4-이소프로필페놀

4-Isopropylphenol

HCID 7465CAS 99-89-8

기본 정보

표준 SMILES
CC(C)c1ccc(O)cc1
InChIKey
YQUQWHNMBPIWGK-UHFFFAOYSA-N
분자식
C9H12O
평균 분자량
136.19 g/mol
단동위원소 질량
136.088815

개요

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.

이름 및 식별자

우선 이름
4-Isopropylphenol
IUPAC
4-propan-2-ylphenol
현지명
4-이소프로필페놀
영어명
4-Isopropylphenol
분자식
C9H12O
분자량
136.19

이름 및 동의어

4-Isopropylphenol99-89-8P-ISOPROPYLPHENOLp-CumenolAustralol4-(Propan-2-Yl)PhenolPhenol, 4-(1-methylethyl)-1-Hydroxy-4-isopropylbenzene4-propan-2-ylphenolProdox 133para-isopropylphenolDTXSID5042299
이름 더 보기
4-이소프로필페놀4-(1-methylethyl)-PhenolNSC 1888prodox1334-Isopropylphe4-HYDROXYCUMOLp-Hydroxycumene
9F59JOO816NSC-1888DTXCID3022299CHEBI:167172RefChem:524344202-798-84-(1-Methylethyl)phenol4-Hydroxycumene

데이터베이스 식별자

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

물성

구조 계산 물성

XLogP
2.9
극성 표면적
20.2 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
1
회전 가능 결합 수
1
무거운 원자 수
10

실험 및 물리화학적 성질

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

물리화학적 성질

녹는점
59 · 59-61 °C (lit.)
끓는 점
212 · 212-213 °C (lit.)
밀도
0.99 · 0.9900
증기 밀도
1 · >1 (vs air)
굴절률
1.5228 · 1.5228
인화점
108 °C · 108°C

화학적 성질

WHITE TO BEIGE CRYSTALLINE SOLID

안전 및 규제

GHS 분류

GHS Classification · 4건

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.

유해성 정보

Regulatory Information · 4건

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Commission Regulation (EC) No 1565/2000 (Repealed by Com.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 · 1건

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%)

독성 정보

Adverse EffectsDermatotoxin - Skin burns.
Toxicity Summary · 1건

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 · 1건

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.

안전 데이터

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

화학 및 산업

약리 정보

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

용도 및 제조

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

응용 분야

용도4-Isopropylphenol is an Impurity of Propofol (P829750).

일반 설명Sonochemical degradation of 4-Isopropylphenol has been studied.

제조 방법

생산 방법4-Isopropylphenol is produced: 1) by isolation from Eucalyptus polybractea oil.2) from Magnesium para-iso-propylphenyl-bromide by air oxidation.

추가 설명

정의ChEBI: 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.

관련 반응

76건

연결된 노트

불러오는 중…