Dodecanenitrile (HCID 17092)

Overview

Dodecanenitrile is a nitrile.

Names & identifiers

Preferred name: Dodecanenitrile
IUPAC: dodecanenitrile
English name: Dodecanenitrile
Molecular formula: C12H23N
Molecular weight: 181.32

Names & synonyms

Dodecanenitrile2437-25-4TL45I6761PNSC-1804RefChem:135430219-440-1LAURONITRILEUndecyl cyanideDodecanonitrilen-Undecyl cyanideLauric nitrile1-Cyanoundecane

Show more names

CLONALDODECYLNITRILELauronitrilUndecylcyanidLaurylnitrileDodecannitrilNitrilododecan

DecylacetonitrileLauric acid nitrileDodecane nitrileNSC 1804EINECS 219-440-1Nitrile 12UNII-TL45I6761PBRN 0970348

Database identifiers

CAS: 2437-25-4
PubChem CID: 17092
DTXSID: DTXSID1022188
ChEMBL: CHEMBL1879602
ChEBI: CHEBI:189391
UNII: TL45I6761P
EC Number: 219-440-1
Nikkaji: J42.966J

Properties

Computed structural properties

XLogP: 4.7
Topological polar surface area: 23.8 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 1
Rotatable bonds: 9
Heavy atoms: 13
Formal charge: 0
Complexity: 131

Experimental & physicochemical properties

LipidsFatty Acyls [FA] -> Fatty nitriles [FA09]

SpringerMaterials PropertiesBoiling point

FragrancesFragrance Ingredient (Dodecanenitrile) -> IFRA transparency List

Physical DescriptionLiquid

Physicochemical properties

Melting point: 4 °C · 4°C
Boiling point: 198 °C100 · 198 °C100 mm Hg(lit.)
Density: 0.827 g/mL · 0.827 g/mL at 25 °C(lit.)
vapor pressure: 13.332 hPa · 13.332hPa at 140.47℃
refractive index: 20 · n20/D 1.436(lit.)
Flash point: 230 °F · >230 °F
storage temp.: 30 °C · Store below +30°C.
form: clear liquid
Specific Gravity: 0.83 · 0.83
color: Colorless to Light yellow to Light orange
Odor: 10 % · at 10.00 % in dipropylene glycol. dry citrus orange peel metallic spicy
Odor Type: citrus
Water Solubility: Insoluble in water.
BRN: 970348 · 970348
Dielectric constant: 10.11 · 10.109999999999999
Cosmetics Ingredients Functions: PERFUMING
InChI: 1S/C12H23N/c1-2-3-4-5-6-7-8-9-10-11-12-13/h2-11H2,1H3
InChIKey: VXCUURYYWGCLIH-UHFFFAOYSA-N
SMILES: CCCCCCCCCCCC#N
LogP: 4.77 · 4.77
CAS DataBase Reference: 2437 · 2437-25-4(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 45 I6761P · TL45I6761P
NIST Chemistry Reference: Dodecanenitrile(2437-25-4)
EPA Substance Registry System: Dodecanenitrile (2437-25-4)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 9 · GHS09,GHS07
Signal word: Warning
Hazard statements: 315 · H315-H400-H410-H302-H312-H332
Precautionary statements: 264 · P264-P280g-P302+P352a-P321-P332+P313-P362+P364-P280
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xn
Risk Statements: 20 · 20/21/22
Safety Statements: 36 · 36-36/37
RIDADR: 3276 · UN 3276 6.1/PG 3
WGK Germany: 2 · 2
RTECS: 2600000 · JR2600000
TSCA: TSCA listed
HazardClass: 9 · 9
HS Code: 29269095 · 29269095
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 1 Aquatic · Aquatic Acute 1Aquatic Chronic 2Skin Irrit. 2
REACH Registrations: Active

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (86.3%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 1736 reports by companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: Dodecanenitrile

Dodecanenitrile is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Dodecanenitrile 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: 30-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/20698

Dodecanenitrile: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesSkin Irrit. 2 (86.3%)

Safety data

PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 2
tsca: TSCA listed
rtecs: JR2600000
ridadr: UN 3276 6.1/PG 3
hs_code: 29269095
risk_code: 20/21/22
Signal word: Warning
Symbol(GHS): GHS09,GHS07
hazard_code: Xn
safety_code: 36-36/37
hazard_class: 9
Storage Class: 10 - Combustible liquids
Hazard statements: H315-H400-H410-H302-H312-H332
REACH Registrations: Active
Hazard Classifications: Aquatic Acute 1Aquatic Chronic 2Skin Irrit. 2
Precautionary statements: P264-P280g-P302+P352a-P321-P332+P313-P362+P364-P280

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 150,256 lb

Consumer UsesFragrance

Industry UsesFragrance

Household ProductsInformation on 38 consumer products that contain Dodecanenitrile in the following categories is provided:

Use ClassificationFragrance Ingredients

General Manufacturing Information · 2 items

Soap, Cleaning Compound, and Toilet Preparation Manufacturing

Dodecanenitrile: ACTIVE

Applications · 2 items

UsesDodecanenitrile possesses citrus, grape, and grapefruit fruity aromas and is used as a raw material for soaps, lotions, and cosmetic fragrances. It can act as a powerful aroma diffuser in soap fragrances and as a top note modifier in fragrances primarily composed of aldehydes, woody notes, citrus, or fresh scents. In colognes, it retains citrus and bergamot aromas, and works particularly well in men's tobacco, leather, and cologne formulas, with usage up to 5%.

General DescriptionIt is common practise to name the Nitrile by the name of the acid which can be formed by acid hydrolysis of the Nitrile. The Nitriie with 12 Carbon atoms (total) will, therefore, be a DODECANOIC NITRILE or LAURIC NITRILE. It has ken suggested for use in perfume compositions as a powerful fragrance-diffusing agent in soap perfumes, and as a modifier in topnotc compositions where aldchydes, woodnotes or green notes are predominant. However, it does not perform like Dodecanal (Aldehyde C-12) and should not be considered as a replacement for that aldehyde. Dodecanenitrile is produced (many methods) e. g.: from Undecyl bromide and Potassium cyanide.