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Pentadecylbenzene

HCID 16476
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Basic information

CAS
2131-18-2
Standard SMILES
CCCCCCCCCCCCCCCc1ccccc1
InChIKey
JIRNEODMTPGRGV-UHFFFAOYSA-N
Molecular formula
C21H36
Average molar mass
288.5 g/mol
Monoisotopic mass
288.28170115

Names & identifiers

Preferred name
Pentadecylbenzene
IUPAC
pentadecylbenzene
English name
1-Phenylpentadecane
Molecular formula
C21H36
Molecular weight
288.51

Names & synonyms

Pentadecylbenzene1-PhenylpentadecaneBenzene, pentadecyl-N-PENTADECYLBENZENEFLW4P997AOPENTADECYLBENZOLNSC-88949UNII-FLW4P997AODTXSID5051860HSDB 5866N-PENTADECYLBENZENE [HSDB]EINECS 218-352-0
Show more names
PHENYLPENTADECANEpentadecyl-benzenbenzene,pentadecyl-1-phenyl-pentadecanPentadecylbenzene>pentadecane,1-phenyl-Pentadecane, 1-phenyl-
NSC 88949nPentadecylbenzene1PhenylpentadecaneBenzene, pentadecylPentadecane, 1phenylRefChem:171348DTXCID4030417218-352-0

Database identifiers

CAS
2131-18-2、68890-99-3
PubChem CID
16476
DTXSID
DTXSID5051860
UNII
FLW4P997AO
EC Number
218-352-0
Nikkaji
J108.122E

Properties

Computed structural properties

XLogP
10.4
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
14
Heavy atoms
21
Formal charge
0
Complexity
190

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Aromatic Hydrocarbons
SpringerMaterials PropertiesBoiling point
Density0.8548 @ 20 °C
Boiling Point373 °C
Melting Point · 2 items

22 °C

22 °C

Vapor Pressure · 2 items

0.0000072 [mmHg]

7.2X10-6 mm Hg @ 25 °C

Refractive IndexIndex of refraction: 1.4815 @ 20 °C
Physical Description · 2 items

mp = 22 deg C; [HSDB] Liquid; [MSDSonline]

Solid

Physicochemical properties

Melting point
22 °C · 22 °C(lit.)

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]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazards SummaryAn irritant; [MSDSonline]
Special Reports[ITC/USEPA; Infomation Review #235 (Draft) Mono(C10-16) Alkylbenzenes (1981)]
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 log Koc value of 6.5(SRC), determined from an estimated log Kow of 9.42(2,SRC) and a regression-derived equation(3), indicates that n-pentadecylbenzene is expected to be immobile in soil(SRC). Volatilization of n-pentadecylbenzene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 0.79 atm-cu m/mole(SRC), using a fragment constant estimation method(4), but adsorption may severely attenuate this process. n-Pentadecylbenzene is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 7.2X10-6 mm Hg(5).

Chemistry & industry

Pharmacology

Cellular LocationsMembrane

Uses & manufacturing

Uses · 2 items

Used in detergent alkylates; [HSDB]

Component of detergent alkylates.

U.S. Production(1977) 1-10 million lbs
General Manufacturing InformationBenzene, pentadecyl-: INACTIVE

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Related reactions

2 records
New reaction record
HRID 141594 reaction equation
HRID 141594As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 269439 reaction equation
HRID 269439As reactantuspto-grants-2008_11

Compound notes

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On this pageBasic informationNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Boiling point
373 °C · 373 °C(lit.)
Density
0.855 g/mL · 0.855 g/mL at 20 °C(lit.)
refractive index
20 · n20/D 1.482
Flash point
12 °C · 12 °C
form
clear liquid
color
Colorless to Light yellow
Henry's Law Constant
1.2 · 1.2×10-5 mol/(m3Pa) at 25℃, HSDB (2015)
CAS DataBase Reference
2131 · 2131-18-2(CAS DataBase Reference)
FDA UNII
4 P997AO · FLW4P997AO
EPA Substance Registry System
Pentadecylbenzene (2131-18-2)
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
335 · H335-H319-H315
Precautionary statements
264 · P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Hazard Codes
Xi
Risk Statements
36 · 36/37/38
Safety Statements
26 · 26-36
WGK Germany
3 · 3
TSCA
TSCA listed
HS Code
2902.9 · 2902.90.3050
Hazardous Substances Data
2131 · 2131-18-2(Hazardous Substances Data)

AQUATIC FATE: Based on a classification scheme(1), an estimated log Koc value of 6.5(SRC), determined from an estimated log Kow of 9.42(2,SRC) and a regression-derived equation(3), indicates that n-pentadecylbenzene is expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 0.79 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4), but adsorption may severely attenuate this process(SRC). Volatilization half-lives for a model river and model lake are 5 hours and 7 days, respectively(SRC), using an estimation method(3) if adsorption is neglected. The estimated volatilization half-life from a model pond is 70 years if adsorption is considered(5). River die-away tests have shown that alkylbenzenes are readily biodegradable, with half-lives of 1.7 to 11.4 days for C-10 to C-13 isomers in river water(6). According to a classification scheme(7), a BCF of 35 for dodecylbenzene measured in fish(8) suggests that bioconcentration of n-pentadecylbenzene in aquatic organisms is moderate.

