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1,2-シクロヘキサンジアミン (cis-, trans-混合物)

1,2-Diaminocyclohexane

HCID 4610
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
694-83-7
標準SMILES
NC1CCCCC1N
InChIKey
SSJXIUAHEKJCMH-UHFFFAOYSA-N
分子式
C6H14N2
平均分子量
114.19 g/mol
単同位体質量
114.11569845

概要

1,2-diaminocyclohexane appears as a clear to light yellow liquid. Corrosive to the eyes, skin, mouth, throat and stomach. Vapors may irritate eyes.

名称と識別子

優先名称
1,2-Diaminocyclohexane
IUPAC
cyclohexane-1,2-diamine
現地名
1,2-シクロヘキサンジアミン (cis-, trans-混合物)
英語名
1,2-Diaminocyclohexane
分子式
C6H14N2
分子量
114.19

名称と別名

1,2-Cyclohexanediaminecyclohexane-1,2-diamine694-83-71,2-DIAMINOCYCLOHEXANECyclohex-1,2-ylenediamineDTXSID0027301DACHC82TX76BHHDTXCID707301Dytek DCH 99RefChem:4114361,2-DACH
名称をさらに表示
1,2-シクロヘキサンジアミン (cis-, trans-混合物)1,2-シクロヘキサンジアミン(1S,2S)-1,2-シクロヘキサンジアミンシクロヘキサン-1α,2β-ジアミン1,2-ジアミノシクロヘキサン(1S,2S)-シクロヘキサン-1,2-ジアミンtrans-1,2-ジアミノシクロヘキサン(1S)-1α,2β-ジアミノシクロヘキサンシクロヘキシレンジアミン(1S,2S)-1,2-ジアミノシクロヘキサン1α,2β-ジアミノシクロヘキサンシクロヘキサン-1,2-ジアミン(1α,2β)-シクロヘキサン-1,2-ジアミン(1S)-シクロヘキサン-1α,2β-ジアミン1α,2β-シクロヘキサンジアミン1,2-ジアミノシクロヘキサン (cis-, trans-混合物)1,2‐ジアミノシクロヘキサン1,2-ジアミノシクロヘキサン(異性体混合物)1,2-ジアミノシクロヘキサン, CIS型およびTRANS型混合物(1R,2R)-CYCLOHEXANE-1,2-DIAMINEDiaminocyclohexane(R,R)-1,2-DIAMINOCYCLOHEXANEDCH-99R-DACHRR-DIAMINOCYCLOHEXANE(R,R)-(-)-1,2-DIAMINOCYCLOHEXANE
211-776-7(rel)-OxaliplatinMFCD000014911,2-CylohexanediamineCAS-694-83-7cis-1,2-CyclohexandiamineHSDB 5748trans-1,2-Cyclohexaneiamine

データベース識別子

CAS
694-83-7
PubChem CID
4610
DTXSID
DTXSID0027301
ChEMBL
CHEMBL1356279
ChEBI
CHEBI:93778
EC Number
211-776-7
Nikkaji
J6.937J

物性

構造計算による物性補完中

XLogP
-0.3
極性表面積
52 Ų
水素結合供与体数
2
水素結合受容体数
2
回転可能結合数
0
重原子数
8
形式電荷
0
複雑度
62.9

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Amines, Aromatic
DrugsPharmaceuticals
Density0.952 @ 20°C
Flash PointFlash point > 93 °C
Vapor Pressure0.4 [mmHg]
Physical Description · 3 件

1,2-diaminocyclohexane appears as a clear to light yellow liquid. Corrosive to the eyes, skin, mouth, throat and stomach. Vapors may irritate eyes.

CBI; Liquid

Dark liquid with an amine odor; [CAMEO]

物理化学的性質

融点
41 · 41-45 °C
沸点
92 · 92-93 °C18 mm Hg(lit.)
比重(密度)
0.931 g/mL · 0.931 g/mL at 25 °C(lit.)
蒸気圧
0.4 mm · 0.4 mm Hg ( 20 °C)
屈折率
20 · n20/D 1.49(lit.)
闪点
169 °F · 169 °F
貯蔵温度
2 · 2-8°C
外見
液体

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 1.2% (6 of 513) of reports.

