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1-Dodecene

HCID 8183
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
112-41-4
Standard SMILES
C=CCCCCCCCCCC
InChIKey
CRSBERNSMYQZNG-UHFFFAOYSA-N
Molecular formula
C12H24
Average molar mass
168.32 g/mol
Monoisotopic mass
168.18780077

Overview

1-dodecene appears as a clear colorless liquid with a mild, pleasnat odor. Insoluble in water and floats on water. Harmful or fatal by ingestion. Inhalation of vapors may irritate and damage lungs. High concentrations may have a narcotic effect.

Names & identifiers

Preferred name
1-Dodecene
IUPAC
dodec-1-ene
English name
1-Dodecene
Molecular formula
C12H24
Molecular weight
168.32

Names & synonyms

1-DODECENEDodec-1-ene112-41-4Adacene 12Dodecene-1n-Dodec-1-enealpha-Dodecylenealpha-DodeceneNSC 12016DTXSID5026914HSDB 1076UNII-WYE669F3GR
Show more names
Linealene 12adacene12lauryleneα-Dodecylene
EINECS 203-968-4WYE669F3GRNeodene 12NSC-12016DODECENE, 1-DTXCID306914CHEBI:89713EC 203-968-4

Database identifiers

CAS
112-41-4、1124-14-7、25378-22-7、68526-58-9
PubChem CID
8183
DTXSID
DTXSID5026914
ChEMBL
CHEMBL1872885
ChEBI
CHEBI:89713
UNII
WYE669F3GR
EC Number
203-968-4、246-922-9
Nikkaji
J43.534A

Properties

Computed structural propertiesFilling in

XLogP
6.8
Topological polar surface area
0 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
0
Rotatable bonds
9
Heavy atoms
12
Formal charge
0
Complexity
84

Experimental & physicochemical properties

Chemical Classes · 2 items

Other Classes -> Aliphatics, Unsaturated

Other Classes -> Aliphatics, Unsaturated

LipidsFatty Acyls [FA] -> Hydrocarbons [FA11]
SpringerMaterials PropertiesBoiling point
LogP6.1
OdorMILD, PLEASANT
Density · 4 items

0.758 at 68 °F (USCG, 1999) - Less dense than water; will float

0.7584 g/cu cm @ 20 °C

0.7584 @ 20 °C/4 °C

Relative density (water = 1): 0.8

Viscosity1.72 sq mm/s @ 20 °C
Color/Form · 2 items

Colorless liquid

COLORLESS LIQUID

Solubility · 2 items

Insoluble in water; sol in ethanol, ethyl ether, and acetone

Solubility in water: none

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 · 6 items

This chemical does not meet GHS hazard criteria for 1% (13 of 1254) of reports.

Danger

H304 (98.9%): May be fatal if swallowed and enters airways [Danger Aspiration hazard]

P264, P280, P301+P316, P302+P352, P321, P331, P332+P317, P362+P364, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1254 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

This chemical does not meet GHS hazard criteria for 22.6% (37 of 164) of reports.

Hazard information

Regulatory Information · 6 items

Chemical: 1-Dodecene

Chemical: Dodecene

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

1-Dodecene is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Dodecene are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 17-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15280

Status: No longer Valid Update: 16-09-2010 https://echa.europa.eu/registration-dossier/-/registered-dossier/2033

DOT LabelFlammable Liquid
Fire Hazards · 2 items

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:

Combustible. Above 77 °C explosive vapour/air mixtures may be formed.

Fire Potential · 2 items

LOW, WHEN EXPOSED TO HEAT OR FLAME. /DODECENE/

MODERATE, WHEN EXPOSED TO HEAT OR FLAME; CAN REACT WITH OXIDIZING MATERIALS.

Chemistry & industry

Pharmacology

Cellular LocationsMembrane

Uses & manufacturing

Uses · 4 items

Used as a chemical intermediate for n-dodecyl dimethyl amine; [HSDB] Used as a synthetic fatty acid intermediate; as feedstock for alkylbenzene; as an intermediate for amines, amine oxides, and mercaptans; [eChemPortal: SIDSUNEP]

Used in flavors, perfumes, medicine, oils, dyes, and resins; [Hawley]

CHEM INT FOR N-DODECYL DIMETHYL AMINE

Chemical intermediate for n-dodecyl dimethyl amine ...

