ChemicalBook Product Catalog Chemical Reagents Organic reagents Carboxylic anhydride Hexahydro-4-methylphthalic anhydride

Hexahydro-4-methylphthalic anhydride

Product NameHexahydro-4-methylphthalic anhydride
CAS19438-60-9
MFC9H12O3
MW168.19
EINECS243-072-0
MOL File19438-60-9.mol

Chemical Properties

Melting point	-29°C
Boiling point	120°C (1 mmHg)
Density	1.162 g/mL at 25 °C(lit.)
vapor pressure	0.23Pa at 25℃
refractive index	n20/D 1.477(lit.)
Flash point	>230 °F
storage temp.	Inert atmosphere,Room Temperature
solubility	Chloroform (Slightly), Ethyl Acetate (Slightly)
pka	4.24[at 20 ℃]
form	Liquid
color	Clear
Water Solubility	REACTS
Sensitive	Moisture Sensitive
Stability	Hygroscopic, Moisture Sensitive
InChI	1S/C9H12O3/c1-5-2-3-6-7(4-5)9(11)12-8(6)10/h5-7H,2-4H2,1H3
InChIKey	FKBMTBAXDISZGN-UHFFFAOYSA-N
SMILES	CC1CCC2C(C1)C(=O)OC2=O
LogP	-3.95 at 20℃
CAS DataBase Reference	19438-60-9(CAS DataBase Reference)
EPA Substance Registry System	1,3-Isobenzofurandione, hexahydro-5-methyl- (19438-60-9)

Safety Information

Hazard Codes	Xn
Risk Statements	41-42/43
Safety Statements	22-24-26-37/39
WGK Germany	1
Hazard Note	Irritant
TSCA	TSCA listed
HS Code	29172090
Storage Class	10 - Combustible liquids
Hazard Classifications	Eye Dam. 1 Resp. Sens. 1 Skin Sens. 1

MSDS

Provider	Language
MHHPA	English
SigmaAldrich	English
ACROS	English
ALFA	English

Usage And Synthesis

Description

Methylhexahydrophthalic anhydride (MHHP A) is an epoxy hardener, irritant to skin and mucus membranes. It is included in non-diglycidyl-ether-of-bisphenol- A epoxy resins. It can induce both allergic contact dermatitis and immunologic contact urticaria. MHHP A is structurally close to methyltetrahydrophthalic anhydride (MTHP A), which can also cause sensitization.

Chemical Properties

Hexahydro-4-methylphthalic anhydride has a melting point of 29 °C, so it is a liquid at room temperature. It has a boiling point of 120 °C and at 25 °C its density is 1.162 g/mL.

Uses

Hexahydro-4-methylphthalic anhydride, mixture ofcisandtrans may be used as an analytical standard for the determination of the analyte in human biological samples by gas chromatography-mass spectrometry (GC-MS).

General Description

Methylhexahydrophthalic anhydride, a congener of phthalic anhydride, is utilized in the production of plastics, paints, and electronic components. It can potentially result in allergenic effects on humans upon exposure and cause immunological reactions.

Flammability and Explosibility

Non flammable

Contact allergens

Methylhexahydrophthalic anhydride is an epoxy hardener, irritant to skin and mucous membranes. It is included in nondiglycidyl-ether-of-bisphenol-A epoxy resins. It can induce both allergic contact dermatitis and immunologic contact urticaria. It is structurally close to methyltetrahydrophthalic anhydride, which can also cause sensitization.

Synthesis

5-methyl-3a,4,7,7a-tetrahydroisobenzofuran-1,3-dione could used as a starting material to synthesize Hexahydro-4-methylphthalic anhydride. The byproducts include 5-methylisobenzofuran-1,3-dione, 5-methyl-4,5,6,7-tetrahydroisobenzofuran-1,3-dione, and 6-methyl-3a,4,5,7a-tetrahydroisobenzofuran-1,3-dione.