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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:
19438-60-9
Molecular Weight:
168.19
EC Number:
243-072-0
MDL number:
MFCD00005927
UNSPSC Code:
12162002
PubChem Substance ID:
24848987
NACRES:
NA.23

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
GHS08,GHS05

Signal Word

Danger

Hazard Statements

H317,H318,H334

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 4: Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

JAN Code

149934-VAR:
149934-500G:
149934-25G:
149934-3KG:
149934-BULK:

Certificates of Analysis (COA)

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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.
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
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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