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), n-pentadecylbenzene, which has a vapor pressure of 7.2X10-6 mm Hg at 25 °C(2), is expected to exist solely in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase n-pentadecylbenzene 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 16 hours(SRC) from its estimated rate constant of 2.4X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(3) Particulate-phase n-pentadecylbenzene may be removed from the air by wet and dry deposition(SRC).

Soil Adsorption/Mobility · 1 item

The log Koc of n-pentadecylbenzene is estimated as 6.5(SRC), using an estimated log Kow of 9.42(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this estimated log Koc value suggests that n-pentadecylbenzene is expected to be immobile in soil.

Artificial Pollution Sourcesn-Pentadecylbenzene's production and use as a component for detergents and a starting material for linear alkylsulfonates(1,2) may result in its release to the environment through various waste streams(SRC).
Environmental BiodegradationRiver die-away tests have shown that alkylbenzenes including n-pentadecylbenzene are readily biodegradable, with half-lives of 1.7 to 11.4 days for C-10 to C-13 isomers in river water(1).
Environmental Bioconcentration · 1 item

The BCF of n-pentyldecylbenzene was estimated as 3(SRC) from an estimated log Kow of 9.42(1,SRC) and a regression derived equation(2). The BCF value of bluegill sunfish exposed to dodecylbenzene in a flowing aquarium was 35(3). By analogy, the BCF value for n-pentadecylbenzene is expected to be similar(SRC). According to a classification scheme(4), these BCF vales suggest bioconcentration in aquatic organisms is moderate.

Volatilization from Water/Soil · 1 item

The Henry's Law constant for n-pentadecylbenzene is estimated as 0.79 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that n-pentadecylbenzene is expected to volatilize rapidly from water surfaces(2), however adsorption may severely attenuate this process(SRC). 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 5 hours if adsorption is neglected(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 7 days if adsorption is neglected(SRC). The estimated volatilization half-life from a model pond is 70 years if adsorption is considered(3). n-Pentadecylbenzene's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur, however adsorption may attenuate this process(SRC). n-Pentadecylbenzene is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 7.2X10-6 mm Hg at 25 °C(4).

Environmental Abiotic Degradation · 1 item

The rate constant for the vapor-phase reaction of n-pentadecylbenzene with photochemically-produced hydroxyl radicals has been estimated as 2.4X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 16 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). n-Pentadecylbenzene is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2).

Probable Routes of Human Exposure · 1 item

Occupational exposure to n-pentadecylbenzene may occur through inhalation and dermal contact with this compound at workplaces where n-pentadecylbenzene is produced or used. The general population may be exposed to n-pentadecylbenzene via dermal contact with this compound and consumer products containing n-pentadecylbenzene. (SRC)

Environmental Water ConcentrationsTraces of pentadecylbenzene were observed from one source along the Illinois River. The source was a manufacturing site for surfactants, detergents, and plastic moldings.
Environmental Fate/Exposure Summary · 1 item

n-Pentadecylbenzene's production and use as a component for detergents and a starting material for linear alkylsulfonates may result in its release to the environment through various waste streams. If released to air, a vapor pressure of 7.2X10-6 mm Hg at 25 °C indicates n-pentadecylbenzene will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase n-pentadecylbenzene 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 16 hours. Particulate-phase n-pentadecylbenzene will be removed from the atmosphere by wet and dry deposition. If released to soil, n-pentadecylbenzene is expected to have no mobility based upon an estimated log Koc of 6.5. Volatilization from moist soil surfaces is expected to be an important fate process based upon an estimated Henry's Law constant of 0.79 atm-cu m/mole, but adsorption may severely attenuate this process. n-Pentadecylbenzene is not expected to volatilize from dry soil surfaces based on its vapor pressure. If released into water, n-pentadecylbenzene is expected to adsorb to suspended solids and sediment in the water column based upon the estimated log Koc. River die-away tests have shown that alkylbenzenes are readily biodegradable, with half-lives of 1.7 to 11.4 days for C-10 to C-13 isomers in river water. Volatilization from water surfaces is expected to be an important fate process based upon this compound's estimated Henry's Law constant, but adsorption may severely attenuate this process. Estimated volatilization half-lives for a model river and model lake are 5 hours and 7 days, respectively if adsorption is neglected. The estimated volatilization half-life from a model pond is 70 years if adsorption is considered. A BCF of 35 for dodecylbenzene measured in fish suggests that bioconcentration of n-pentadecylbenzene in aquatic organisms is moderate. Occupational exposure to n-pentadecylbenzene may occur through inhalation and dermal contact with this compound at workplaces where n-pentadecylbenzene is produced or used. The general population may be exposed to n-pentadecylbenzene via dermal contact with this compound and consumer products containing n-pentadecylbenzene. (SRC)

Safety data

wgk
3
tsca
TSCA listed
hs_code
2902.90.3050
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xi
safety_code
26-36
Hazard statements
H335-H319-H315
Precautionary statements
P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
Hazardous Substances Data
2131-18-2(Hazardous Substances Data)