1-Dodecene

HCID 8183CAS 112-41-4

Basic information

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 properties

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

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

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.)

Safety & regulation

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.

Health HazardsNo 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]

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.

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).

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

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
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.

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.

Related reactions

60 records

Linked notes

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