ImpuritiesAlpha-olefins of C4, C6-C15 and >C20 are by-products of oligomerization reactions.
U.S. Exports · 2 items

(1974) 3.4X10+10 G (ALL C6-C20 ALPHA-OLEFINS)

(1975) 2.27X10+10 G (EST-LINEAR ALPHA-OLEFINS)

U.S. Production · 6 items

2023: 550,000,000 - <700,000,000 lb

(1972) 1.6X10+11 G (ALL C6-C20 ALPHA-OLEFINS)

(1975) 1.30X10+11 GRAMS

(1984) 1.76X10+11 g /Dodecene/

(1988) 152,795X10+6 g /Dodecene/

(1993) 155,523X10+6 g /Dodecene/

Consumer UsesIntermediate
Industry UsesProcessing aids not otherwise specified
Methods of Manufacturing · 5 items

OLIGOMERIZATION OF ETHYLENE USING TRIETHYLALUMINUM CATALYST AND FRACTIONAL DISTILLATION OF THE RESULTING ALPHA-OLEFIN MIXTURE

Ethylene (Zeigler oligomerization; coproduced with 1-butene/ 1-hexene/ 1-octene/ alpha-olefins (C12-C14)/ alpha-olefins (C14-C16)/ alpha-olefins (C16-C18/ alpha-olefins (C18+))

The One-Step Ziegler Process involves the oligomerization of ethylene in the presence of triethylaluminum at 180-220 °C and 140 atm.

The Two-Step Ziegler Process involves the oligomerization of ethylene in the presence of aluminum alkyls at 175-200 °C and 136-204 atm. Chain growth continues with the reaction of light olefins with the aluminum alkyls continuously fed in stoichiometric amounts.

Related reactions

60 records
New reaction record
HRID 16408 reaction equation
HRID 16408As solventuspto-grants-2010_06
HRID 104158 reaction equation
HRID 104158As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 132089 reaction equation
HRID 132089As reactantuspto-grants-2008_06
HRID 132090 reaction equation
HRID 132090As reactantuspto-grants-2008_06
HRID 187628 reaction equation
HRID 187628As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 224537 reaction equation
HRID 224537As reactantuspto-grants-1980_11
HRID 229717 reaction equation
HRID 229717As reactantuspto-grants-2009_07
HRID 248665 reaction equation
HRID 248665As productuspto-grants-1993_05
Page 1 of 8

Compound notes

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Flash Point · 4 items

212 °F (USCG, 1999)

49 °C

Below 212 °F (below 100 °C) (Closed cup)

77 °C c.c.

Boiling Point · 3 items

415 °F at 760 mmHg (USCG, 1999)

213.8 °C

214 °C

Melting Point · 3 items

-31 °F (USCG, 1999)

-35.2 °C

-35 °C

Physicochemical properties

Melting point
-35 °C · -35 °C (lit.)
Boiling point
214 · 214-216 °C (lit.)
Density
0.758 g/mL · 0.758 g/mL at 20 °C (lit.)
vapor density
5.8 · 5.8 (vs air)
vapor pressure
0.2 mm · 0.2 mm Hg ( 20 °C)
refractive index
20 · n20/D 1.429(lit.)
Flash point
172 °F · 172 °F
storage temp.
30 °C · Store below +30°C.
solubility
It is soluble in ethanol, ethyl ether, and acetone
form
liquid
Specific Gravity
0.758 · 0.758
color
Colourless
Odor
Mild, pleasant.
Viscosity
1.78 mm2/s · 1.78mm2/s
explosive limit
0.6 · 0.6-5.4%(V)
Water Solubility
120 μg/L · 120μg/L at 25℃
Thermal Conductivity
0.14 W/ · 0.14 W/(m·K)
Specific Heat Capacity
2.14 J/ · Cp(liquid): 2.14 J/(g·K), at 25℃
BRN
1699848 · 1699848
Henry's Law Constant
5.1 · 5.1×10-6 mol/(m3Pa) at 25℃, Yaws (2003)
Dielectric constant
2.19 · 2.1899999999999999
Stability
Stable. Combustible. Incompatible with bases, strong oxidizing agents, reducing agents.
Cosmetics Ingredients Functions
FRAGRANCESOLVENTVISCOSITY CONTROLLING
InChI
1S/C12H24/c1-3-5-7-9-11-12-10-8-6-4-2/h3H,1,4-12H2,2H3
InChIKey
CRSBERNSMYQZNG-UHFFFAOYSA-N
SMILES
CCCCCCCCCCC=C
LogP
6.1 at · 6.1 at 20℃
CAS DataBase Reference
112 · 112-41-4(CAS DataBase Reference)
FDA UNII
669 F3GR · WYE669F3GR
EPA Substance Registry System
1 · 1-Dodecene (112-41-4)
UNSPSC Code
41116107 · 41116107
NACRES
24 · NA.24
Symbol(GHS)
8 · GHS08
Signal word
Danger
Hazard statements
304 · H304
Precautionary statements
301 · P301+P310+P331
Hazard Codes
Xi,F,Xn
Risk Statements
43 · 43-66-65
Safety Statements
36 · 36/37-45-23-62-37-36
RIDADR
3082 · UN3082
WGK Germany
3 · 3
RTECS
5120000 · JR5120000
Autoignition Temperature
491 °F · 491 °F
TSCA
TSCA listed
HazardClass
9 · 9
HS Code
29012990 · 29012990
Storage Class
10 · 10 - Combustible liquids
Hazard Classifications
1 · Asp. Tox. 1
Hazardous Substances Data
112 · 112-41-4(Hazardous Substances Data)
Toxicity
50 orally · LD50 orally in Rabbit: > 10000 mg/kg LD50 dermal Rabbit > 10000 mg/kg
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)
Health Hazards
No inhalation hazard expected. Aspiration hazard if ingested. Minor skin and eye irritation. (USCG, 1999)
Hazards Summary · 2 items