Danger

H302+H312+H332 (16.2%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]

P260, P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P319, P321, P330, P333+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 513 reports by companies from 18 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: 1,2-Cyclohexanediamine

1,2-Cyclohexanediamine is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2-Cyclohexanediamine are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 12-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14903

1,2-Cyclohexanediamine: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelCorrosive
Fire HazardsExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Health HazardsExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Hazards Summary · 1 件

A corrosive substance; [CAMEO] Effects during recovery period from a 4-hour, lethal-concentration study of rats include skin lesions, discharge from the nose, and labored breathing; Lesions of the nasal mucosa observed in 2-week inhalation study with rats; No other gross or histopathological changes observed; Considered a severe skin and moderate eye irritant based on studies with rabbits; Not sensitizing to skin of guinea pigs; Dermal LD50 (test substance 69.5% 1,6-Hexanediamine and 30.5% 1,2-Diaminocyclohexane) = 7500 mg/kg in albino rabbits and produced severe irritation with necrosis; [EPA HPVIS] Observations in 28-day feeding with rats at highest tested dose (500 mg/kg) include pale discoloration of liver and increased liver enzymes; Decrease in litter size and increased postnatal loss at highest dose; Caused skin sensitization in guinea pigs (20/20 at 24 hours and 13/20 at 48 hours) [ToxPlanet: TSCATS] Causes burns; Potential skin sensitizer; May cause acute pneumonitis after inhalation; [Alfa Aesar MSDS]

化学と産業

薬理情報

Mechanism of Action · 2 件

/PLATINUM CO-ORDINATION COMPLEXES/ SHARE THE COMMON FORMULA PTA2X2... THE ACTIVE LIGANDS ARE MONODENTATE ANIONS OF INTERMEDIATE LEAVING ABILITY, WHEREAS THE AMINE A LIGANDS INFLUENCE THE SOLUBILITY OF THE COMPLEX. THE STEREOSPECIFICITY OF THE ANTI-TUMOR EFFECT IS AN IMPORTANT PROPERTY OF THE PLATINUM COMPLEXES. ... INDIRECT EVIDENCE SUGGESTS THAT BINDING TO ADJACENT GUANINE BASES IN THE SAME DNA STRAND IS IMPORTANT TO THE MODE OF ACTION. AFTER INITIAL BINDING TO GUANINE BASES, DNA BECOMES LOCALLY DENATURED AND EXPOSES ADDITIONAL CROSS-LINKING SITES. /PLATINUM COMPLEXES/

...THE TOXIC EFFECT ON ANIMALS OF PLATINUM ITSELF DIFFERS ESSENTIALLY FROM THAT OF THE COMPLEX SALTS. ...THE ACTION OF THESE SALTS IS NOT DUE TO THE SEPARATE COMPONENTS, PLATINUM AND THE BASE, BUT TO THAT OF THE MOLECULE AS A WHOLE ON SENSITIVE TISSUES, AND THEIR PHYSIOLOGICAL EFFECT, THOUGH VARYING IN DEGREE, IS IDENTICAL IN CHARACTER. ...AN INCREASE IN THE VALENCY OF THE AMMONIUM COMPONENT WAS ASSOCIATED WITH A STRONGER "CURARE-LIKE" ACTION WHILE A CHANGE IN THE VALENCY OF THE PLATINUM HAD NO INFLUENCE ON THE TOXIC EFFECT. /PLATINUM COMPLEXES/

用途と製造

Uses · 2 件

Used to make bicyclic pyrazine derivatives; [HSDB]

SYNTHESIS OF BICYCLIC PYRAZINE DERIVATIVES

U.S. Production2023: 2,500,000 - <4,000,000 lb
Industry UsesOther
Household ProductsInformation on 18 consumer products that contain Cyclohex-1,2-ylenediamine in the following categories is provided:
General Manufacturing Information · 2 件

Services

1,2-Cyclohexanediamine: ACTIVE

応用分野 · 2 件

1,2-Diaminocyclohexane was used in the synthesis of chiral ruthenium(IV)-oxo complexes & bicyclic pyrazine derivatives.

