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Decylamine

HCID 8916
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
2016-57-1
Standard SMILES
CCCCCCCCCCN
InChIKey
MHZGKXUYDGKKIU-UHFFFAOYSA-N
Molecular formula
C10H23N
Average molar mass
157.3 g/mol
Monoisotopic mass
157.18304974

Overview

Decylamine is an alkylamine.

Names & identifiers

Preferred name
Decylamine
IUPAC
decan-1-amine
English name
Decylamine
Molecular formula
C10H23N
Molecular weight
157.3

Names & synonyms

Decylaminedecan-1-amine2016-57-11-DecanamineMonodecylamineKemamine P 190DAminodecaneDTXSID2022171M9KKQ6ZZG9DTXCID902171RefChem:131384217-957-7
Show more names
DecylaminAMINE C10DECYLAMIDE
1-Aminodecane1-DecylamineN-DECYLAMINEDecanamineMFCD00008149Amine 10n-C10H21NH2CHEMBL109819

Database identifiers

CAS
2016-57-1
PubChem CID
8916
DTXSID
DTXSID2022171
ChEMBL
CHEMBL109819
ChEBI
CHEBI:166481
UNII
M9KKQ6ZZG9
EC Number
217-957-7
Nikkaji
J7.849B

Properties

Computed structural propertiesFilling in

XLogP
4.2
Topological polar surface area
26 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
8
Heavy atoms
11
Formal charge
0
Complexity
61.9

Experimental & physicochemical properties

Chemical Classes · 2 items

Nitrogen Compounds -> Amines, Aliphatic

Industrial compound

SpringerMaterials PropertiesBoiling point
LogPlog Kow = 1.92
OdorAmine odor
Density0.73
Color/Form · 2 items

Liquid

Water-white liquid

SolubilityIn water, 5.5X10+2 mg/L at 25 °C
Boiling Point220.5 °C
Melting Point17 °C
Vapor Density5.5 (Air = 1)
Vapor Pressure · 2 items

0.1 [mmHg]

0.1 mm Hg at 25 °C

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

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P260, P262, P264, P270, P273, P280, P301+P316, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P361+P364, P363, P391, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 48 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationChemical: 1-Decanamine
Hazards SummaryAn irritant; [Hawley] A corrosive substance that can cause injury to the skin, eyes, and respiratory tract; Inhalation may cause chemical pneumonitis and pulmonary edema; Readily absorbed through skin; [Aldrich MSDS]
Hazard Classes and CategoriesAcute Tox. 3 (100%)

Safety & protection

Disposal Methods · 1 item

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Toxicology

Chemistry & industry

Uses & manufacturing

Uses · 4 items

Used as chemical intermediate and a honeybee repellant after pesticide use in New Zealand; [HSDB]

Farming (Pesticides) [Category: Industry]

Chemical intermediate

Has been used in New Zealand as a honeybee repellant following application of pesticides

General Manufacturing Information1-Decanamine: ACTIVE
Applications · 3 items

Uses1-Decylamine is a intermediate forming the phosphatidylcholine-decylamine liposomal membranes.

UsesDecylamine was used in the synthesis of dynole 2-24 series by undergoing reductive amination with 1-(3-(dimethylamino)propyl)-1H-indole-3-carbaldehyde. It was also used as a coordinating solvent to thermolyse the lead piperidine and lead tetrahydroquinoline dithiocarbamate (DTC) complexes.

General DescriptionDecylamine is a hydrophobic long alkylated cationic ammonium that is used to modify the polarity of reversed phases on octadecylsilyl (ODS) gels.

Upstream & downstream products

Upstream raw materials

Silica gelDecanoic acidNickel aluMinuM1-AminotridecaneDecanonitrileDidecylamine

Downstream products

DecanamideN-Methyldidecylamine

Related reactions

84 records
New reaction record
HRID 66618 reaction equation
HRID 66618As reactantuspto-grants-1982_08
HRID 66619 reaction equation
HRID 66619As reactantuspto-grants-1982_08
HRID 66815 reaction equation
HRID 66815As reactantuspto-grants-1982_08
HRID 128895 reaction equation
HRID 128895As reactantuspto-grants-1995_11
HRID 129360 reaction equation
HRID 129360As reactantuspto-grants-1995_11
HRID 176712 reaction equation
HRID 176712As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 194629 reaction equation
HRID 194629As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 208875 reaction equation
HRID 208875As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
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Compound notes

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Refractive IndexIndex of refraction = 1.437 at 20 °C

