Basic information
- CAS
106-76-3- Standard SMILES
CC(C)CCCCCOC(=O)CS- InChIKey
RZBBHEJLECUBJT-UHFFFAOYSA-N- Molecular formula
- C10H20O2S
- Average molar mass
- 204.33 g/mol
- Monoisotopic mass
- 204.11840105
Names & identifiers
- Preferred name
- Isooctyl Thioglycolate
- IUPAC
- 6-methylheptyl 2-sulfanylacetate
- English name
- ISOOCTYL THIOGLYCOLATE
- Molecular formula
- C10H20O2S
- Molecular weight
- 204.33
Names & synonyms
Show more names
Database identifiers
- CAS
106-76-3、25103-09-7- PubChem CID
- 34306
- DTXSID
DTXSID20274221- ChEMBL
CHEMBL1889775- UNII
- 3404M9ZDTB
- EC Number
- 246-613-9
- Nikkaji
- J71.008C
Properties
Computed structural properties
- XLogP
- 3.6
- Topological polar surface area
- 27.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 8
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 135
Experimental & physicochemical properties
Density
0.9736 @ 25 °C
Density: 1.04 kg/l @ 20 °C
Color/Form
Clear, water-white liquid
Water-white liquid
Colorless or pale yellow liquid
Boiling Point
125 °C @ 17 mm Hg
BP: 80-88 °C (6 kPa)
Physical Description
Liquid
Water-white liquid with a mild fruity odor; [Hawley] Colorless or pale yellow liquid; [HSDB] Clear white liquid; [Aldrich MSDS]
Physicochemical properties
- Melting point
- -50 °C · <-50°C
- Boiling point
- 96 °C · 96°C
- Density
- 0 · 0,97 g/cm3
- vapor pressure
- 3.1 Pa · 3.1Pa at 20℃
- refractive index
- 1.459 to · 1.4590 to 1.4640
- Flash point
- 133 °C · 133°C
- storage temp.
- 30 °C · Store below +30°C.
- form
- liquid
- Water Solubility
- 10.6 mg/L · 10.6mg/L at 20℃
- Cosmetics Ingredients Functions
- HAIR WAVING OR STRAIGHTENING
- Cosmetic Ingredient Review (CIR)
- ISOOCTYL THIOGLYCOLATE (25103-09-7)
- InChI
- InChI=1S/C10H20O2S/c1-9(2)6-4-3-5-7-12-10(11)8-13/h9,13H,3-8H2,1-2H3
- InChIKey
- RZBBHEJLECUBJT-UHFFFAOYSA-N
- SMILES
- C(=O)(CS)OCCCCCC(C)C
- LogP
- 3.68 at · 3.68 at 20℃
- CAS DataBase Reference
- 25103 · 25103-09-7(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1-3
- FDA UNII
- 3404 M9ZDTB · 3404M9ZDTB
- EPA Substance Registry System
- Acetic acid, mercapto-, isooctyl ester (25103-09-7)
- UNSPSC Code
- 12352108 · 12352108
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07,GHS09
- Signal word
- Warning
- Hazard statements
- 302 · H302-H317-H410
- Precautionary statements
- 261 · P261-P264-P273-P280-P301+P312-P302+P352
- Risk Statements
- 22 · 22
- Safety Statements
- 24 · 24
- RIDADR
- 2810 · 2810
- RTECS
- 7300000 · AI7300000
- TSCA
- TSCA listed
- HazardClass
- 6.1 · 6.1(b)
- PackingGroup
- III
- HS Code
- 29309090 · 29309090
- Hazardous Substances Data
- 25103 · 25103-09-7(Hazardous Substances Data)
- Toxicity
- 1200 mg/kg · rabbit,LDLo,oral,1200mg/kg (1200mg/kg),Journal of Economic Entomology. Vol. 48, Pg. 139, 1955.
- REACH Registrations
- Active
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (85.3%): Harmful if swallowed [Warning Acute toxicity, oral];H317 (84.9%): May cause an allergic skin reaction [Warning Sensitization, Skin];H319 (14.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H400 (84.9%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard];H410 (51.6%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard];H412 (15.1%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P261, P264, P264+P265, P270, P272, P273, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P333+P317, P337+P317, P362+P364, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 258 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Hazard information
Regulatory Information
Chemical: Acetic acid, mercapto-, isooctyl ester
Acetic acid, 2-mercapto-, isooctyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Acetic acid, 2-mercapto-, isooctyl ester 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: 04-09-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/1906
Acetic acid, mercapto-, isooctyl ester: 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.
Hazards Summary
Causes hypotension in rats and rabbits (IV administration); Emergency treatment: Thioglycolates; The highly alkaline thioglycolates cause both irritant and allergic contact dermatitis in hairdressers; [HSDB] Classified by European Commission as not irritating; Not sensitizing in guinea pig maximization test; [IUCLID] May cause irritation; [Aldrich MSDS] See Glyceryl monothioglycolate.
