Bis(3,5,5-trimethylhexyl) phthalate
Basic information
- CAS
14103-61-8- Standard SMILES
CC(CCOC(=O)c1ccccc1C(=O)OCCC(C)CC(C)(C)C)CC(C)(C)C- InChIKey
GDJOUZYAIHWDCA-UHFFFAOYSA-N- Molecular formula
- C26H42O4
- Average molar mass
- 418.6 g/mol
- Monoisotopic mass
- 418.30830982
Overview
Bis(3,5,5-trimethylhexyl) phthalate is a benzoate ester.
Names & identifiers
- Preferred name
- Bis(3,5,5-trimethylhexyl) phthalate
- IUPAC
- bis(3,5,5-trimethylhexyl) benzene-1,2-dicarboxylate
- English name
- Bis(3,5,5-trimethylhexyl) phthalate
- Molecular formula
- C26H42O4
- Molecular weight
- 418.61
Names & synonyms
Bis(3,5,5-trimethylhexyl) phthalate14103-61-8bis(3,5,5-trimethylhexyl) benzene-1,2-dicarboxylatealpha-Dinonyl phthalateUNII-19ND350H65EINECS 237-954-419ND350H65J216.866I1,2-Benzenedicarboxylic acid, bis(3,5,5-trimethylhexyl) esterPhthalic acid di(3,5,5-trimethylhexyl) esterPHTHALIC ACID BIS(3,5,5-TRIMETHYLHEXYL) ESTERDI-3,5,5-TRIMETHYLHEXYL PHTHALATE
Show more names
Bis(3,5,5-trimethylhexyl)phthalatBIS(3,5,5-TRIMETHYLHEXYL) PHTHALATE FOR1,2-Benzenedicarboxylicacid, 1,2-bis(3,5,5-trimethylhexyl) ester
1-HEXANOL, 3,5,5-TRIMETHYL-, PHTHALATE (2:1)1,2-BENZENEDICARBOXYLIC ACID, 1,2-BIS(3,5,5-TRIMETHYLHEXYL) ESTERDTXSID0057889RefChem:120107DTXCID1031676237-954-4bis(3,5,5-trimethylhexyl)phthalatePHTHALIC ACID bis(3,5,5-TRI-METHYLHEXYL) ESTER
Database identifiers
- CAS
14103-61-8
Properties
Computed structural properties
- XLogP
- 9.1
- Topological polar surface area
- 52.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 14
- Heavy atoms
- 30
- Formal charge
- 0
- Complexity
- 478
Experimental & physicochemical properties
SpringerMaterials PropertiesBoiling point
Physicochemical properties
- Melting point
- -49 °C · -49 °C
- Boiling point
- 235 · 235-238 °C
- Density
- 0.97 · 0.97
- vapor pressure
- 1 mm · 1 mm Hg ( 200 °C)
- refractive index
- 1.48 · 1.48
- Flash point
- 220 °C · 220 °C
- storage temp.
- 30 °C · Store below +30°C.
- form
- clear liquid
- color
- Colorless to Light yellow
- PH
- 7 · 7 (20°C in H2O)
- explosive limit
- 0.4 · 0.4-2.9% (v/v)
- InChI
- 1S/C26H42O4/c1-19(17-25(3,4)5)13-15-29-23(27)21-11-9-10-12-22(21)24(28)30-16-14-20(2)18-26(6,7)8/h9-12,19-20H,13-18H2,1-8H3
- InChIKey
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Regulatory Information
Chemical: 1,2-Benzenedicarboxylic acid, bis(3,5,5-trimethylhexyl) ester
Bis(3,5,5-trimethylhexyl) phthalate: Does not have an individual approval but may be used under an appropriate group standard
Toxicology
Health Effects
Phthalate esters are endocrine disruptors. Animal studies have shown that they disrupt reproductive development and can cause a number of malformations in affected young, such as reduced anogenital distance (AGD), cryptorchidism, hypospadias, and reduced fertility. The combination of effects associated with phthalates is called 'phthalate syndrome’. (A2883)
Exposure RoutesOral (L1903) ; inhalation (L1903) ; dermal (L1903)
Toxicity Summary
Phthalate esters are endocrine disruptors. They decrease foetal testis testosterone production and reduce the expression of steroidogenic genes by decreasing mRNA expression. Some phthalates have also been shown to reduce the expression of insulin-like peptide 3 (insl3), an important hormone secreted by the Leydig cell necessary for development of the gubernacular ligament. Animal studies have shown that these effects disrupt reproductive development and can cause a number of malformations in affected young. (A2883)
Signs and SymptomsPhthalate esters are endocrine disruptors and can cause a number of developmental malformations termed 'phthalate syndrome'. (A2883)
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Toxicity DataLD50: >40000 mg/kg (Oral, Rat) (A727)
LD50: >9750 mg/kg (Intraperitoneal, Mouse) (A727)
LC50: >4.4 mg/L over 4 hours (Inhalation, Rat) (A727)
Chemistry & industry
Pharmacology
Metabolism/Metabolites
Phthalate esters are first hydrolyzed to their monoester derivative. Once formed, the monoester derivative can be further hydrolyzed in vivo to phthalic acid or conjugated to glucuronide, both of which can then be excreted. The terminal or next-to-last carbon atom in the monoester can also be oxidized to an alcohol, which can be excreted as is or first oxidized to an aldehyde, ketone, or carboxylic acid. The monoester and oxidative metabolites are excreted in the urine and faeces. (A2884)
Uses & manufacturing
Uses
Phthalate esters are mainly used as plasticizers, primarily used to soften polyvinyl chloride. They are found in a number of products, including glues, building materials, personal care products, detergents and surfactants, packaging, children's toys, paints, pharmaceuticals, food products, and textiles. Phthalates are used in a variety of household applications such as shower curtains, vinyl upholstery, adhesives, floor tiles, food containers and wrappers, and cleaning materials. Personal care items containing phthalates include perfume, eye shadow, moisturizer, nail polish, liquid soap, and hair spray. (L1903)
Additional notes
DefinitionChEBI: Bis(3,5,5-trimethylhexyl) phthalate is a benzoate ester.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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