2,5-다이하이드록시벤조익애씨드

2,5-Dihydroxybenzoic acid

HCID 3469CAS 490-79-9
부분 구조 검색유사 구조 찾기

기본 정보

표준 SMILES
O=C(O)c1cc(O)ccc1O
InChIKey
WXTMDXOMEHJXQO-UHFFFAOYSA-N
분자식
C7H6O4
평균 분자량
154.12 g/mol
단동위원소 질량
154.02660867

이름 및 식별자

우선 이름
2,5-Dihydroxybenzoic acid
IUPAC
2,5-dihydroxybenzoic acid
현지명
2,5-다이하이드록시벤조익애씨드
영어명
2,5-Dihydroxybenzoic acid
분자식
C7H6O4
분자량
154.12

이름 및 동의어

2,5-DIHYDROXYBENZOIC ACIDgentisic acid490-79-9Benzoic acid, 2,5-dihydroxy-5-Hydroxysalicylic acidHydroquinonecarboxylic acidGensigenGensigon2,5-Dhba2,5-Dioxybenzoic acidSalicylic acid, 5-hydroxy-Kyselina gentisinova
이름 더 보기
2,5-다이하이드록시벤조익애씨드DHBGentisateGentisicPhloretate2,5-dihydroxybenzoic2,5-Dihydroxybenzoes?ureKyselina 2,5-dihydroxybenzoova
Acido gentisicoAcide gentisiqueAcidum gentisicumVP36V95O3TNSC-27224DTXSID4060078CHEBI:17189RefChem:639843

데이터베이스 식별자

CAS
490-79-9
PubChem CID
3469
DTXSID
DTXSID4060078
ChEMBL
CHEMBL1461
ChEBI
CHEBI:17189
UNII
VP36V95O3T
EC Number
207-718-5
Nikkaji
J6.046A

물성

구조 계산 물성

XLogP
1.6
극성 표면적
77.8 Ų
수소 결합 공여자 수
3
수소 결합 수용자 수
4
회전 가능 결합 수
1
무거운 원자 수
11

실험 및 물리화학적 성질

LogP1.74
Solubility5.0 mg/mL at 5 °C
Melting Point199.5 °C
Vapor Pressure0.0000021 [mmHg]
Physical Description · 2건

Solid; [Merck Index] Light yellow crystals; [Aldrich MSDS]

Solid

Collision Cross Section · 2건

122.67 Ų [M-H]- [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]

125 Ų [M-H]-

물리화학적 성질

녹는점
204 · 204-208 °C(lit.)
끓는 점
237.46 °C · 237.46°C (rough estimate)
밀도
1.3725 · 1.3725 (rough estimate)
굴절률
1.64 · 1.6400 (estimate)
저장 조건
30 °C · Store below +30°C.
용해도
알코올과 에테르에 용해됩니다.
화학적 성질 · 1건

White to light beige crystalline powder. 2,5-Dihydroxybenzoic Acid [490-79-9] (gentisic acid, 2,5-DHBA), C7H6O4, Mr 154.1, mp 205 C, is soluble in water and alcohols but insoluble in benzene and chloroform. The acid is stable in boiling water and gives a deep blue color with iron(III) chloride. Here, the acid decomposes to form p-benzoquinone [106-51-4] and carbon dioxide. 2–5-Dihydroxybenzoic acid is used as an antirheumatic drug and, more recently, as a color developer for thermal paper.

안전 및 규제

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 1.5% (1 of 67) of reports.

Warning

H302 (94%): Harmful if swallowed [Warning Acute toxicity, oral]；H315 (94%): Causes skin irritation [Warning Skin corrosion/irritation]；H319 (94%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H335 (92.5%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 67 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 1 of 67 reports by companies.；There are 10 notifications provided by 66 of 67 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

유해성 정보

Regulatory Information · 2건

Chemical: Benzoic acid, 2,5-dihydroxy-

Benzoic acid, 2,5-dihydroxy-: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryCauses convulsions in intravenous lethal-dose studies of mice; [RTECS] A skin and strong eye irritant; Harmful by ingestion and skin absorption; Evidence of reproductive toxicity in experimental animals; [Aldrich MSDS]
Hazard Classes and CategoriesAcute Tox. 4 (94%)；Skin Irrit. 2 (94%)；Eye Irrit. 2 (94%)；STOT SE 3 (92.5%)

독성 정보

Adverse EffectsNeurotoxin - Other CNS neurotoxin

규제 정보

Regulatory Information · 2건

Chemical: Benzoic acid, 2,5-dihydroxy-

Benzoic acid, 2,5-dihydroxy-: Does not have an individual approval but may be used under an appropriate group standard

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
LY3850000
HS 번호
29182990
risk_code
22-36/37/38
hazard_code
Xn,Xi

화학 및 산업

약리 정보

Metabolism/Metabolites5-hydroxylation is a known human metabolite of salicylic acid.
Cellular LocationsCytoplasm

용도 및 제조

Uses · 2건

Excreted in urine of dogs following ingestion of salicylates; Used therapeutically (analgesic and anti-inflammatory); [Merck Index] An oxidative product of saligenin; [ChemIDplus] Used as an analgesic medicine; [Hawley]

Synthetic Polymer MALDI Matrix Compounds

Household ProductsInformation on 1 consumer products that contain Gentisic acid in the following categories is provided:；• Personal Care
General Manufacturing InformationBenzoic acid, 2,5-dihydroxy-: ACTIVE
응용 분야 · 3건

개요Gentisic acid is a dihydroxy benzoic acid. It is a derivative of benzoic acid and a minor (1 %) product of the metabolic break down of aspirin, excreted by the kidneys. It is also found in the African tree Alchornea cordifolia and in wine.

용도2,5-dihydroxybenzoic acid areused as intermediates for pharmaceuticals (especially for antipyetic anlgesic, antirheumatism) and other organic synthesis. They are used as matrix for ionization of peptides, proteins and carbohydrates. In industrial field, they areused as intermediates for the production of other organic chemicals, resins, polyesters, plasticizers, dyestuffs, preservatives, and rubber chemicals.

일반 설명Aspirin metabolite.

제조 방법

생산 방법Gentisic acid is produced by carboxylation of hydroquinone. C6H4(OH)2 + CO2 → C6H3(CO2H)(OH)2 This conversion is an example of a Kolbe–Schmitt reaction.

상·하류 제품 정보

상류 원료

공급사50 곳

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海如吉生物科技发展有限公司+86-21-65211385-8001 36031160 · [email protected]
추가 설명 · 1건

정의ChEBI: 2,5-dihydroxybenzoic acid is a dihydroxybenzoic acid having the two hydroxy groups at the 2- and 5-positions. It has a role as a MALDI matrix material, an EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor, a human metabolite, a fungal metabolite and a mouse metabolite. It is functionally related to a benzoic acid. It is a conjugate acid of a 2,5-dihydroxybenzoate.

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