Hazard Classes and Categories
Acute Tox. 4 (85.3%);Skin Sens. 1 (84.9%);Eye Irrit. 2 (14.7%);Aquatic Acute 1 (84.9%);Aquatic Chronic 1 (51.6%);Aquatic Chronic 3 (15.1%)
Acute toxicity - category 4;Skin sensitisation - category 1
Safety & protection
Disposal Methods
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.
Toxicology
Toxicity Summary
Based on the available data, the CIR Expert Panel concluded that ... Isooctyl Thioglycolate is safe for use in hair straighteners, permanent waves, tonics, dressings, and so forth, wave sets, other non-coloring hair products, and hair dyes and colors, as described in this safety assessment, at concentrations up to 15.2% (as Thioglycolic Acid). Hairdressers should avoid skin contact and minimize consumer skin exposure.
Safe for use in cosmetics, with qualifications
TSCA Test Submissions
In a subchronic toxicity study, male and female day old Leghorn chicks (5/sex/group) were exposed to isooctyl mercaptoacetate (as a 10% solution in corn oil) once daily for 14 consecutive days. Dose levels of 0.10, 0.18, 0.25, 0.28, and 0.50 ml/kg resulted in the deaths of 0, 1, 2, 5, and 10 birds, respectively (the table reporting the sex of the victims was not included on the document fiche). The LD1 is 0.13 (0.07 to 0.23) ml/kg, the LD50 is 0.28 (0.22 to 0.35) ml/kg, and the LD99 is 0.58 ml/kg (0.33 to 1.0) ml/kg. Several of the birds which died during the study exhibited a loss of equilibrium on the day preceding death; otherwise the chicks appeared normal throughout the study. No statistically significant differences were observed in the final body weights between any of the groups except the highest-dose level group for which no final average weight was obtained due to 100% mortality. Since no gross pathological abnormalities were observed in any of the birds, no histopathological examinations were conducted.
Non-Human Toxicity Excerpts
BLOOD PRESSURE EFFECT STUDIED IN RABBITS, RATS, & DOGS FOLLOWING IV ADMIN. THIOGLYCOLIC ACID WAS HYPOTENSIVE IN RATS & RABBITS. THIS WAS MORE PRONOUNCED WITH ISOOCTYL THIOGLYCOLATE & EVEN MORE WITH 2-ETHYLHEXANOL. ALL ARE POTENTIALLY FATAL & AFFECT RESP & HEART RATE.
Regulatory information
Regulatory Information
Chemical: Acetic acid, mercapto-, isooctyl ester
Acetic acid, 2-mercapto-, isooctyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Acetic acid, 2-mercapto-, isooctyl ester 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: 04-09-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/1906
Acetic acid, mercapto-, isooctyl ester: 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.
Safety data
- tsca
- TSCA listed
- rtecs
- AI7300000
- ridadr
- 2810
- hs_code
- 29309090
- Toxicity
- rabbit,LDLo,oral,1200mg/kg (1200mg/kg),Journal of Economic Entomology. Vol. 48, Pg. 139, 1955.
- risk_code
- 22
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS09
- safety_code
- 24
- hazard_class
- 6.1(b)
- packing_group
- III
- Hazard statements
- H302-H317-H410
- REACH Registrations
- Active
- Precautionary statements
- P261-P264-P273-P280-P301+P312-P302+P352
- Hazardous Substances Data
- 25103-09-7(Hazardous Substances Data)
Chemistry & industry
Uses & manufacturing
Uses
CIR ingredient: Isooctyl Thioglycolate
Used in antioxidants, fungicides, oil additives, plasticizers, insecticides, stabilizers, and polymerization modifiers; Also used as a stabilizer (tin-sulfur compounds) and stripping agent (polysulfide rubber); [Hawley]
Farming (Pesticides) [Category: Industry]
Antioxidants, fungicides, oil additives, plasticizers, insecticides, stabilizers, polymerization modifiers, stabilizer in tin-sulfur compounds, stripping agent for polysulfide rubber.
Formulations/Preparations
Grade: 99% (min purity)
Sold water free.
General Manufacturing Information
All Other Chemical Product and Preparation Manufacturing
Acetic acid, 2-mercapto-, isooctyl ester: ACTIVE
Esters of thioglycolic acid are to a large extent manufactured by conventional esterification processes. Manufacture at a larger scale of ... isooctyl thioglycolate by a continuous process gives esters of higher consistency.
Applications
UsesAntioxidants, fungicides, oil additives, plasticizers, insecticides, stabilizers, polymerization modifiers, stabilizer in tin-sulfur compounds, stripping agent for polysulfide rubber.
Upstream & downstream products
Upstream raw materials
Suppliers94 total
Related reactions
Compound notes
Loading…