1,1,2,2-Tetrahydroperfluoro-1-decanol (HCID 69619)

Overview

3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-1-decanol is a fluorotelomer alcohol that is ethanol substituted at position 2 by a perfluorooctyl group. It is a primary alcohol and a fluorotelomer alcohol. It is functionally related to a decan-1-ol.

Names & identifiers

Preferred name: 1,1,2,2-Tetrahydroperfluoro-1-decanol
IUPAC: 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecan-1-ol
English name: 1H,1H,2H,2H-Perfluoro-1-decanol
Molecular formula: C10H5F17O
Molecular weight: 464.12

Names & synonyms

1,1,2,2-Tetrahydroperfluoro-1-decanolRefChem:1113310678-39-71H,1H,2H,2H-Perfluoro-1-decanol3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecan-1-ol2-(Perfluoro-n-octyl)ethanol1H,1H,2H,2H-Perfluorodecan-1-ol8:2 fluorotelomer alcohol1H,1H,2H,2H-Heptadecafluoro-1-decanol1H,1H,2H,2H-Perfluorodecanol2-(perfluorooctyl)ethanol2-perfluorooctylethanol

Show more names

1,1,2,2-Tetrahydroperfluoro-1-Decanol/2-(Perfluorooctyl)Ethanol/1H,1H,2H,2H-Perfluorodecan-1-OlTEOH-8DAIKIN A-1820JACS-678-39-7uoro-1-decanoLperfluorooctyl ethanol

MFCD000395448:2 FTOH1-Decanol, 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-Fluorotelomer alcohol 8:21,1,2,2-tetrahydroperfluorodecanol3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluoro-1-decanolDTXSID7029904UM7L66OFE1

Database identifiers

CAS: 678-39-7
PubChem CID: 69619
DTXSID: DTXSID7029904
ChEMBL: CHEMBL3183784
ChEBI: CHEBI:63919
UNII: UM7L66OFE1
EC Number: 211-648-0
Nikkaji: J205.980K

Properties

Computed structural properties

XLogP: 5.7
Topological polar surface area: 20.2 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 18
Rotatable bonds: 8
Heavy atoms: 28
Formal charge: 0
Complexity: 559

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Halogenated Alcohols

PFAS · 6 items

PFAS -> Other/unspecified

PFAS -> PFAS with analytical method available

PFAS

PFAS -> Identified in migrating and extractable food contact chemical data

PFAS -> Other/unspecified

PFAS -> PFAS identified in REACH Regulation EC No. 1272/2008

LogP6.14

Endocrine DisruptorsPotential endocrine disrupting compound

Vapor Pressure · 2 items

0.02 [mmHg]

0.48 ± 0.01 [log Psd at 298.15 K (Pa)]

Physical DescriptionWaxy solid; [ECHA - Proposal for Harmonised Classification and Labelling] White crystalline powder; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point: 50 °C · 50 °C
Boiling point: 113 °C · 113°C 10mm
Density: 1.633 · 1.633±0.06 g/cm3(Predicted)
Flash point: None
storage temp.: 2 · 2-8°C
solubility: Soluble in chloroform and methanol.
form: solid
pka: 14.28 · 14.28±0.10(Predicted)
color: tan
BRN: 2227487 · 2227487
Henry's Law Constant: 2 · 2.0×10-4 mol/(m3Pa) at 25℃, Abusallout et al. (2022)
Major Application: PFAS testing
InChI: InChI=1S/C10H5F17O/c11-3(12,1-2-28)4(13,14)5(15,16)6(17,18)7(19,20)8(21,22)9(23,24)10(25,26)27/h28H,1-2H2
InChIKey: JJUBFBTUBACDHW-UHFFFAOYSA-N
SMILES: C(O)CC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F
CAS DataBase Reference: 678 · 678-39-7(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 7 L66OFE1 · UM7L66OFE1
EPA Substance Registry System: 1 · 1-Decanol, 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro- (678-39-7)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05,GHS07,GHS08
Signal word: Danger
Hazard statements: 302 · H302+H332-H318-H351-H360D-H362-H372
Precautionary statements: 260 · P260-P263-P280-P304+P340+P312-P305+P351+P338-P308+P313
target organs: Liver
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xi
Safety Statements: 24 · 24/25
WGK Germany: 1 · 1
TSCA: TSCA listed
HazardClass: IRRITANT
HS Code: 29055900 · 29055900
Storage Class: 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications: 4 InhalationAcute · Acute Tox. 4 InhalationAcute Tox. 4 OralCarc. 2Eye Dam. 1Lact.Repr. 1BSTOT RE 1

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 96.5% (55 of 57) of all reports.

