Not a skin or eye irritant in rabbits; Not sensitizing in skin painting study of guinea pigs; Methemoglobinemia observed in oral study of cats; [IUCLID] A skin and strong eye irritant; Prolonged or repeated exposure may cause eye injury; [Sigma-Aldrich MSDS]
Reactivity Profile
An amine and phenol. 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. Phenols do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has pKa = 9.88). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid.
Safety & protection
First Aid
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.;SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
Nonfire Spill Response
SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, you should dampen the solid spill material with alcohol, then transfer the dampened material to a suitable container. Use absorbent paper dampened with alcohol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminate area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.;STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)
Isolation and Evacuation
Excerpt from ERG Guide 152 [Substances - Toxic (Combustible)]:;IMMEDIATE PRECAUTIONARY MEASURE: Isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids.;SPILL: Increase the immediate precautionary measure distance, in the downwind direction, as necessary.;FIRE: If tank, rail tank car or highway tank is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2024)
Personal Protective Equipment (PPE)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
Toxicology
Regulatory information
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- SL0550500
- ridadr
- UN 2512 6.1/PG 3
- hs_code
- 29222900
- risk_code
- 25-36/37/38
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- T,Xi
- safety_code
- 36/37/39-45-22-26-36-24/25
- hazard_class
- 6.1
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard statements
- H301
- Limited Quantities
- 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
- REACH Registrations
- Active
- Hazard Classifications
- Acute Tox. 3 Oral
- Precautionary statements
- P264-P270-P301+P310-P405-P501
Chemistry & industry
Uses & manufacturing
Applications
Uses3-Diethylaminophenol is used as a reagent in the synthesis of coumarin- and rhodamine-fused deep red fluorescent dyes.
Uses3-Diethylaminophenol was used as starting reagent for the synthesis of silyloxyaniline. It was used in the synthesis of Nile Red and its hydroxy-derivative.
General DescriptionBlack solid.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Related reactions
Compound notes
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