1-Chlorododecane (HCID 8192)

Overview

Lauryl chloride is a clear colorless oily liquid. (NTP, 1992)

Names & identifiers

Preferred name: 1-Chlorododecane
IUPAC: 1-chlorododecane
English name: 1-Chlorododecane
Molecular formula: C12H25Cl
Molecular weight: 204.78

Names & synonyms

1-CHLORODODECANE112-52-7Lauryl chlorideDodecyl chloridelaurylchloriden-Dodecyl chlorideDodecane, 1-chloro-1-chloro-dodecanechlorododecaneMFCD00013688DTXSID0025492WE8O8J0UTK

Show more names

1-ChlordodecanorododecaneLaurylchloridBarchlor(R) 12Lanrylchloride

NSC-57107DTXCID805492C12H25ClCAS-112-52-7CCRIS 5810EINECS 203-981-5UNII-WE8O8J0UTKNSC 57107

Database identifiers

CAS: 112-52-7
PubChem CID: 8192
DTXSID: DTXSID0025492
ChEMBL: CHEMBL1472384
UNII: WE8O8J0UTK
EC Number: 203-981-5
Nikkaji: J375A

Properties

Computed structural properties

XLogP: 6.9
Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 0
Rotatable bonds: 10
Heavy atoms: 13
Formal charge: 0
Complexity: 81.2

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Halogenated Aliphatics, Saturated

SpringerMaterials PropertiesBoiling point

Density0.8687 at 68 °F (NTP, 1992) - Less dense than water; will float

Solubilityless than 1 mg/mL at 72 °F (NTP, 1992)

Flash Point235 °F (NTP, 1992)

Boiling Point500 °F at 760 mmHg (NTP, 1992)

Physicochemical properties

Melting point: -9.3 °C · -9.3 °C
Boiling point: 260 °C · 260 °C
Density: 0.867 g/mL · 0.867 g/mL at 20 °C (lit.)
vapor pressure: 55.2 · 55.2-316.9hPa at 162.35-216.25℃
refractive index: 20 · n20/D 1.443
Flash point: 130 °C · 130 °C
storage temp.: 30 °C · Store below +30°C.
solubility: 0.007 g/l · <0.007g/l
form: Liquid
color: Clear colorless
Water Solubility: 0.0068 g/L · 0.0068 g/L (20 ºC)
FreezingPoint: -9.3 ℃ · -9.3℃
BRN: 635778 · 635778
Henry's Law Constant: 2.3 · 2.3×10-4 mol/(m3Pa) at 25℃, Yaws et al. (2005)
Dielectric constant: 4.17 · 4.1699999999999999
InChI: 1S/C12H25Cl/c1-2-3-4-5-6-7-8-9-10-11-12-13/h2-12H2,1H3
InChIKey: YAYNEUUHHLGGAH-UHFFFAOYSA-N
SMILES: CCCCCCCCCCCCCl
LogP: 6.49 at · 6.49 at 25℃
CAS DataBase Reference: 112 · 112-52-7(CAS DataBase Reference)
FDA UNII: 8 O8J0UTK · WE8O8J0UTK
NIST Chemistry Reference: 1 · Dodecane, 1-chloro-(112-52-7)
EPA Substance Registry System: 1 · Dodecane, 1-chloro- (112-52-7)
UNSPSC Code: 12352101 · 12352101
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07,GHS09
Signal word: Warning
Hazard statements: 315 · H315-H410
Precautionary statements: 273 · P273-P302+P352
PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xn,N,Xi
Risk Statements: 40 · 40-50/53-38-66
Safety Statements: 24 · 24-36/37-60-61-37-46
RIDADR: 3082 · UN 3082 9/PG 3
WGK Germany: 3 · 3
Autoignition Temperature: 190 °C · 190°C
TSCA: TSCA listed
HazardClass: 9 · 9
PackingGroup: III
HS Code: 29031980 · 29031980
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 1 Aquatic · Aquatic Acute 1Aquatic Chronic 1Skin Irrit. 2
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)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (20.4%): Causes skin irritation [Warning Skin corrosion/irritation]

P203, P264, P273, P280, P302+P352, P318, P321, P332+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 49 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: Dodecane, 1-chloro-

Dodecane, 1-chloro- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Dodecane, 1-chloro- 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: 03-05-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/22266

1-Chlorododecane: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelCorrosive

Fire HazardsThis chemical is combustible. (NTP, 1992)

Health HazardsExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

Hazards Summary · 1 item

An oral reproductive/developmental study of rats produced a LOAEL in males of 100 mg/kg/day for histopathological liver changes, a LOAEL in females of 300 mg/kg/day for increased adrenal weights with corresponding histopathological changes and decreased thymus weight, developmental toxicity (reduced pup survival, body weight, and weight gain at 1,000 mg/kg/day), and no evidence of reproductive toxicity; [EPA ChAMP: Screening Level Hazard Characterization: Dodecane, 1-chloro- - 2012] A skin irritant; [Acros Organics MSDS] See Dodecane. See 1-Chlorohexane.

Reactive GroupHalogenated Organic Compounds

Safety & protection

Fire FightingFires involving this material can be controlled with 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: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed 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.

Isolation and EvacuationExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

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)

Toxicology

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.

Safety data

PPE: Eyeshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 3
tsca: TSCA listed
ridadr: UN 3082 9/PG 3
hs_code: 29189090
risk_code: 40-50/53-38-66
Signal word: Warning
Symbol(GHS): GHS07,GHS09
hazard_code: Xn,N,Xi
safety_code: 24-36/37-60-61-37-46
hazard_class: 9
Storage Class: 10 - Combustible liquids
packing_group: III
Hazard statements: H315-H410
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: Aquatic Acute 1Aquatic Chronic 1Skin Irrit. 2
Autoignition Temperature: 190°C
Precautionary statements: P273-P302+P352

Chemistry & industry

Uses & manufacturing

UsesUsed as a solvent and in the manufacture of photographic chemicals, pharmaceuticals, organometallic compounds, and surfactants; [EPA ChAMP: Screening Level Hazard Characterization: Dodecane, 1-chloro- - 2012]

U.S. Production2023: 56,193 lb

Industry UsesIntermediate

General Manufacturing Information · 2 items

All Other Basic Organic Chemical Manufacturing

Dodecane, 1-chloro-: ACTIVE

Applications · 2 items

Uses1-Chlorododecane is used as a reagent in the chemical modification of zein to reduce the brittleness of zein films. It also used as a solvent and in the manufacture of photographic chemicals, pharmaceuticals, organometallic compounds, and surfactants.

General DescriptionLauryl chloride is a clear colorless oily liquid. (NTP, 1992)

Preparation methods · 1 item

Preparation500 ml round-bottomed flask fitted with a double surface condenser and charged with 109.5 ml (or 179 grams) of freshly distilled thionyl chloride, and 46.5 grams of n-dodecyl alcohol (lauryl alcohol) are slowly added during 2 hours. When all the n-dodecyl alcohol has been added, the reaction mixture is refluxed for 6 hours. The obtained reaction mixture is distilled and the excess of thionyl chloride passes over below 80° C, followed by a small fraction up to 120° C. Finally, the crude 1-chlorododecane distills at 252-257° C, mainly at 255-257° C. The purified 1-chlorododecane is washed with water, 10% sodium carbonate solution, twice with water and dried with anhydrous calcium chloride. 1-Chlorododecane is additionally purified by distillation through an efficient fractionating column. Pure n-hexyl chloride passes over at 116.5° C/5 mm. The yield is 35 grams.