Physicochemical properties

Melting point
12 · 12-14 °C(lit.)
Boiling point
216 · 216-218 °C(lit.)
Density
0.787 g/mL · 0.787 g/mL at 25 °C(lit.)
refractive index
20 · n20/D 1.436(lit.)
Flash point
186 °F · 186 °F
storage temp.
room temp
solubility
Chloroform, Ethyl Acetate
form
Liquid
pka
10.64 · 10.64(at 25℃)
color
Clear colorless to yellow or brown
BRN
1735220 · 1735220
Henry's Law Constant
2.6 · 2.6×10-1 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
Stability
Stable. Incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides. Absorbs carbon dioxide from the air.
InChI
1S/C10H23N/c1-2-3-4-5-6-7-8-9-10-11/h2-11H2,1H3
InChIKey
MHZGKXUYDGKKIU-UHFFFAOYSA-N
SMILES
CCCCCCCCCCN
CAS DataBase Reference
2016 · 2016-57-1(CAS DataBase Reference)
EWG's Food Scores
1 · 1
FDA UNII
9 KKQ6ZZG9 · M9KKQ6ZZG9
NIST Chemistry Reference
1 · 1-Decanamine(2016-57-1)
EPA Substance Registry System
Decylamine (2016-57-1)
UNSPSC Code
12352100 · 12352100
NACRES
22 · NA.22
Symbol(GHS)
5 · GHS05,GHS06,GHS09
Signal word
Danger
Hazard statements
301 · H301+H311-H314-H410
Precautionary statements
270 · P270-P273-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes
T
Risk Statements
22 · 22-24-34-20/22
Safety Statements
26 · 26-36/37/39-45
RIDADR
2922 · UN 2922 8/PG 3
WGK Germany
2 · 2
RTECS
6475000 · HD6475000
F
10 · 10-34
TSCA
TSCA listed
HazardClass
8 · 8
PackingGroup
III
HS Code
29211990 · 29211990
Storage Class
6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications
3 DermalAcute · Acute Tox. 3 DermalAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1Eye Dam. 1Skin Corr. 1B
Hazardous Substances Data
2016 · 2016-57-1(Hazardous Substances Data)
Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 260(SRC), determined from a log Kow of 1.92(2) and a regression-derived equation(3), indicates that decylamine is expected to have moderate mobility in soil(SRC). Volatilization of decylamine from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 6.69X10-5 atm-cu m/mole(4). However, a pKa of 10.6(5) indicates decylamine will exist almost entirely in the ionized form at pH values of 5 to 9 and therefore volatilization from moist soil surfaces is not expected to be an important fate process. Decylamine is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.1 mm Hg(6). Decylamine was fully degraded within 9 hours when placed in a inoculum of bacteria grown on pure decylamine(7). When decylamine was absorbed into clay and placed in the same inoculum about 50% degradation was observed after 24 hours(7).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 260(SRC), determined from a log Kow of 1.92(2) and a regression-derived equation(3), indicates that decylamine is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 6.69X10-5 atm-cu m/mole(4). However, a pKa of 10.6(5) indicates decylamine will exist almost entirely in the ionized form at pH values of 5 to 9 and therefore volatilization from water surfaces is not expected to be an important fate process. The pKa of decylamine indicates that this compound will primarily exist in cation form in the environment and cations generally adsorb more strongly to suspended solids and sediment than their neutral counterparts(6). Hydrolysis is not expected to be an important environmental fate process since this compound lacks functional groups that hydrolyze under environmental conditions. According to a classification scheme(7) an estimated BCF of 6(SRC), from its log Kow(2) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Decylamine was fully degraded within 9 hours when placed in a inoculum of bacteria grown on pure decylamine(9). When decylamine was absorbed into clay and placed in the same inoculum about 50% degradation was observed after 24 hours(9).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), decylamine, which has a vapor pressure of 0.1 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase decylamine 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 9 hours(SRC), calculated from its rate constant of 4.3X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Decylamine does not contain chromophores that absorb light at wavelengths >290 nm and therefore would not be expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsDermatotoxin - Skin burns.
Effluent Concentrations · 1 item

Aliphatic amines are emitted from industries, animal wastes, and waste incineration(1). They have been added to fuels with the object of dissolving potential deposits on the combustion chamber, valves and fuel injection nozzles(1). Specific data in this regard relating to n-decylamine were not located(SRC, 2005).

Soil Adsorption/Mobility · 1 item

The Koc of decylamine is estimated as 260(SRC), using a log Kow of 1.92(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that decylamine is expected to have moderate mobility in soil. The pKa of decylamine is 10.6(4), indicating that this compound will primarily exist in cation form in the environment and cations generally adsorb more strongly to organic carbon and clay than their neutral counterparts(5).

