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4-(Octyloxy)benzoic acid

HCID 17231
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
2493-84-7
Standard SMILES
CCCCCCCCOc1ccc(C(=O)O)cc1
InChIKey
IALWCYFULVHLEC-UHFFFAOYSA-N
Molecular formula
C15H22O3
Average molar mass
250.33 g/mol
Monoisotopic mass
250.15689456

Overview

P-n-octyloxybenzoic acid is a white powder. (NTP, 1992)

Names & identifiers

Preferred name
4-(Octyloxy)benzoic acid
IUPAC
4-octoxybenzoic acid
English name
4-n-Octyloxybenzoic acid
Molecular formula
C15H22O3
Molecular weight
250.33

Names & synonyms

2493-84-74-(Octyloxy)benzoic acid4-Octyloxybenzoic acid4-n-Octyloxybenzoic acidBenzoic acid, 4-(octyloxy)-p-(Octyloxy)benzoic acidp-Octoxybenzoic acidP-N-OCTYLOXYBENZOIC ACIDp-(n-Octyloxy)benzoic acidBenzoic acid, p-(octyloxy)-CCRIS 4690DTXSID1025807
Show more names
OOBATIMTEC-BB SBB008044RARECHEM AL BO 0490octyloxybenzoicacid4-octoxybenzoic acidLABOTEST-BB LT001144324-(octyloxy)-benzoicacip-n-octyloxybenzoicacid
04GD4OJ7FUoctyloxybenzoic acidNSC 142138NSC-142138DTXCID905807OCTYLOXYBENZOIC ACID, 4-P-(N-OCTOXY)BENZOIC ACIDRefChem:516529

Database identifiers

CAS
2493-84-7
PubChem CID
17231
DTXSID
DTXSID1025807
ChEMBL
CHEMBL1328156
ChEBI
CHEBI:170073
UNII
04GD4OJ7FU
EC Number
607-462-8
Nikkaji
J26.912C

Properties

Computed structural propertiesFilling in

XLogP
5
Topological polar surface area
46.5 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
3
Rotatable bonds
9
Heavy atoms
18
Formal charge
0
Complexity
220

Experimental & physicochemical properties

Chemical ClassesLiquid Crystal (LCM) Monomers
SpringerMaterials PropertiesChemical diffusion
Solubilityless than 1 mg/mL at 68 °F (NTP, 1992)
Melting Point226 °F (Turbid) (NTP, 1992)
Physical DescriptionP-n-octyloxybenzoic acid is a white powder. (NTP, 1992)

Physicochemical properties

Melting point
101 · 101-105 °C (lit.)
Boiling point
353.47 °C · 353.47°C (rough estimate)
Density
1.0589 · 1.0589 (rough estimate)
refractive index
1.56 · 1.5600 (estimate)
storage temp.
Sealed in dry,Room Temperature
solubility
almost transparency in hot Methanol

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

Warning

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

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

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Fire HazardsFlash point data for this chemical are not available, however it is probably combustible. (NTP, 1992)
Reactive GroupAcids, Carboxylic
Reactivity Profile · 1 item

P-N-OCTYLOXYBENZOIC ACID is a carboxylic acid. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in it to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymerization reactions; like other acids, they often catalyze (increase the rate of) chemical reactions.

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationBenzoic acid, 4-(octyloxy)-: INACTIVE

Applications

UsesIntermediate for the synthesis of liquid crystals including chiral ferroelectric benzoates. Used in the preparation of medicinal compounds.

General DescriptionP-n-octyloxybenzoic acid is a white powder. (NTP, 1992)

Preparation methods

PreparationSynthesis of 4-(Octyloxy)benzoic acid: 1-bromooctane was synthesised using n-octanol as raw material and 1-bromooctane was reacted with methyl p-hydroxybenzoate and then hydrolysed to obtain 4-(Octyloxy)benzoic acid.

Upstream & downstream products

Upstream raw materials

1-Octanol1-BromooctaneMethylparaben

Additional notes

DefinitionChEBI: 4-(octyloxy)benzoic acid is a member of benzoic acids.

Related reactions

54 records
New reaction record
HRID 751 reaction equation
HRID 751As reactantuspto-grants-1998_03
HRID 21425 reaction equation
HRID 21425As reactantuspto-grants-1995_06
HRID 46414 reaction equation
HRID 46414As reactantuspto-grants-1979_11
HRID 194818 reaction equation
HRID 194818As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 210415 reaction equation
HRID 210415As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 247798 reaction equation
HRID 247798As productuspto-grants-1993_05
HRID 247799 reaction equation
HRID 247799As reactantuspto-grants-1993_05
HRID 248774 reaction equation
HRID 248774As reactantuspto-grants-1993_05
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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
More actions
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form
powder to crystal
pka
4.48 · 4.48±0.10(Predicted)
color
White to Almost white
CAS DataBase Reference
2493 · 2493-84-7(CAS DataBase Reference)
FDA UNII
4 GD4OJ7FU · 04GD4OJ7FU
EPA Substance Registry System
p-(Octyloxy)benzoic acid (2493-84-7)
UNSPSC Code
12352103 · 12352103
NACRES
23 · NA.23
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302-H315-H319-H335
Precautionary statements
261 · P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
Safety Statements
24 · 24/25
WGK Germany
3 · 3
TSCA
TSCA listed
HS Code
29189990 · 29189990
Air and Water ReactionsInsoluble in water.
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety & protection

Fire FightingFires involving this compound can be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 item

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.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol 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 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Personal Protective Equipment (PPE) · 1 item

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)

Safety data

wgk
3
tsca
TSCA listed
hs_code
29189990
Signal word
Warning
Symbol(GHS)
GHS07
safety_code
24/25
Hazard statements
H302-H315-H319-H335
Precautionary statements
P261-P301+P312-P302+P352-P304+P340-P305+P351+P338