A skin and eye irritant; High concentrations may cause CNS depression; [HSDB] If this liquid is swallowed, aspiration into the lungs may result in chemical pneumonitis. The liquid defats the skin. [ICSC] Oral LDLo (mouse) = 10,000 mg/kg; [RTECS] An irritant; [MSDSonline]

High concentrations cause irritation and narcotic effects; [Hawley]

Reactive GroupHydrocarbons, Aliphatic Unsaturated
Reactivity Profile · 1 item

1-DODECENE may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release hydrogen gas. In the presence of various catalysts (such as acids) or initiators, may undergo exothermic addition polymerization reactions.

Atmospheric Standards · 2 items

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Dodecene is produced, as an intermediate or a final product, by process units covered under this subpart. /Dodecene/

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Dodecene is produced, as an intermediate or a final product, by process units covered under this subpart.

Chemical DangersReacts with strong oxidants, halogens and inorganic acids. Attacks rubber, paints and lining materials.
DOT Hazard Classification · 2 items

Dodecene (except 1-dodecene)

Marine pollutant

Air and Water ReactionsInsoluble in water.

Safety & protection

Fire Fighting · 2 items

Fire Extinguishing Agents: Foam, dry chemical, carbon dioxide (USCG, 1999)

Use foam, dry powder, carbon dioxide.

First Aid Measures · 4 items

Fresh air, rest.

Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Do NOT induce vomiting.

First AidINHALATION: remove victim to fresh air.
Safe StorageSeparated from strong oxidants, halogens and inorganic acids.
Fire Fighting Procedures · 2 items

FOAM, CARBON DIOXIDE, DRY CHEMICAL. /DODECENE/

FOAM, CARBON DIOXIDE, DRY CHEMICAL ...

Storage Conditions · 1 item

IN GENERAL, MATERIALS WHICH ARE TOXIC AS STORED OR WHICH CAN DECOMP INTO TOXIC COMPONENTS ... SHOULD BE STORED IN A COOL, WELL-VENTILATED PLACE, OUT OF DIRECT RAYS OF THE SUN, AWAY FROM AREAS OF HIGH FIRE HAZARD, & SHOULD BE PERIODICALLY INSPECTED ... INCOMPATIBLE MATERIALS SHOULD BE ISOLATED FROM EACH OTHER.

Nonfire Spill ResponseExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Disposal Methods · 2 items

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.

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.

Spillage DisposalDo NOT let this chemical enter the environment. Collect leaking and spilled liquid in covered containers as far as possible.
Preventive Measures · 1 item

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Isolation and EvacuationExcerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Eye PreventionWear safety spectacles.

Toxicology

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 5900(SRC), determined from a structure estimation method(2), indicates that 1-dodecene is expected to be immobile in soil. Volatilization of 1-dodecene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4.25 atm-cu m/mole(SRC), using a fragment constant estimation method(3). 1-Dodecene is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.0159 mm Hg(4). However, adsorption to soil is expected to attenuate volatilization. Pure culture studies indicate that 1-dodecene has the potential to biodegrade under aerobic conditions in soil(5-7), but the rate of biodegradation in soil is unknown(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 5900(SRC), determined from an estimation method(2), indicates that 1-dodecene 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 4.25 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 1.3 hr and 120 hr, respectively, but these rates are expected to be attenuated by adsorption(SRC). The half-life for volatilization from a model pond, which takes into account adsorptive processes, is 17 months(8,SRC). According to a classification scheme(5), an estimated BCF of 310(SRC), from an estimated log Kow of 6.10(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is high. Pure culture studies indicate that 1-dodecene has the potential to biodegrade under aerobic conditions in water(9-11), but the rate of biodegradation is unknown.

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-dodecene, which has a vapor pressure of 0.0159 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-dodecene 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 9.961 hr(SRC), calculated from its rate constant of 39X10-12 cu cm/molecule-sec at 25 °C(3) determined using a structure estimation method(3).