Artificial Pollution Sources · 1 item

Decylamine's production and use as a chemical intermediate(1) may result in its release to the environment through various waste streams(SRC). The compound has been used in New Zealand as a honeybee repellant following application of pesticides(2), resulting in its direct release to the environment(SRC). Low molecular weight aliphatic amines have also been used as fuel additives(3).

Environmental Biodegradation · 1 item

AEROBIC: Decylamine, at a concentration of 120 ppm, was fully degraded within 9 hours when placed on acclimated lima loam inoculum in a montmorillonite soil suspension(1). When decylamine was absorbed into clay complete degradation was not observed after 24 hours(1).

Environmental Bioconcentration · 1 item

An estimated BCF of 6 was calculated for decylamine(SRC), using a log Kow of 1.92(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Volatilization from Water/Soil · 1 item

The Henry's Law constant for decylamine is 6.69X10-5 atm-cu m/mole(1). This Henry's Law constant indicates that decylamine is expected to volatilize from water surfaces(2). The Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). However, a pKa of 10.6(3) indicates decylamine will exist almost entirely in the ionized form at pH values of 5 to 9 and therefore volatilization from water and soil surfaces is not expected to be an important fate process(2). Decylamine is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.1 mm Hg(4).

Environmental Abiotic Degradation · 1 item

The rate constant for the vapor-phase reaction of decylamine with photochemically-produced hydroxyl radicals has been estimated as 4.3 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 9 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). Hydrolysis is not expected to be an important environmental fate process since this compound lacks functional groups that hydrolyze under environmental conditions(2). Decylamine does not contain chromophores that would be expected to absorb light with wavelengths >290 nm and would not be expected to be susceptible to direct photolysis by sunlight(SRC).

Probable Routes of Human Exposure · 1 item

Occupational exposure to decylamine may occur through inhalation and dermal contact with this compound at workplaces where decylamine is produced or used. Monitoring data indicate that the general population may be exposed to decylamine via inhalation in the vicinity of industrial incinerators, industry, feed lots, and automotive exhaust as these emissions often contain aliphatic amines. (SRC)

Environmental Fate/Exposure Summary · 1 item

Decylamine's production and use as a chemical intermediate may result in its release to the environment through various waste streams. Decylamine's use as bee repellent is expected to have resulted in its release to the environment through various waste streams. If released to air, a vapor pressure of 0.1 mm Hg at 25 °C indicates decylamine will exist solely as a vapor. Vapor-phase decylamine 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 9 hours. Decylamine does not contain chromophores that absorb light at wavelengths >290 nm and therefore is not expected to be susceptible to direct photolysis by sunlight. If released to soil, decylamine is expected to have moderate mobility based upon an estimated Koc of 260. The pKa of decylamine is 10.6, indicating that this compound will primarily exist in cation form in the environment and cations do not volatilize from water or moist soil surfaces. Cations generally adsorb more strongly to organic carbon and clay than their neutral counterparts. Decylamine should not volatilize from dry soil surfaces based upon its vapor pressure. Decylamine was fully degraded within 9 hours when placed in a inoculum of bacteria grown on pure decylamine. When decylamine was absorbed into clay and then placed in the same inoculum about 50% degradation was observed after 24 hours. If released into water, decylamine is expected to adsorb to suspended solids and sediment based upon the estimated Koc. An estimated BCF of 6 suggests the potential for bioconcentration in aquatic organisms is low. Hydrolysis is not expected to be an important environmental fate process since this compound lacks functional groups that hydrolyze under environmental conditions. Occupational exposure to decylamine may occur through inhalation and dermal contact with this compound at workplaces where decylamine is produced or used. Monitoring data indicate that the general population may be exposed to decylamine via inhalation in the vicinity of industrial incinerators, industry, feed lots, and automotive exhaust as these emissions often contain aliphatic amines. (SRC)

Safety data

F
10-34
PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
2
tsca
TSCA listed
rtecs
HD6475000
ridadr
UN 2922 8/PG 3
hs_code
29211990
risk_code
22-24-34-20/22
Signal word
Danger
Symbol(GHS)
GHS05,GHS06,GHS09
hazard_code
T
safety_code
26-36/37/39-45
hazard_class
8
Storage Class
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
packing_group
III
Hazard statements
H301+H311-H314-H410
Hazard Classifications
Acute Tox. 3 DermalAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1Eye Dam. 1Skin Corr. 1B
Precautionary statements
P270-P273-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
Hazardous Substances Data
2016-57-1(Hazardous Substances Data)
2-Pyrimidinamine, N-(1-methylethyl)- (9CI)
Decyl isothiocyanate

Additional notes

DefinitionChEBI: Decylamine is an alkylamine.