Not Classified

Aggregated GHS information provided per 57 reports by companies from 4 notifications to the ECHA C&L Inventory.

Warning

H373: May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]

P260, P319, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information · 5 items

Chemical: 1-Decanol, 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-

Hazard Traits - Bioaccumulation; Environmental Persistence

S - indicates a substance that is identified in a final Significant New Use Rule.

Substance: 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecan-1-ol

1-Decanol, 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationIMAP assessments - Indirect precursors to perfluorooctanoic acid (PFOA): Environment tier II assessment

Hazards Summary · 1 item

PFOA (perfluorooctanoic acid) is the major mammalian metabolite; Adverse effects to liver (males at 25 mg/kg/day) and kidney (females at 125 mg/kg/day) observed in 90-day oral study of rats; No effects on fertility observed in oral study of rats (FTOH mixture containing 27% 8:2 FTOH); Developmental toxicity reported in rats in the presence of maternal toxicity; [ECHA - Proposal for Harmonised Classification and Labelling] May cause irritation; [Sigma-Aldrich MSDS]

Hazard Classes and Categories · 2 items

Not Classified

Specific target organ toxicity - Repeated exposure - Category 2 (liver)

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 N95 (US)
wgk: 1
tsca: TSCA listed
hs_code: 29055900
Signal word: Danger
Symbol(GHS): GHS05,GHS07,GHS08
hazard_code: Xi
safety_code: 24/25
hazard_class: IRRITANT
Storage Class: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
target organs: Liver
Hazard statements: H302+H332-H318-H351-H360D-H362-H372
Hazard Classifications: Acute Tox. 4 InhalationAcute Tox. 4 OralCarc. 2Eye Dam. 1Lact.Repr. 1BSTOT RE 1
Precautionary statements: P260-P263-P280-P304+P340+P312-P305+P351+P338-P308+P313

Chemistry & industry

Uses & manufacturing

Uses · 4 items

Used to make surfactant and polymeric products with a range of commercial applications (may contain small amounts of residual unreacted material); The polymers are primarily used for coating textiles, paper, and carpet for oil, stain, and water repellency; [ECHA - RAC]

Pulp and Paper Processing [Category: Industry]

non-polymer PFAS -> Automotive -> Automotive waxes and polish

• Detected in dental floss [Ref: KEMI Swedish Chemical Agency. 2015b. Occurrence and Use of Highly Fluorinated Substances and Alternatives.]

Use Classification · 4 items

PFAS -> F-telomer alcohols (FTOH)

PFAS (n:2 fluorotelomer alcohols, n=4)

PFAS (per- and polyfluoroalkyl substances) -> OECD Category

PFAS

General Manufacturing Information1-Decanol, 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-: ACTIVE

Applications · 3 items

Uses1,1,2,2-Tetrahydroperfluorodecanol is applied to the formation of a barrier and self-healing coating on zinc metal materials. This compound has also been seen to induce cell death and formation of oxidative or reactive oxygen species in cerebellar granule cells.

Uses1H,1H,2H,2H-Perfluoro-1-decanol (8:2 FTOH) may be used in the preparation of 8:2 FTOH sulfate and 8:2 FTOH glucuronide.

General Description1H,1H,2H,2H-Perfluoro-1-decanol (8:2 FTOH) is an 8:2 fluorotelomer alcohol. The quantitative analysis of 8:2 FTOH in soil can be done using GC/MS with instrument detection limit (IDL) of 10fg/L. Studies indicate that hydroxyl radical causes indirect photodegradation of 8:2 FTOH in aqueous media.