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Key Documents

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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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

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °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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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
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
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
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
P Pfäffli et al.
The Analyst, 116(12), 1333-1336 (1991-12-01)
A gas-chromatographic technique using 63Ni electron-capture detection was applied to the determination of 4-methyl-cis-hexahydrophthalic anhydride in the blood of workers occupationally exposed to this airborne agent. The detection limit was 0.24 nmol ml-1. For occupational exposure to between 0.14 and

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