4-イソプロピルフェノール

4-Isopropylphenol

HCID 7465CAS 99-89-8

基本情報

標準SMILES
CC(C)c1ccc(O)cc1
InChIKey
YQUQWHNMBPIWGK-UHFFFAOYSA-N
分子式
C9H12O
平均分子量
136.19 g/mol
単同位体質量
136.088815

概要

4-isopropylphenol is a member of the class of phenols that is phenol which is carrying an isopropyl group at position 4. It has a role as a flavouring agent. It derives from a hydride of a cumene.

名称と識別子

優先名称
4-Isopropylphenol
IUPAC
4-propan-2-ylphenol
現地名
4-イソプロピルフェノール
英語名
4-Isopropylphenol
分子式
C9H12O
分子量
136.19

名称と別名

4-Isopropylphenol99-89-8P-ISOPROPYLPHENOLp-CumenolAustralol4-(Propan-2-Yl)PhenolPhenol, 4-(1-methylethyl)-1-Hydroxy-4-isopropylbenzene4-propan-2-ylphenolProdox 133para-isopropylphenolDTXSID5042299
名称をさらに表示
4-イソプロピルフェノールp-イソプロピルフェノールオーストラロールp-クメノール4-(1-メチルエチル)フェノールp-ヒドロキシクメンアウストラロールpイソプロピルフェノ-ル4-ヒドロキシクメン4‐イソプロピルフェノール4-(1-methylethyl)-PhenolNSC 1888prodox1334-Isopropylphe4-HYDROXYCUMOLp-Hydroxycumene
9F59JOO816NSC-1888DTXCID3022299CHEBI:167172RefChem:524344202-798-84-(1-Methylethyl)phenol4-Hydroxycumene

データベース識別子

CAS
99-89-8
PubChem CID
7465
DTXSID
DTXSID5042299
ChEMBL
CHEMBL29966
ChEBI
CHEBI:167172
UNII
9F59JOO816
EC Number
202-798-8
Nikkaji
J43.396I

物性

構造計算による物性

XLogP
2.9
極性表面積
20.2 Ų
水素結合供与体数
1
水素結合受容体数
1
回転可能結合数
1
重原子数
10

実験および物理化学的性質

Chemical ClassesOther Classes -> Phenols
SpringerMaterials PropertiesBoiling point
FragrancesFragrance Ingredient (4-Isopropylphenol) -> IFRA transparency List
LogP2.90
Flavoring AgentsEU Flavoring substances
Endocrine DisruptorsPotential endocrine disrupting compound

物理化学的性質

融点
59 · 59-61 °C (lit.)
沸点
212 · 212-213 °C (lit.)
比重(密度)
0.99 · 0.9900
蒸気密度
1 · >1 (vs air)
屈折率
1.5228 · 1.5228
闪点
108 °C · 108°C

化学的性質

化学的特性WHITE TO BEIGE CRYSTALLINE SOLID

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P362+P364, P363, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1430 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 4 件

Chemical: Phenol, 4-(1-methylethyl)-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Status: Active Update: 14-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/24873

Phenol, 4-(1-methylethyl)-: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Propyl and butyl phenols
Hazards Summary · 1 件

Causes altered sleep time (including change in righting reflex) and dyspnea in intraperitoneal lethal-dose studies of mice (LD50 = 250 mg/kg); [RTECS] Causes burns; Inhalation may cause sensitization and corrosive injuries to upper respiratory tract and lungs; Harmful by ingestion; [Sigma-Aldrich MSDS] See p-tert-Butylphenol.

Hazard Classes and CategoriesAcute Tox. 4 (100%)

毒性情報

Adverse EffectsDermatotoxin - Skin burns.
Toxicity Summary · 1 件

The existing information was reviewed by the independent Expert Panel for Fragrance Safety and supports the use of 4-isopropylphenol as described in this fragrance ingredient safety assessment. The data for a read-across compound, p-cresol (CAS # 106-44-5), indicate that 4-isopropylphenol is not expected to be genotoxic. The calculated Margin of Exposure (MOE) for repeated dose and reproductive toxicity is greater than 100, based on data for p-cresol. Data for another read-across compound, thymol (CAS # 89-83-8), show no safety concerns for skin sensitization at current usage levels as a fragrance ingredient. An evaluation based on ultraviolet/visible (UV/Vis) spectra indicates that 4-isopropylphenol is not likely to cause photoirritation or photoallergenicity. The local respiratory toxicity was assessed using the Threshold of Toxicological Concern (TTC) for a Cramer Class I material, and the exposure to 4-isopropylphenol is below the TTC (1.4 mg/day).

Environmental Fate/Exposure Summary · 1 件

The existing information was reviewed by the independent Expert Panel for Fragrance Safety and supports the use of 4-isopropylphenol as described in this fragrance ingredient safety assessment. It was found not to be Persistent, Bioaccumulative, and Toxic (PBT) according to the International Fragrance Association (IFRA) Environmental Standards. Its risk quotients, calculated based on its current volume of use (VoU) in Europe and North America (i.e., Predicted Environmental Concentration/Predicted No Effect Concentration [PEC/PNEC]), are less than 1.

安全データ

wgk
2
tsca
TSCA listed
rtecs
SL5950000
ridadr
UN 2430 8/PG 3
hs_code
29071900
risk_code
22-34-43-52/53

化学と産業

薬理情報

Metabolism/Metabolites4-Isopropylphenol has known human metabolites that include (2S,3S,4S,5R)-3,4,5-trihydroxy-6-(4-propan-2-ylphenoxy)oxane-2-carboxylic acid.
Cellular LocationsMembrane

用途と製造

Use ClassificationFragrance Ingredients
General Manufacturing InformationPhenol, 4-(1-methylethyl)-: ACTIVE

応用分野

使用4-Isopropylphenol is an Impurity of Propofol (P829750).

一般的な説明Sonochemical degradation of 4-Isopropylphenol has been studied.

調製方法

4-Isopropylphenol is produced: 1) by isolation from Eucalyptus polybractea oil.2) from Magnesium para-iso-propylphenyl-bromide by air oxidation.

補足説明

定義ChEBI: 4-isopropylphenol is a member of the class of phenols that is phenol which is carrying an isopropyl group at position 4. It has a role as a flavouring agent. It derives from a hydride of a cumene.

関連反応

76 件

関連ノート

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