Food Survey Values1-Dodecene was emitted from agricultural species such as onions, oranges, tomatoes in the California Central Valley in unquantifed amounts(1).
Adverse Effects · 2 items

Neurotoxin - Acute solvent syndrome

Neurotoxin - Acute solvent syndrome

Plant Concentrations1-Dodecene was emitted from natural plant species chamise, whitethorn, and valley oak in the California Central Valley in unquantifed amounts(1).
Signs and SymptomsDry skin.
Effluent Concentrations1-Dodecene was reported as a compound present in the exhaust of gasoline engine powered vehicles concns not provided(1). 1-Dodecene was qualitatively identified as a semi-volatile emission during the combustion of agricultural plastics(2).
ICSC Environmental DataBioaccumulation of this chemical may occur in aquatic organisms.
Soil Adsorption/Mobility · 1 item

Using a structure estimation method based on molecular connectivity indices(1), the Koc for 1-dodecene can be estimated to be 5900(SRC). According to a classification scheme(2), this estimated Koc value suggests that 1-dodecene is expected to be immobile in soil(SRC).

Natural Pollution Sources1-Dodecene was emitted in unknown amounts from natural plant species chamise, whitethorn, and valley oak in the California Central Valley(1).
Atmospheric Concentrations · 1 item

URBAN/SUBURBAN: 1-Dodecene was qualitatively detected in air samples collected in central Paris, France, autumn of 1972(1). It was qualitatively detected in the air of Leningrad, 1976, and 5 other Russian cities(2,3). INDOOR AIR: 1-Dodecene was qualitatively identified as a volatile organic compound released from textile floor coverings(4).

Human Toxicity Excerpts... IRRITANT AND /CNS DEPRESSANT/ ... IN HIGH CONCENTRATIONS.
Artificial Pollution Sources · 1 item

1-Dodecene's production and use as a chemical intermediate(1) may result in its release to the environment through various waste streams. It is also released from exhaust of gasoline powered vehicles(2) and during the combustion of plastics(3).

Regulatory information

Atmospheric Standards · 2 items

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Dodecene is produced, as an intermediate or a final product, by process units covered under this subpart. /Dodecene/

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Dodecene is produced, as an intermediate or a final product, by process units covered under this subpart.

Safety data

wgk
3
tsca
TSCA listed
rtecs
JR5120000
ridadr
UN3082
hs_code
29012990
Toxicity
LD50 orally in Rabbit: > 10000 mg/kg LD50 dermal Rabbit > 10000 mg/kg
risk_code
43-66-65
Signal word
Danger
Symbol(GHS)
GHS08
hazard_code
Xi,F,Xn
safety_code
36/37-45-23-62-37-36
hazard_class
9
Storage Class
10 - Combustible liquids
Hazard statements
H304
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
Asp. Tox. 1
Autoignition Temperature
491 °F
Precautionary statements
P301+P310+P331
Hazardous Substances Data
112-41-4(Hazardous Substances Data)

High purity ethylene contacts a nickel catalyst in a butanediol reaction medium. The alpha-olefins produced separate from the solvent because they are insoluble in the polar medium.

Household ProductsInformation on 2 consumer products that contain Dodecene in the following categories is provided:
General Manufacturing Information · 3 items

Computer and Electronic Product Manufacturing

1-Dodecene: ACTIVE

Dodecene: ACTIVE

Applications · 3 items

Uses1-Dodecene, is used in Oil and Gas field drilling and production operations, in polymer production, as an intermediate, coating, cleaning agent, lubricants and also used as a functional fluid. It is also used in the production of detergents.

Uses1-Dodecene may be employed to compose the collection liquid for the stabilization of the newly synthesized stable, alkyl-terminated, light-emitting silicon nanoparticles.

General DescriptionA clear colorless liquid with a mild, pleasnat odor. Insoluble in water and floats on water. Harmful or fatal by ingestion. Inhalation of vapors may irritate and damage lungs. High concentrations may have a narcotic effect.

Upstream & downstream products

Downstream products

Disodium 4-dodecyl-2,4'-oxydibenzenesulfonateCalcium dodecylbenzene sulfonate1-Pentadecanol2-Tridecen-1-ol, (2Z)-2-(Dodecyloxy)ethanolDodecyltrichlorosilane1-Iodododecane6-phenyldodecanen-Dodecylphosphonic acidChloro(dodecyl)dimethylsilane4-Dodecylaniline2-Chloro-N-methylacetamide
Additional notes · 1 item

DefinitionChEBI: 1-dodecene is an alkene that is dodecane containing one double bond at position 1. It is an intermediate used in the production of lubricants and surfactants. It has a role as a human metabolite and a mammalian metabolite. It is a dodecene and a volatile organic compound.