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149934

Sigma-Aldrich

Hexahydro-4-methylphthalic anhydride, mixture of cis and trans

96%

Synonym(s):

4-Methyl-1,2-cyclohexanedicarboxylic anhydride

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About This Item

Empirical Formula (Hill Notation):
C9H12O3
CAS Number:
Molecular Weight:
168.19
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

96%

refractive index

n20/D 1.477 (lit.)

density

1.162 g/mL at 25 °C (lit.)

SMILES string

CC1CCC2C(C1)C(=O)OC2=O

InChI

1S/C9H12O3/c1-5-2-3-6-7(4-5)9(11)12-8(6)10/h5-7H,2-4H2,1H3

InChI key

FKBMTBAXDISZGN-UHFFFAOYSA-N

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Related Categories

Application

  • Limonene-based epoxy: Anhydride thermoset reaction study: This research explores the thermosetting reactions of limonene-based epoxy using hexahydro-4-methylphthalic anhydride, illustrating its application in creating environmentally friendly polymers (Couture et al., 2018).
  • Metallocene catalysts for the ring-opening co-polymerisation of epoxides and cyclic anhydrides: Discusses the application of metallocene catalysts in ring-opening copolymerization involving hexahydro-4-methylphthalic anhydride, relevant for developing new polymeric materials (Shaw et al., 2022).
  • Evaluation of Natural and Modified Castor Oil Incorporation on the Melt Processing and Physico-Chemical Properties of Polylactic Acid: Explores the use of natural oils modified with hexahydro-4-methylphthalic anhydride to enhance the properties of polylactic acid, a study significant in biodegradable plastics (Darie-Niță et al., 2022).
  • Synthesis, characterization, and recycling of bio-derivable polyester covalently adaptable networks for industrial composite applications: Investigates the use of hexahydro-4-methylphthalic anhydride in creating adaptable networks for industrial applications, enhancing the sustainability of materials (Wang et al., 2024).
  • Epoxidized linseed oils based networks. Case of thermal degradation: Discusses the thermal degradation of networks made from linseed oils cross-linked with hexahydro-4-methylphthalic anhydride, which is pivotal in understanding the stability and life span of bio-based polymers (Richaud et al., 2019).

Pictograms

Health hazardCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Resp. Sens. 1 - Skin Sens. 1

WGK

WGK 1

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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C H Lindh et al.
International archives of occupational and environmental health, 70(2), 128-132 (1997-01-01)
To investigate whether methylhexahydrophthalic acid (MHHP acid) in urine and plasma can be used as a biomarker for exposure to methylhexahydrophthalic anhydride (MHHPA). MHHPA in air was sampled by Amberlite XAD-2 and analysed by gas chromatography (GC) with flame ionisation
K Tarvainen et al.
Contact dermatitis, 32(4), 204-209 (1995-04-01)
Acid anhydrides are low-molecular-weight chemicals known to cause respiratory irritancy and allergy. Skin allergy has on rare occasions been reported. 2 workers contracted hives and itching on uncovered skin after 2 months exposure to methyltetrahydrophthalic anhydride (MTHPA) and methylhexahydrophthalic anhydride
L Kanerva et al.
Contact dermatitis, 36(1), 34-38 (1997-01-01)
Epoxy resin compounds (ERC) include a large number of chemicals, such as epoxy resins (ER), reactive diluents and hardeners. Many hardeners, e.g., aliphatic polyamines, are well-known sensitizers. Another type of ER hardeners are the phthalic anhydrides, such as methylhexahydrophthalic anhydride
H Savolainen et al.
Acta pharmacologica et toxicologica, 59(3), 209-213 (1986-09-01)
Male Wistar rats exposed to 5, 10 or 20 p.p.m. 4-methylcyclohexyl-1,6-dicarboxylic acid anhydride vapour for 2-11 weeks showed dose-dependent blood anhydride concentrations. The maximum concentrations were found after two weeks. At five exposure weeks, they were smaller but they did
C H Lindh et al.
Journal of chromatography. B, Biomedical sciences and applications, 691(2), 331-339 (1997-04-11)
A method for the simultaneous determination of hexahydrophthalic acid (HHP acid) and methylhexahydrophthalic acid (MHHP acid) in human plasma was developed. The procedure was a rapid, single step extractive derivatisation with pentafluorobenzyl bromide as the derivatisation agent. The formed pentafluorobenzyl

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