関連反応

264 件
反応記録を作成
HRID 8566 の反応式
HRID 8566生成物としてuspto-grants-2006_08
HRID 8567 の反応式
HRID 8567生成物としてuspto-grants-2006_08
HRID 23313 の反応式
HRID 23313生成物としてuspto-grants-2005_02
HRID 23314 の反応式
HRID 23314生成物としてuspto-grants-2005_02
HRID 46754 の反応式
HRID 46754反応物としてuspto-grants-1979_11
HRID 80225 の反応式
HRID 80225反応物としてuspto-grants-2014_09
HRID 80241 の反応式
HRID 80241反応物としてuspto-grants-2014_09
HRID 87189 の反応式
HRID 87189反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
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化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
酸解離定数(Pka)
10.76 · 10.76±0.70(Predicted)
色
クリア
PH
11.3 · 11.3 (5g/l, H2O, 20℃)neutral
水溶解度
混和性
BRN
506142 · 506142
LogP
0 at · 0 at 20℃
CAS データベース
694 · 694-83-7(CAS DataBase Reference)
NISTの化学物質情報
1 · 1,2-Cyclohexanediamine(694-83-7)
EPAの化学物質情報
1 · 1,2-Cyclohexanediamine (694-83-7)

化学的性質

化学的特性clear slightly yellow to yellow liquid

Reactive GroupAmines, Phosphines, and Pyridines
Reactivity Profile · 1 件

1,2-DIAMINOCYCLOHEXANE is an amine. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides.

Air and Water ReactionsPartially soluble in water and less dense than water.
Hazard Classes and CategoriesAcute Tox. 4 (43.1%)

安全と保護具

Fire FightingExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
First AidExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Nonfire Spill ResponseExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Isolation and EvacuationExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Protective Action Criteria (PAC) · 3 件

2.1 [mg/m3]

23 [mg/m3]

140 [mg/m3]

Personal Protective Equipment (PPE)Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:

毒性情報

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Non-Human Toxicity Excerpts · 1 件

WITHOUT EXTERNAL ACTIVATION, CIS- AND TRANS-DICHLORODIAMMINEPLATINUM(II) (DDP) AND THE CIS-, TRANS (-)-, AND TRANS (+) FORMS OF DICHLORO-1,2-DIAMINOCYCLOHEXANEPLATINUM(II) (DDCP) AND CIS-, TRANS (-), TRANS (+)-SULFATO-1,2-DIAMINOCYCLOHEXANEPLATINUM(II) (SHP) SHOWED A 400-FOLD RANGE OF MUTAGENICITY FOR SALMONELLA TYPHIMURIUM TA100 AND TA98; THEY WERE 2-10 TIMES MORE MUTAGENIC FOR STRAIN TA100 THAN FOR STRAIN TA98. FOR THE DIAMINOCYCLOHEXANE COMPLEXES, MUTAGENIC ACTIVITY WAS STRONGLY DEPENDENT ON STEREOISOMER OF THE DIAMINOCYCLOHEXANE IN THE COMPLEX. WITH STRAIN TA100, THE THE TRANS(+) FORMS OF DDCP & SHP PRODUCED 220 AND 66 REVERTANTS/NMOL, RESPECTIVELY, WHILE THE CIS AND TRANS(-) ISOMERS INDUCED ONLY 10 AND 5% AS MANY REVERTANTS AS THE TRANS(+) FORMS.

Toxicity DataLCLo (rat) = 3,200 mg/m3/4h

安全データ

F
34
wgk
3
tsca
TSCA listed
rtecs
GU8749500
ridadr
UN 3259 8/PG 2
hs_code
29213099
risk_code
34
化審法
(3)-4230
消防法
危-4-3-III
hazard_code
C
safety_code
26-36/37/39-45
hazard_class
8
packing_group
III
有毒物質データの
694-83-7(Hazardous Substances Data)
使用

一般的な説明1,2-Diaminocyclohexane undergoes non-templated reaction with homochiral as well as the racemic form of trans-1,2-diaminocyclohexane with terephthaldehyde to yield (3+3)-cyclocondensed molecular triangles. It acts as ligand and forms organotin complexes, having potential applications as metal-based antitumour drugs.

上流・下流製品情報

下流製品

オキサリプラチン9-(4-ヨードフェニル)カルバゾールN,N'-(1,2-シクロヘキサンジイル)ビス[N-(カルボキシメチル)グリシン]3a-Methyl-decahydro-benzo[d]pyrrolo[1,2-a]-imidazol-1-one