Cuminol (HCID 325)｜Huagongshe

Names & identifiers

Preferred name: Cuminol
IUPAC: (4-propan-2-ylphenyl)methanol
English name: 4-ISOPROPYLBENZYL ALCOHOL
Molecular formula: C10H14O
Molecular weight: 150.22

Names & synonyms

CuminolRefChem:5243354-isopropylbenzyl alcohol536-60-7Cumic alcohol(4-Isopropylphenyl)methanolcuminyl alcoholcuminic alcoholCumyl alcoholp-Cymen-7-olp-Isopropylbenzyl alcoholCUMIN ALCOHOL

Show more names

4-(1-methylethyl)-BenzenemethanolFEMA 2933

p-cumic alcoholBenzenemethanol, 4-(1-methylethyl)-4-(1-Methylethyl)benzenemethanolBenzyl alcohol, p-isopropyl-[4-(Propan-2-Yl)Phenyl]Methanol(4-propan-2-ylphenyl)methanolpara-cymen-7-olp-cymene-7-ol

Database identifiers

CAS: 536-60-7
PubChem CID: 325
DTXSID: DTXSID0021626
ChEMBL: CHEMBL3183500
ChEBI: CHEBI:27628
UNII: V261W8XR62
EC Number: 208-640-4
Nikkaji: J6.353C

Properties

Computed structural properties

XLogP: 2.3
Topological polar surface area: 20.2 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 2
Heavy atoms: 11
Formal charge: 0
Complexity: 101

Physicochemical properties

Melting point: 28 °C · 28 °C
Boiling point: 135 · 135-136 °C/26 mmHg (lit.)
Density: 0.982 g/mL · 0.982 g/mL at 25 °C (lit.)
FEMA: 2933 · 2933 | P-ISOPROPYLBENZYL ALCOHOL
refractive index: 20 · n20/D 1.519(lit.)
FLAVIS Number: 2.039 · 02.039 | 4-Isopropylbenzyl alcohol
Flash point: 230 °F · >230 °F
storage temp.: Sealed in dry,Room Temperature
solubility: alcohol: miscible
pka: 14.48 · 14.48±0.10(Predicted)
form: Liquid
color: Clear colorless to slightly yellow
Odor: 100 % · at 100.00 %. strong cumin caraway spicy herbal leather
Odor Type: spicy
biological source: synthetic
Merck: 14 · 14,2619
JECFA Number: 864 · 864
BRN: 636665 · 636665
Cosmetics Ingredients Functions: PERFUMING
InChI: 1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-6,8,11H,7H2,1-2H3
InChIKey: OIGWAXDAPKFNCQ-UHFFFAOYSA-N
SMILES: CC(C)c1ccc(CO)cc1
LogP: 2.37 · 2.37
CAS DataBase Reference: 536 · 536-60-7(CAS DataBase Reference)
Substances Added to Food (formerly EAFUS): P-ISOPROPYLBENZYL ALCOHOL
EWG's Food Scores: 1 · 1
FDA UNII: 261 W8XR62 · V261W8XR62
EPA Substance Registry System: 4 · Benzenemethanol, 4-(1-methylethyl)- (536-60-7)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315
Precautionary statements: 264 · P264-P270-P280-P301+P312-P302+P352-P332+P313
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xn
Risk Statements: 22 · 22-38-36/37/38-20/21/22
Safety Statements: 26 · 26-36
WGK Germany: 2 · 2
RTECS: 7260000 · GZ7260000
TSCA: TSCA listed
HS Code: 29062990 · 29062990
Storage Class: 10 · 10 - Combustible liquids
Hazard Classifications: 4 OralSkin · Acute Tox. 4 OralSkin Irrit. 2
Toxicity: 50 in · The acute oral LD50 in rats was reported as 1.02 g/kg (0.9-1.14 g/kg) (Moreno, 1973). The acute dermal LD50 in rabbits was reported as 2.5 g/kg (0.5-3.0 g/kg) (Moreno, 1973).

Safety & regulation

Safety data

PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: 2
tsca: TSCA listed
rtecs: GZ7260000
hs_code: 29062990
Toxicity: The acute oral LD50 in rats was reported as 1.02 g/kg (0.9-1.14 g/kg) (Moreno, 1973). The acute dermal LD50 in rabbits was reported as 2.5 g/kg (0.5-3.0 g/kg) (Moreno, 1973).
risk_code: 22-38-36/37/38-20/21/22
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 26-36
Storage Class: 10 - Combustible liquids
Hazard statements: H302-H315
Hazard Classifications: Acute Tox. 4 OralSkin Irrit. 2
Precautionary statements: P264-P270-P280-P301+P312-P302+P352-P332+P313

Chemistry & industry

Applications · 4 items

Descriptionp-Isopropylbenzyl alcohol has an intense, persistent, caraway-like odor and an aromatic, burning taste. Prepared from cuminaldehyde with H2 or NH3 under pressure in methanol solution and in the presence of Raney Ni catalyst; or by catalytic reduction of methyl p-isopropy lbenzoate.

OccurrenceReported found in the oil from fruits of Cuminum cyminum and Carum carvi L.; also in the oils of Eucalyptus bakeris (esterified) and French lavender. Also reported found in mandarin peel oil, lingonberry, black currants, blackberry, tomato, cumin seed, peppermint oil, nutmeg, thymus, cognac, licorice, lovage seed, dill, laurel, turmeric, calabash nutmeg, angelica root oil and mastic gum leaf and fruit oil

Uses4-Isopropylbenzyl alcohol is occasionally used in perfume compositions for its natural and warm-herbaceous-spicy effect, perceptible in the topnote and often through the dryout. Also used in the artistic duplication of certain floral notes, such as Mimosa and Cassie, particularly in connection with Methylionones. Finds some use in flavor compositions, mainly Berry, Fruit, Spice and Liquor flavors. The concentration in the finished product will normally be about 0.5 to 35 ppm.

General Description4-Isopropylbenzyl alcohol has mosquito repellent properties and has been isolated from Eucalyptus camaldulensis. Oxidation of 4-isopropylbenzyl alcohol over TiO2-supported nano gold catalyst has been investigated.

Preparation methods

PreparationFrom cuminaldehyde with H2 or NH3 under pressure in methanol solution and in the presence of Raney Ni catalyst, or by catalytic reduction of methyl p-isopropylbenzoate